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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:01:31 UTC

Update Date

2022-03-07 02:55:05 UTC

HMDB ID

HMDB0036846

Secondary Accession Numbers

HMDB36846

Metabolite Identification

Common Name

Icariside B8

Description

Icariside B8 belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Based on a literature review a small amount of articles have been published on Icariside B8.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 05061309222D          

 27 28  0  0  0  0            999 V2000
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    4.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    4.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  9  1  1  0  0  0  0
  9  5  1  0  0  0  0
 10  2  1  0  0  0  0
 11  6  1  0  0  0  0
 11 10  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19  3  1  0  0  0  0
 19  4  1  0  0  0  0
 19  7  1  0  0  0  0
 19 11  1  0  0  0  0
 20  8  1  0  0  0  0
 21  9  2  0  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 24 16  1  0  0  0  0
 25 17  1  0  0  0  0
 26 12  1  0  0  0  0
 26 18  1  0  0  0  0
 27 13  1  0  0  0  0
 27 18  1  0  0  0  0
M  END

HMDB0036846
     RDKit          3D
Icariside B8
 59 60  0  0  0  0  0  0  0  0999 V2000
    6.5828    0.8468   -0.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6092    1.6926    0.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9769    2.6926    1.2053 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1693    1.2875    0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9627    0.0098   -0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5831   -0.4898   -0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8856   -0.5546   -1.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5447   -0.1078   -2.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4905   -1.0500   -1.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1311   -0.4436   -2.4253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3199   -0.6130   -0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0884    0.5032   -0.3890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4406    0.3256   -0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9871    1.1610    0.7088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3107    0.9905    0.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5550    0.2099    2.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9253    0.0815    2.4357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0470    0.4320   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4245    0.6767   -0.1321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4947    1.0863   -1.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2758    0.8985   -2.5633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0866    0.5358   -1.6108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2096   -0.7081   -2.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5228   -0.2729    1.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8592   -0.9887    1.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6523   -2.4859    0.8551 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5399   -0.8137    2.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6081   -0.1990    0.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6201    1.2345    0.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2977    0.8703   -1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5441    2.1233    0.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8951    1.2704    1.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3984    0.1502   -1.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631   -0.7438    0.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3220   -0.8060   -2.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7832   -0.0328   -3.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9208    0.9212   -2.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4421   -2.1318   -1.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1210   -1.0331   -3.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9651   -1.4820    0.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6366   -0.7179    0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7540    2.0117    1.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1467    0.8078    3.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1447   -0.8186    2.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2416    0.9450    2.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9302   -0.6856   -0.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9213   -0.0733   -0.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3993    2.1791   -1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1209    1.6951   -3.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5016    1.1786   -2.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2552   -0.6667   -3.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0251   -0.5635    2.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7414    0.8079    1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1782   -2.8642   -0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635   -2.6693    0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0856   -3.0834    1.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2330    0.1064    2.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1536   -1.6460    3.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6308   -0.9868    2.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25  6  1  0
 22 13  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  8 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
 27 57  1  0
 27 58  1  0
 27 59  1  0
M  END


  Mrv0541 05061309222D          

 27 28  0  0  0  0            999 V2000
    0.0000    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    4.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131    4.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  9  1  1  0  0  0  0
  9  5  1  0  0  0  0
 10  2  1  0  0  0  0
 11  6  1  0  0  0  0
 11 10  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19  3  1  0  0  0  0
 19  4  1  0  0  0  0
 19  7  1  0  0  0  0
 19 11  1  0  0  0  0
 20  8  1  0  0  0  0
 21  9  2  0  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 24 16  1  0  0  0  0
 25 17  1  0  0  0  0
 26 12  1  0  0  0  0
 26 18  1  0  0  0  0
 27 13  1  0  0  0  0
 27 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036846

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)CCC1=C(C)C(O)C(CC1(C)C)OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H32O8/c1-9(21)5-6-11-10(2)14(22)12(7-19(11,3)4)26-18-17(25)16(24)15(23)13(8-20)27-18/h12-18,20,22-25H,5-8H2,1-4H3

> <INCHI_KEY>
LYZQCLMNFAUXJA-UHFFFAOYSA-N

> <FORMULA>
C19H32O8

> <MOLECULAR_WEIGHT>
388.4526

> <EXACT_MASS>
388.209718

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
41.253634045111525

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(3-hydroxy-2,6,6-trimethyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohex-1-en-1-yl)butan-2-one

> <ALOGPS_LOGP>
-0.49

> <JCHEM_LOGP>
-0.7987501390000001

> <ALOGPS_LOGS>
-1.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.0728363792511

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.193222056468416

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835547729244

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
96.01909999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.58e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(3-hydroxy-2,6,6-trimethyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohex-1-en-1-yl)butan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036846
     RDKit          3D
Icariside B8
 59 60  0  0  0  0  0  0  0  0999 V2000
    6.5828    0.8468   -0.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6092    1.6926    0.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9769    2.6926    1.2053 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1693    1.2875    0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9627    0.0098   -0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5831   -0.4898   -0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8856   -0.5546   -1.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5447   -0.1078   -2.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4905   -1.0500   -1.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1311   -0.4436   -2.4253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3199   -0.6130   -0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0884    0.5032   -0.3890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4406    0.3256   -0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9871    1.1610    0.7088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3107    0.9905    0.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5550    0.2099    2.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9253    0.0815    2.4357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0470    0.4320   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4245    0.6767   -0.1321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4947    1.0863   -1.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2758    0.8985   -2.5633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0866    0.5358   -1.6108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2096   -0.7081   -2.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5228   -0.2729    1.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8592   -0.9887    1.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6523   -2.4859    0.8551 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5399   -0.8137    2.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6081   -0.1990    0.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6201    1.2345    0.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2977    0.8703   -1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5441    2.1233    0.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8951    1.2704    1.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3984    0.1502   -1.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631   -0.7438    0.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3220   -0.8060   -2.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7832   -0.0328   -3.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9208    0.9212   -2.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4421   -2.1318   -1.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1210   -1.0331   -3.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9651   -1.4820    0.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6366   -0.7179    0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7540    2.0117    1.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1467    0.8078    3.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1447   -0.8186    2.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2416    0.9450    2.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9302   -0.6856   -0.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9213   -0.0733   -0.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3993    2.1791   -1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1209    1.6951   -3.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5016    1.1786   -2.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2552   -0.6667   -3.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0251   -0.5635    2.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7414    0.8079    1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1782   -2.8642   -0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635   -2.6693    0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0856   -3.0834    1.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2330    0.1064    2.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1536   -1.6460    3.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6308   -0.9868    2.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25  6  1  0
 22 13  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  8 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
 27 57  1  0
 27 58  1  0
 27 59  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.000  10.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.991   8.110   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.011   8.110   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      13.337   4.620   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.334   8.470   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       9.336   8.470   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.668   6.930   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3   19                                                            
CONECT    4   19                                                            
CONECT    5    6    9                                                       
CONECT    6    5   11                                                       
CONECT    7   12   19                                                       
CONECT    8   13   20                                                       
CONECT    9    1    5   21                                                  
CONECT   10    2   11   14                                                  
CONECT   11    6   10   19                                                  
CONECT   12    7   14   26                                                  
CONECT   13    8   15   27                                                  
CONECT   14   10   12   22                                                  
CONECT   15   13   16   23                                                  
CONECT   16   15   17   24                                                  
CONECT   17   16   18   25                                                  
CONECT   18   17   26   27                                                  
CONECT   19    3    4    7   11                                             
CONECT   20    8                                                            
CONECT   21    9                                                            
CONECT   22   14                                                            
CONECT   23   15                                                            
CONECT   24   16                                                            
CONECT   25   17                                                            
CONECT   26   12   18                                                       
CONECT   27   13   18                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

COMPND    HMDB0036846
HETATM    1  C1  UNL     1       6.583   0.847  -0.086  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.609   1.693   0.644  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.977   2.693   1.205  1.00  0.00           O  
HETATM    4  C3  UNL     1       4.169   1.287   0.675  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.963   0.010  -0.071  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.583  -0.490  -0.117  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.886  -0.555  -1.275  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.545  -0.108  -2.517  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.491  -1.050  -1.305  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.131  -0.444  -2.425  1.00  0.00           O  
HETATM   11  C9  UNL     1      -0.320  -0.613  -0.111  1.00  0.00           C  
HETATM   12  O3  UNL     1      -1.088   0.503  -0.389  1.00  0.00           O  
HETATM   13  C10 UNL     1      -2.441   0.326  -0.256  1.00  0.00           C  
HETATM   14  O4  UNL     1      -2.987   1.161   0.709  1.00  0.00           O  
HETATM   15  C11 UNL     1      -4.311   0.990   0.969  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.555   0.210   2.243  1.00  0.00           C  
HETATM   17  O5  UNL     1      -5.925   0.082   2.436  1.00  0.00           O  
HETATM   18  C13 UNL     1      -5.047   0.432  -0.202  1.00  0.00           C  
HETATM   19  O6  UNL     1      -6.424   0.677  -0.132  1.00  0.00           O  
HETATM   20  C14 UNL     1      -4.495   1.086  -1.453  1.00  0.00           C  
HETATM   21  O7  UNL     1      -5.276   0.899  -2.563  1.00  0.00           O  
HETATM   22  C15 UNL     1      -3.087   0.536  -1.611  1.00  0.00           C  
HETATM   23  O8  UNL     1      -3.210  -0.708  -2.226  1.00  0.00           O  
HETATM   24  C16 UNL     1       0.523  -0.273   1.098  1.00  0.00           C  
HETATM   25  C17 UNL     1       1.859  -0.989   1.065  1.00  0.00           C  
HETATM   26  C18 UNL     1       1.652  -2.486   0.855  1.00  0.00           C  
HETATM   27  C19 UNL     1       2.540  -0.814   2.374  1.00  0.00           C  
HETATM   28  H1  UNL     1       6.608  -0.199   0.220  1.00  0.00           H  
HETATM   29  H2  UNL     1       7.620   1.234   0.012  1.00  0.00           H  
HETATM   30  H3  UNL     1       6.298   0.870  -1.179  1.00  0.00           H  
HETATM   31  H4  UNL     1       3.544   2.123   0.244  1.00  0.00           H  
HETATM   32  H5  UNL     1       3.895   1.270   1.743  1.00  0.00           H  
HETATM   33  H6  UNL     1       4.398   0.150  -1.095  1.00  0.00           H  
HETATM   34  H7  UNL     1       4.663  -0.744   0.405  1.00  0.00           H  
HETATM   35  H8  UNL     1       3.322  -0.806  -2.867  1.00  0.00           H  
HETATM   36  H9  UNL     1       1.783  -0.033  -3.336  1.00  0.00           H  
HETATM   37  H10 UNL     1       2.921   0.921  -2.365  1.00  0.00           H  
HETATM   38  H11 UNL     1       0.442  -2.132  -1.513  1.00  0.00           H  
HETATM   39  H12 UNL     1      -0.121  -1.033  -3.210  1.00  0.00           H  
HETATM   40  H13 UNL     1      -0.965  -1.482   0.177  1.00  0.00           H  
HETATM   41  H14 UNL     1      -2.637  -0.718   0.057  1.00  0.00           H  
HETATM   42  H15 UNL     1      -4.754   2.012   1.165  1.00  0.00           H  
HETATM   43  H16 UNL     1      -4.147   0.808   3.076  1.00  0.00           H  
HETATM   44  H17 UNL     1      -4.145  -0.819   2.191  1.00  0.00           H  
HETATM   45  H18 UNL     1      -6.242   0.945   2.805  1.00  0.00           H  
HETATM   46  H19 UNL     1      -4.930  -0.686  -0.297  1.00  0.00           H  
HETATM   47  H20 UNL     1      -6.921  -0.073  -0.555  1.00  0.00           H  
HETATM   48  H21 UNL     1      -4.399   2.179  -1.217  1.00  0.00           H  
HETATM   49  H22 UNL     1      -5.121   1.695  -3.163  1.00  0.00           H  
HETATM   50  H23 UNL     1      -2.502   1.179  -2.273  1.00  0.00           H  
HETATM   51  H24 UNL     1      -3.255  -0.667  -3.200  1.00  0.00           H  
HETATM   52  H25 UNL     1      -0.025  -0.563   2.005  1.00  0.00           H  
HETATM   53  H26 UNL     1       0.741   0.808   1.127  1.00  0.00           H  
HETATM   54  H27 UNL     1       2.178  -2.864  -0.041  1.00  0.00           H  
HETATM   55  H28 UNL     1       0.563  -2.669   0.814  1.00  0.00           H  
HETATM   56  H29 UNL     1       2.086  -3.083   1.707  1.00  0.00           H  
HETATM   57  H30 UNL     1       2.233   0.106   2.926  1.00  0.00           H  
HETATM   58  H31 UNL     1       2.154  -1.646   3.050  1.00  0.00           H  
HETATM   59  H32 UNL     1       3.631  -0.987   2.359  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    3    4
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7    7   25
CONECT    7    8    9
CONECT    8   35   36   37
CONECT    9   10   11   38
CONECT   10   39
CONECT   11   12   24   40
CONECT   12   13
CONECT   13   14   22   41
CONECT   14   15
CONECT   15   16   18   42
CONECT   16   17   43   44
CONECT   17   45
CONECT   18   19   20   46
CONECT   19   47
CONECT   20   21   22   48
CONECT   21   49
CONECT   22   23   50
CONECT   23   51
CONECT   24   25   52   53
CONECT   25   26   27
CONECT   26   54   55   56
CONECT   27   57   58   59
END

HMDB0036846
     RDKit          3D
Icariside B8
 59 60  0  0  0  0  0  0  0  0999 V2000
    6.5828    0.8468   -0.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6092    1.6926    0.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9769    2.6926    1.2053 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1693    1.2875    0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9627    0.0098   -0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5831   -0.4898   -0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8856   -0.5546   -1.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5447   -0.1078   -2.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4905   -1.0500   -1.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1311   -0.4436   -2.4253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3199   -0.6130   -0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0884    0.5032   -0.3890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4406    0.3256   -0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9871    1.1610    0.7088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3107    0.9905    0.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5550    0.2099    2.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9253    0.0815    2.4357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0470    0.4320   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4245    0.6767   -0.1321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4947    1.0863   -1.4529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2758    0.8985   -2.5633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0866    0.5358   -1.6108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2096   -0.7081   -2.2256 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5228   -0.2729    1.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8592   -0.9887    1.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6523   -2.4859    0.8551 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5399   -0.8137    2.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6081   -0.1990    0.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6201    1.2345    0.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2977    0.8703   -1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5441    2.1233    0.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8951    1.2704    1.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3984    0.1502   -1.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631   -0.7438    0.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3220   -0.8060   -2.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7832   -0.0328   -3.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9208    0.9212   -2.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4421   -2.1318   -1.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1210   -1.0331   -3.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9651   -1.4820    0.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6366   -0.7179    0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7540    2.0117    1.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1467    0.8078    3.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1447   -0.8186    2.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2416    0.9450    2.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9302   -0.6856   -0.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9213   -0.0733   -0.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3993    2.1791   -1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1209    1.6951   -3.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5016    1.1786   -2.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2552   -0.6667   -3.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0251   -0.5635    2.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7414    0.8079    1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1782   -2.8642   -0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635   -2.6693    0.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0856   -3.0834    1.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2330    0.1064    2.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1536   -1.6460    3.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6308   -0.9868    2.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 11 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25  6  1  0
 22 13  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  8 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
 27 57  1  0
 27 58  1  0
 27 59  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₃₂O₈

Average Molecular Weight

388.4526

Monoisotopic Molecular Weight

388.209718

IUPAC Name

4-(3-hydroxy-2,6,6-trimethyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohex-1-en-1-yl)butan-2-one

Traditional Name

4-(3-hydroxy-2,6,6-trimethyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohex-1-en-1-yl)butan-2-one

CAS Registry Number

126176-78-1

SMILES

CC(=O)CCC1=C(C)C(O)C(CC1(C)C)OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C19H32O8/c1-9(21)5-6-11-10(2)14(22)12(7-19(11,3)4)26-18-17(25)16(24)15(23)13(8-20)27-18/h12-18,20,22-25H,5-8H2,1-4H3

InChI Key

LYZQCLMNFAUXJA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Sesquiterpenoid
Megastigmane sesquiterpenoid
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Monosaccharide
Oxane
Ketone
Secondary alcohol
Polyol
Oxacycle
Acetal
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0036846)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036846)

Source

Endogenous

Endogenous (HMDB: HMDB0036846)

Plant

Plant (HMDB: HMDB0036846)

Animal

Animal (HMDB: HMDB0036846)

Exogenous

Food

Food (HMDB: HMDB0036846)

Fruit

Fruits (FooDB: FOOD00871)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036846)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036846)

Cellular process

Cell signaling (HMDB: HMDB0036846)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036846)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036846)

Nutrient

Nutrient (HMDB: HMDB0036846)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036846)

Emulsifier (HMDB: HMDB0036846)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	11700 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.58 g/L	ALOGPS
logP	-0.49	ALOGPS
logP	-0.8	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	12.19	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	96.02 m³·mol⁻¹	ChemAxon
Polarizability	41.25 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	190.29	31661259
DarkChem	[M-H]-	184.512	31661259
DeepCCS	[M+H]+	189.418	30932474
DeepCCS	[M-H]-	187.061	30932474
DeepCCS	[M-2H]-	221.031	30932474
DeepCCS	[M+Na]+	196.258	30932474
AllCCS	[M+H]+	195.4	32859911
AllCCS	[M+H-H2O]+	193.0	32859911
AllCCS	[M+NH4]+	197.6	32859911
AllCCS	[M+Na]+	198.2	32859911
AllCCS	[M-H]-	192.3	32859911
AllCCS	[M+Na-2H]-	193.2	32859911
AllCCS	[M+HCOO]-	194.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Icariside B8	CC(=O)CCC1=C(C)C(O)C(CC1(C)C)OC1OC(CO)C(O)C(O)C1O	3429.2	Standard polar	33892256
Icariside B8	CC(=O)CCC1=C(C)C(O)C(CC1(C)C)OC1OC(CO)C(O)C(O)C1O	2922.3	Standard non polar	33892256
Icariside B8	CC(=O)CCC1=C(C)C(O)C(CC1(C)C)OC1OC(CO)C(O)C(O)C1O	2990.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Icariside B8,1TMS,isomer #1	CC(=O)CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O)C(O)C2O)CC1(C)C	2961.2	Semi standard non polar	33892256
Icariside B8,1TMS,isomer #2	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)CC1(C)C	2954.9	Semi standard non polar	33892256
Icariside B8,1TMS,isomer #3	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)CC1(C)C	2936.2	Semi standard non polar	33892256
Icariside B8,1TMS,isomer #4	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)CC1(C)C	2934.9	Semi standard non polar	33892256
Icariside B8,1TMS,isomer #5	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)CC1(C)C	2927.8	Semi standard non polar	33892256
Icariside B8,1TMS,isomer #6	CC(=CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O)C2O)CC1(C)C)O[Si](C)(C)C	3075.1	Semi standard non polar	33892256
Icariside B8,1TMS,isomer #7	C=C(CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O)C2O)CC1(C)C)O[Si](C)(C)C	2983.6	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #1	CC(=O)CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)CC1(C)C	2933.2	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #10	CC(=CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)CC1(C)C)O[Si](C)(C)C	3059.1	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #11	C=C(CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)CC1(C)C)O[Si](C)(C)C	2946.8	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #12	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1(C)C	2914.2	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #13	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1(C)C	2897.3	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #14	CC(=CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)CC1(C)C)O[Si](C)(C)C	3065.6	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #15	C=C(CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)CC1(C)C)O[Si](C)(C)C	2949.6	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #16	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C	2887.0	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #17	CC(=CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C	3039.0	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #18	C=C(CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C	2924.3	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #19	CC(=CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	3040.8	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #2	CC(=O)CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)CC1(C)C	2930.2	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #20	C=C(CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2916.4	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #3	CC(=O)CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)CC1(C)C	2915.7	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #4	CC(=O)CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)CC1(C)C	2896.8	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #5	CC(=CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O)C(O)C2O)CC1(C)C)O[Si](C)(C)C	3058.9	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #6	C=C(CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O)C(O)C2O)CC1(C)C)O[Si](C)(C)C	2963.3	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #7	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)CC1(C)C	2923.1	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #8	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)CC1(C)C	2925.7	Semi standard non polar	33892256
Icariside B8,2TMS,isomer #9	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)CC1(C)C	2899.1	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #1	CC(=O)CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)CC1(C)C	2901.5	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #10	CC(=O)CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C	2871.6	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #11	CC(=CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C	2983.7	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #12	C=C(CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C	2904.3	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #13	CC(=CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2988.9	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #14	C=C(CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2899.1	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #15	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1(C)C	2911.0	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #16	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1(C)C	2880.4	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #17	CC(=CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)CC1(C)C)O[Si](C)(C)C	3016.1	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #18	C=C(CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)CC1(C)C)O[Si](C)(C)C	2908.6	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #19	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C	2865.8	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #2	CC(=O)CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)CC1(C)C	2908.0	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #20	CC(=CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C	2992.8	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #21	C=C(CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C	2903.4	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #22	CC(=CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2993.5	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #23	C=C(CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2887.6	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #24	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C	2858.1	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #25	CC(=CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C	3019.5	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #26	C=C(CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C	2905.5	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #27	CC(=CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2993.8	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #28	C=C(CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2895.5	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #29	CC(=CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2988.1	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #3	CC(=O)CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)CC1(C)C	2881.4	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #30	C=C(CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2877.5	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #4	CC(=CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)CC1(C)C)O[Si](C)(C)C	3001.7	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #5	C=C(CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)CC1(C)C)O[Si](C)(C)C	2908.5	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #6	CC(=O)CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1(C)C	2898.2	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #7	CC(=O)CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1(C)C	2894.5	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #8	CC(=CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)CC1(C)C)O[Si](C)(C)C	3025.4	Semi standard non polar	33892256
Icariside B8,3TMS,isomer #9	C=C(CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)CC1(C)C)O[Si](C)(C)C	2923.6	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #1	CC(=O)CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1(C)C	2886.5	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #10	CC(=O)CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C	2847.0	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #11	CC(=CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C	2952.7	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #12	C=C(CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C	2886.9	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #13	CC(=CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2941.7	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #14	C=C(CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2886.8	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #15	CC(=CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2917.4	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #16	C=C(CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2854.3	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #17	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C	2859.6	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #18	CC(=CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C	2968.0	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #19	C=C(CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C	2875.8	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #2	CC(=O)CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1(C)C	2873.8	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #20	CC(=CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2943.1	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #21	C=C(CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2862.4	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #22	CC(=CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2924.1	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #23	C=C(CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2836.6	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #24	CC(=CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2925.2	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #25	C=C(CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2837.3	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #3	CC(=CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)CC1(C)C)O[Si](C)(C)C	2966.0	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #4	C=C(CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)CC1(C)C)O[Si](C)(C)C	2895.3	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #5	CC(=O)CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C	2853.5	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #6	CC(=CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C	2937.7	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #7	C=C(CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C	2875.4	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #8	CC(=CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2937.4	Semi standard non polar	33892256
Icariside B8,4TMS,isomer #9	C=C(CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2865.3	Semi standard non polar	33892256
Icariside B8,5TMS,isomer #1	CC(=O)CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C	2816.0	Semi standard non polar	33892256
Icariside B8,5TMS,isomer #10	CC(=CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2903.4	Semi standard non polar	33892256
Icariside B8,5TMS,isomer #11	C=C(CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2822.2	Semi standard non polar	33892256
Icariside B8,5TMS,isomer #2	CC(=CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C	2903.0	Semi standard non polar	33892256
Icariside B8,5TMS,isomer #3	C=C(CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C	2840.3	Semi standard non polar	33892256
Icariside B8,5TMS,isomer #4	CC(=CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2901.4	Semi standard non polar	33892256
Icariside B8,5TMS,isomer #5	C=C(CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2833.9	Semi standard non polar	33892256
Icariside B8,5TMS,isomer #6	CC(=CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2868.7	Semi standard non polar	33892256
Icariside B8,5TMS,isomer #7	C=C(CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2811.9	Semi standard non polar	33892256
Icariside B8,5TMS,isomer #8	CC(=CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2871.6	Semi standard non polar	33892256
Icariside B8,5TMS,isomer #9	C=C(CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2805.9	Semi standard non polar	33892256
Icariside B8,6TMS,isomer #1	CC(=CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2834.5	Semi standard non polar	33892256
Icariside B8,6TMS,isomer #1	CC(=CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	3108.2	Standard non polar	33892256
Icariside B8,6TMS,isomer #2	C=C(CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	2782.4	Semi standard non polar	33892256
Icariside B8,6TMS,isomer #2	C=C(CCC1=C(C)C(O[Si](C)(C)C)C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1(C)C)O[Si](C)(C)C	3082.2	Standard non polar	33892256
Icariside B8,1TBDMS,isomer #1	CC(=O)CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O)C(O)C2O)CC1(C)C	3177.5	Semi standard non polar	33892256
Icariside B8,1TBDMS,isomer #2	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)CC1(C)C	3170.1	Semi standard non polar	33892256
Icariside B8,1TBDMS,isomer #3	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1(C)C	3171.1	Semi standard non polar	33892256
Icariside B8,1TBDMS,isomer #4	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C	3154.4	Semi standard non polar	33892256
Icariside B8,1TBDMS,isomer #5	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C	3158.8	Semi standard non polar	33892256
Icariside B8,1TBDMS,isomer #6	CC(=CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3297.7	Semi standard non polar	33892256
Icariside B8,1TBDMS,isomer #7	C=C(CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3212.2	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #1	CC(=O)CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)CC1(C)C	3358.5	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #10	CC(=CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3483.9	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #11	C=C(CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3391.5	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #12	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C	3355.1	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #13	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C	3356.9	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #14	CC(=CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3493.3	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #15	C=C(CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3396.9	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #16	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1(C)C	3352.9	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #17	CC(=CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3464.5	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #18	C=C(CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3368.7	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #19	CC(=CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3466.9	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #2	CC(=O)CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1(C)C	3368.6	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #20	C=C(CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3380.6	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #3	CC(=O)CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C	3341.2	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #4	CC(=O)CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C	3350.5	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #5	CC(=CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O)C(O)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3474.3	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #6	C=C(CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O)C(O)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3407.5	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #7	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1(C)C	3367.5	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #8	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C	3355.4	Semi standard non polar	33892256
Icariside B8,2TBDMS,isomer #9	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C	3354.3	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #1	CC(=O)CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1(C)C	3548.2	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #10	CC(=O)CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1(C)C	3530.9	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #11	CC(=CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3607.2	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #12	C=C(CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3541.3	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #13	CC(=CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3615.2	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #14	C=C(CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3542.8	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #15	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C	3577.1	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #16	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C	3564.0	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #17	CC(=CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3656.5	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #18	C=C(CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3558.2	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #19	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1(C)C	3563.7	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #2	CC(=O)CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C	3539.8	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #20	CC(=CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3642.7	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #21	C=C(CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3546.3	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #22	CC(=CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3639.9	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #23	C=C(CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3542.3	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #24	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1(C)C	3554.9	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #25	CC(=CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3649.0	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #26	C=C(CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3554.7	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #27	CC(=CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3647.7	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #28	C=C(CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3555.5	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #29	CC(=CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3643.9	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #3	CC(=O)CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C	3532.4	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #30	C=C(CCC1=C(C)C(O)C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3548.1	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #4	CC(=CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3627.8	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #5	C=C(CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3547.7	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #6	CC(=O)CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C	3540.6	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #7	CC(=O)CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C	3542.9	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #8	CC(=CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3638.4	Semi standard non polar	33892256
Icariside B8,3TBDMS,isomer #9	C=C(CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3561.5	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #1	CC(=O)CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C	3739.8	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #10	CC(=O)CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1(C)C	3729.4	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #11	CC(=CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3787.5	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #12	C=C(CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3718.6	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #13	CC(=CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3779.2	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #14	C=C(CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3714.7	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #15	CC(=CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3774.4	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #16	C=C(CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3708.4	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #17	CC(=O)CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1(C)C	3776.9	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #18	CC(=CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3820.9	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #19	C=C(CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3720.7	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #2	CC(=O)CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C	3731.7	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #20	CC(=CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3810.1	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #21	C=C(CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3715.6	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #22	CC(=CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3808.0	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #23	C=C(CCC1=C(C)C(O)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3710.5	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #24	CC(=CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3810.7	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #25	C=C(CCC1=C(C)C(O)C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3717.0	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #3	CC(=CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3767.3	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #4	C=C(CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3698.1	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #5	CC(=O)CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1(C)C	3723.8	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #6	CC(=CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3758.0	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #7	C=C(CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1(C)C)O[Si](C)(C)C(C)(C)C	3701.9	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #8	CC(=CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3751.8	Semi standard non polar	33892256
Icariside B8,4TBDMS,isomer #9	C=C(CCC1=C(C)C(O[Si](C)(C)C(C)(C)C)C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1(C)C)O[Si](C)(C)C(C)(C)C	3682.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Icariside B8 GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fr-7629000000-8652c2b78695347e2947	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Icariside B8 GC-MS (4 TMS) - 70eV, Positive	splash10-03di-2131029000-ecff4f89b5b102c63d95	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Icariside B8 GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Icariside B8 GC-MS (TBDMS_3_10) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Icariside B8 GC-MS (TBDMS_4_5) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Icariside B8 GC-MS (TBDMS_4_10) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Icariside B8 GC-MS (TBDMS_4_15) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Icariside B8 GC-MS (TBDMS_4_16) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Icariside B8 GC-MS ("Icariside B8,3TBDMS,#10" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside B8 10V, Positive-QTOF	splash10-05i9-0279000000-e367c755a8f1c516552c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside B8 20V, Positive-QTOF	splash10-056r-1692000000-2813c5cd76636d64dd69	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside B8 40V, Positive-QTOF	splash10-0ar0-2950000000-8d65e0ed2a97367d0b12	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside B8 10V, Negative-QTOF	splash10-002r-2269000000-eac994ef406ee8ec6104	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside B8 20V, Negative-QTOF	splash10-056r-2392000000-2ab66c1ad73cfe9bb963	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside B8 40V, Negative-QTOF	splash10-0a6r-8490000000-318c6491b3070cd34c78	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside B8 10V, Negative-QTOF	splash10-000i-0009000000-85e914544d745040dd14	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside B8 20V, Negative-QTOF	splash10-005j-3649000000-510461762e54ce1530e4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside B8 40V, Negative-QTOF	splash10-0a7i-8932000000-bcce6bd1223bab4a5adb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside B8 10V, Positive-QTOF	splash10-00xr-0319000000-5f08d594a2defe212396	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside B8 20V, Positive-QTOF	splash10-0udl-2901000000-687c48709227cfe07c97	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Icariside B8 40V, Positive-QTOF	splash10-0f7c-9621000000-766b23eb5a626e8888a7	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015798

KNApSAcK ID

C00056762

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14539953

PDB ID

Not Available

ChEBI ID

175107

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1857511

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Icariside B8 (HMDB0036846)

MOL for HMDB0036846 (Icariside B8)

3D MOL for HMDB0036846 (Icariside B8)

3D SDF for HMDB0036846 (Icariside B8)

3D-SDF for HMDB0036846 (Icariside B8)

PDB for HMDB0036846 (Icariside B8)

3D PDB for HMDB0036846 (Icariside B8)

SMILES for HMDB0036846 (Icariside B8)

INCHI for HMDB0036846 (Icariside B8)

Structure for HMDB0036846 (Icariside B8)

3D Structure for HMDB0036846 (Icariside B8)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra