Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:43:30 UTC

Update Date

2022-03-07 02:55:20 UTC

HMDB ID

HMDB0037473

Secondary Accession Numbers

HMDB37473

Metabolite Identification

Common Name

Leptosin

Description

Leptosin belongs to the class of organic compounds known as aurone o-glycosides. These are aurone flavonoids containing a carbohydrate moiety O-glycosidically bound to the aurone skeleton. Leptosin has been detected, but not quantified in, fruits. This could make leptosin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Leptosin.

Structure

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


  Mrv0541 02241220162D          

 33 36  0  0  0  0            999 V2000
    4.7840   -1.0307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2560    1.8484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0004    1.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4856    0.3971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3102    0.3971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7225   -0.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5471   -0.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9593   -1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5471   -1.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7225   -1.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3102   -1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9254   -0.4274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4976   -1.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4976   -0.4274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2123   -0.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2123    0.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4976    1.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2171    0.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2171   -0.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0004   -0.2694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9593   -2.4586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938   -1.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6400   -0.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6400    0.8094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3546    1.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0693    0.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0693   -0.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3546   -0.4274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3546   -1.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7840   -0.4274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7840    1.2217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3546    2.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0693    2.4586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3 18  1  0  0  0  0
  4  5  2  0  0  0  0
  4 20  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 21  1  0  0  0  0
 10 11  1  0  0  0  0
 12 15  1  0  0  0  0
 12 23  1  0  0  0  0
 13 14  1  0  0  0  0
 13 22  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 23 24  1  0  0  0  0
 23 28  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 32  1  0  0  0  0
 26 27  1  0  0  0  0
 26 31  1  0  0  0  0
 27 28  1  0  0  0  0
 27 30  1  0  0  0  0
 28 29  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

HMDB0037473
     RDKit          3D
Leptosin
 55 58  0  0  0  0  0  0  0  0999 V2000
    0.6285    1.1992    2.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4942   -0.0380    1.5289 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3646   -0.1111    0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9325   -0.0694   -0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9967    0.0405    0.5053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3504    0.1151    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8816    1.2946    0.5894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2003    1.4598    0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6294    1.6684   -1.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3666    0.6810   -1.9624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0006    0.4074    1.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3429    0.4695    0.6331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4981   -0.9775    0.9386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3126   -1.6766    0.0167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0574   -1.1264    0.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9208   -2.0970   -0.3639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0407   -0.1425   -1.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0804   -0.2510   -2.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3360   -0.2889   -2.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4811   -0.2183   -0.6404 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8601   -0.2749   -0.2997 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6141   -0.3830   -1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9316   -0.4556   -1.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7665   -0.4316   -0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5226    0.3449    0.8490 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3895    0.2856    1.9300 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5084   -0.5316    1.9457 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3533   -0.5637    3.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7446   -1.3017    0.8363 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8466   -2.1351    0.7994 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8760   -1.2488   -0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6913   -0.3967   -2.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9646   -0.4815   -3.7773 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6974    2.0411    1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591    1.1347    2.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3321    1.3615    2.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4072    0.1331   -0.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4897    2.4322    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7496    1.8196   -1.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1309    2.6158   -1.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0750    0.5384   -2.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0410    0.7029    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4593   -0.1444   -0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7195   -1.5099    1.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8817   -1.7881   -0.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4943   -1.4778    1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8866   -1.6331   -1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123   -0.1180   -2.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327   -0.3082   -3.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4173   -0.5394   -2.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6553    0.9836    0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2104    0.8948    2.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1562   -1.1766    3.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0544   -2.7213   -0.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1382   -1.8904   -1.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  4 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  2  0
 22 32  1  0
 32 33  2  0
 20  3  1  0
 31 24  1  0
 15  6  1  0
 32 19  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  6 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 23 50  1  0
 25 51  1  0
 26 52  1  0
 28 53  1  0
 30 54  1  0
 31 55  1  0
M  END


  Mrv0541 02241220162D          

 33 36  0  0  0  0            999 V2000
    4.7840   -1.0307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2560    1.8484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0004    1.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4856    0.3971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3102    0.3971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7225   -0.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5471   -0.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9593   -1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5471   -1.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7225   -1.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3102   -1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9254   -0.4274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4976   -1.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4976   -0.4274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2123   -0.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2123    0.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4976    1.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2171    0.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2171   -0.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0004   -0.2694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9593   -2.4586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938   -1.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6400   -0.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6400    0.8094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3546    1.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0693    0.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0693   -0.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3546   -0.4274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3546   -1.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7840   -0.4274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7840    1.2217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3546    2.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0693    2.4586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3 18  1  0  0  0  0
  4  5  2  0  0  0  0
  4 20  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 21  1  0  0  0  0
 10 11  1  0  0  0  0
 12 15  1  0  0  0  0
 12 23  1  0  0  0  0
 13 14  1  0  0  0  0
 13 22  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 23 24  1  0  0  0  0
 23 28  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 32  1  0  0  0  0
 26 27  1  0  0  0  0
 26 31  1  0  0  0  0
 27 28  1  0  0  0  0
 27 30  1  0  0  0  0
 28 29  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037473

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2O\C(=C/C3=CC=C(O)C(O)=C3)C(=O)C2=CC=C1OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H22O11/c1-30-21-13(32-22-19(29)18(28)17(27)15(8-23)33-22)5-3-10-16(26)14(31-20(10)21)7-9-2-4-11(24)12(25)6-9/h2-7,15,17-19,22-25,27-29H,8H2,1H3/b14-7-

> <INCHI_KEY>
NXOKVARAWXQHGX-AUWJEWJLSA-N

> <FORMULA>
C22H22O11

> <MOLECULAR_WEIGHT>
462.4035

> <EXACT_MASS>
462.116211546

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
45.16473177399024

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-7-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1-benzofuran-3-one

> <ALOGPS_LOGP>
0.69

> <JCHEM_LOGP>
-0.13416100766666655

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.97764269111653

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.828756573977822

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092354945395

> <JCHEM_POLAR_SURFACE_AREA>
175.37

> <JCHEM_REFRACTIVITY>
111.5966

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-7-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037473
     RDKit          3D
Leptosin
 55 58  0  0  0  0  0  0  0  0999 V2000
    0.6285    1.1992    2.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4942   -0.0380    1.5289 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3646   -0.1111    0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9325   -0.0694   -0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9967    0.0405    0.5053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3504    0.1151    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8816    1.2946    0.5894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2003    1.4598    0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6294    1.6684   -1.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3666    0.6810   -1.9624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0006    0.4074    1.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3429    0.4695    0.6331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4981   -0.9775    0.9386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3126   -1.6766    0.0167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0574   -1.1264    0.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9208   -2.0970   -0.3639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0407   -0.1425   -1.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0804   -0.2510   -2.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3360   -0.2889   -2.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4811   -0.2183   -0.6404 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8601   -0.2749   -0.2997 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6141   -0.3830   -1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9316   -0.4556   -1.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7665   -0.4316   -0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5226    0.3449    0.8490 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3895    0.2856    1.9300 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5084   -0.5316    1.9457 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3533   -0.5637    3.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7446   -1.3017    0.8363 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8466   -2.1351    0.7994 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8760   -1.2488   -0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6913   -0.3967   -2.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9646   -0.4815   -3.7773 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6974    2.0411    1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591    1.1347    2.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3321    1.3615    2.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4072    0.1331   -0.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4897    2.4322    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7496    1.8196   -1.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1309    2.6158   -1.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0750    0.5384   -2.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0410    0.7029    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4593   -0.1444   -0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7195   -1.5099    1.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8817   -1.7881   -0.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4943   -1.4778    1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8866   -1.6331   -1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123   -0.1180   -2.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327   -0.3082   -3.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4173   -0.5394   -2.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6553    0.9836    0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2104    0.8948    2.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1562   -1.1766    3.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0544   -2.7213   -0.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1382   -1.8904   -1.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  4 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  2  0
 22 32  1  0
 32 33  2  0
 20  3  1  0
 31 24  1  0
 15  6  1  0
 32 19  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  6 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 23 50  1  0
 25 51  1  0
 26 52  1  0
 28 53  1  0
 30 54  1  0
 31 55  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       8.930  -1.924   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       2.345   3.450   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.867   1.988   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.773   0.741   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.312   0.741   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.082  -0.590   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.621  -0.590   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.391  -1.924   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.621  -3.258   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.082  -3.258   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.312  -1.924   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.594  -0.798   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.929  -2.337   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.929  -0.798   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.263  -0.028   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.263   1.511   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.929   2.281   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.405   1.511   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.405  -0.028   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.867  -0.503   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       7.391  -4.589   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.362  -3.176   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.928  -0.028   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -4.928   1.511   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -6.262   2.281   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -7.596   1.511   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.596  -0.028   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.262  -0.798   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -6.262  -2.337   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -8.930  -0.798   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -8.930   2.281   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -6.262   3.820   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -7.596   4.589   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    3                                                            
CONECT    3    2    4   18                                                  
CONECT    4    3    5   20                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    1    7    9                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11    6   10                                                       
CONECT   12   15   23                                                       
CONECT   13   14   22                                                       
CONECT   14   13   15   19                                                  
CONECT   15   12   14   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18    3   17   19                                                  
CONECT   19   14   18   20                                                  
CONECT   20    4   19                                                       
CONECT   21    9                                                            
CONECT   22   13                                                            
CONECT   23   12   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   32                                                  
CONECT   26   25   27   31                                                  
CONECT   27   26   28   30                                                  
CONECT   28   23   27   29                                                  
CONECT   29   28                                                            
CONECT   30   27                                                            
CONECT   31   26                                                            
CONECT   32   25   33                                                       
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0037473
HETATM    1  C1  UNL     1       0.629   1.199   2.207  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.494  -0.038   1.529  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.365  -0.111   0.148  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.933  -0.069  -0.371  1.00  0.00           C  
HETATM    5  O2  UNL     1      -1.997   0.040   0.505  1.00  0.00           O  
HETATM    6  C4  UNL     1      -3.350   0.115   0.142  1.00  0.00           C  
HETATM    7  O3  UNL     1      -3.882   1.295   0.589  1.00  0.00           O  
HETATM    8  C5  UNL     1      -5.200   1.460   0.342  1.00  0.00           C  
HETATM    9  C6  UNL     1      -5.629   1.668  -1.065  1.00  0.00           C  
HETATM   10  O4  UNL     1      -5.367   0.681  -1.962  1.00  0.00           O  
HETATM   11  C7  UNL     1      -6.001   0.407   1.066  1.00  0.00           C  
HETATM   12  O5  UNL     1      -7.343   0.470   0.633  1.00  0.00           O  
HETATM   13  C8  UNL     1      -5.498  -0.978   0.939  1.00  0.00           C  
HETATM   14  O6  UNL     1      -6.313  -1.677   0.017  1.00  0.00           O  
HETATM   15  C9  UNL     1      -4.057  -1.126   0.655  1.00  0.00           C  
HETATM   16  O7  UNL     1      -3.921  -2.097  -0.364  1.00  0.00           O  
HETATM   17  C10 UNL     1      -1.041  -0.143  -1.743  1.00  0.00           C  
HETATM   18  C11 UNL     1       0.080  -0.251  -2.549  1.00  0.00           C  
HETATM   19  C12 UNL     1       1.336  -0.289  -2.000  1.00  0.00           C  
HETATM   20  C13 UNL     1       1.481  -0.218  -0.640  1.00  0.00           C  
HETATM   21  O8  UNL     1       2.860  -0.275  -0.300  1.00  0.00           O  
HETATM   22  C14 UNL     1       3.614  -0.383  -1.451  1.00  0.00           C  
HETATM   23  C15 UNL     1       4.932  -0.456  -1.454  1.00  0.00           C  
HETATM   24  C16 UNL     1       5.767  -0.432  -0.262  1.00  0.00           C  
HETATM   25  C17 UNL     1       5.523   0.345   0.849  1.00  0.00           C  
HETATM   26  C18 UNL     1       6.389   0.286   1.930  1.00  0.00           C  
HETATM   27  C19 UNL     1       7.508  -0.532   1.946  1.00  0.00           C  
HETATM   28  O9  UNL     1       8.353  -0.564   3.047  1.00  0.00           O  
HETATM   29  C20 UNL     1       7.745  -1.302   0.836  1.00  0.00           C  
HETATM   30  O10 UNL     1       8.847  -2.135   0.799  1.00  0.00           O  
HETATM   31  C21 UNL     1       6.876  -1.249  -0.259  1.00  0.00           C  
HETATM   32  C22 UNL     1       2.691  -0.397  -2.575  1.00  0.00           C  
HETATM   33  O11 UNL     1       2.965  -0.482  -3.777  1.00  0.00           O  
HETATM   34  H1  UNL     1       0.697   2.041   1.481  1.00  0.00           H  
HETATM   35  H2  UNL     1       1.459   1.135   2.911  1.00  0.00           H  
HETATM   36  H3  UNL     1      -0.332   1.361   2.756  1.00  0.00           H  
HETATM   37  H4  UNL     1      -3.407   0.133  -0.963  1.00  0.00           H  
HETATM   38  H5  UNL     1      -5.490   2.432   0.878  1.00  0.00           H  
HETATM   39  H6  UNL     1      -6.750   1.820  -1.056  1.00  0.00           H  
HETATM   40  H7  UNL     1      -5.131   2.616  -1.424  1.00  0.00           H  
HETATM   41  H8  UNL     1      -6.075   0.538  -2.648  1.00  0.00           H  
HETATM   42  H9  UNL     1      -6.041   0.703   2.140  1.00  0.00           H  
HETATM   43  H10 UNL     1      -7.459  -0.144  -0.132  1.00  0.00           H  
HETATM   44  H11 UNL     1      -5.719  -1.510   1.915  1.00  0.00           H  
HETATM   45  H12 UNL     1      -5.882  -1.788  -0.856  1.00  0.00           H  
HETATM   46  H13 UNL     1      -3.494  -1.478   1.536  1.00  0.00           H  
HETATM   47  H14 UNL     1      -3.887  -1.633  -1.255  1.00  0.00           H  
HETATM   48  H15 UNL     1      -2.012  -0.118  -2.216  1.00  0.00           H  
HETATM   49  H16 UNL     1      -0.033  -0.308  -3.635  1.00  0.00           H  
HETATM   50  H17 UNL     1       5.417  -0.539  -2.418  1.00  0.00           H  
HETATM   51  H18 UNL     1       4.655   0.984   0.846  1.00  0.00           H  
HETATM   52  H19 UNL     1       6.210   0.895   2.820  1.00  0.00           H  
HETATM   53  H20 UNL     1       9.156  -1.177   3.010  1.00  0.00           H  
HETATM   54  H21 UNL     1       9.054  -2.721  -0.004  1.00  0.00           H  
HETATM   55  H22 UNL     1       7.138  -1.890  -1.095  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   17
CONECT    5    6
CONECT    6    7   15   37
CONECT    7    8
CONECT    8    9   11   38
CONECT    9   10   39   40
CONECT   10   41
CONECT   11   12   13   42
CONECT   12   43
CONECT   13   14   15   44
CONECT   14   45
CONECT   15   16   46
CONECT   16   47
CONECT   17   18   18   48
CONECT   18   19   49
CONECT   19   20   20   32
CONECT   20   21
CONECT   21   22
CONECT   22   23   23   32
CONECT   23   24   50
CONECT   24   25   25   31
CONECT   25   26   51
CONECT   26   27   27   52
CONECT   27   28   29
CONECT   28   53
CONECT   29   30   31   31
CONECT   30   54
CONECT   31   55
CONECT   32   33   33
END

HMDB0037473
     RDKit          3D
Leptosin
 55 58  0  0  0  0  0  0  0  0999 V2000
    0.6285    1.1992    2.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4942   -0.0380    1.5289 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3646   -0.1111    0.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9325   -0.0694   -0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9967    0.0405    0.5053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3504    0.1151    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8816    1.2946    0.5894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2003    1.4598    0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6294    1.6684   -1.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3666    0.6810   -1.9624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0006    0.4074    1.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3429    0.4695    0.6331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4981   -0.9775    0.9386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3126   -1.6766    0.0167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0574   -1.1264    0.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9208   -2.0970   -0.3639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0407   -0.1425   -1.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0804   -0.2510   -2.5495 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3360   -0.2889   -2.0002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4811   -0.2183   -0.6404 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8601   -0.2749   -0.2997 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6141   -0.3830   -1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9316   -0.4556   -1.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7665   -0.4316   -0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5226    0.3449    0.8490 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3895    0.2856    1.9300 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5084   -0.5316    1.9457 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3533   -0.5637    3.0466 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7446   -1.3017    0.8363 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8466   -2.1351    0.7994 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8760   -1.2488   -0.2585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6913   -0.3967   -2.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9646   -0.4815   -3.7773 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6974    2.0411    1.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4591    1.1347    2.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3321    1.3615    2.7564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4072    0.1331   -0.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4897    2.4322    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7496    1.8196   -1.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1309    2.6158   -1.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0750    0.5384   -2.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0410    0.7029    2.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4593   -0.1444   -0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7195   -1.5099    1.9149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8817   -1.7881   -0.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4943   -1.4778    1.5362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8866   -1.6331   -1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0123   -0.1180   -2.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327   -0.3082   -3.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4173   -0.5394   -2.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6553    0.9836    0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2104    0.8948    2.8201 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1562   -1.1766    3.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0544   -2.7213   -0.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1382   -1.8904   -1.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  4 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  2  0
 22 32  1  0
 32 33  2  0
 20  3  1  0
 31 24  1  0
 15  6  1  0
 32 19  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  6 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 23 50  1  0
 25 51  1  0
 26 52  1  0
 28 53  1  0
 30 54  1  0
 31 55  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₂H₂₂O₁₁

Average Molecular Weight

462.4035

Monoisotopic Molecular Weight

462.116211546

IUPAC Name

(2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-7-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1-benzofuran-3-one

Traditional Name

(2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-7-methoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-3-one

CAS Registry Number

486-23-7

SMILES

COC1=C2O\C(=C/C3=CC=C(O)C(O)=C3)C(=O)C2=CC=C1OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C22H22O11/c1-30-21-13(32-22-19(29)18(28)17(27)15(8-23)33-22)5-3-10-16(26)14(31-20(10)21)7-9-2-4-11(24)12(25)6-9/h2-7,15,17-19,22-25,27-29H,8H2,1H3/b14-7-

InChI Key

NXOKVARAWXQHGX-AUWJEWJLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aurone o-glycosides. These are aurone flavonoids containing a carbohydrate moiety O-glycosidically bound to the aurone skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Aurone O-glycosides

Alternative Parents

Substituents

Aurone-6-o-glycoside
Aurone
Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Coumaran
Benzofuran
Anisole
Aryl ketone
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Secondary alcohol
Ketone
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Primary alcohol
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0037473)
Cytoplasm (HMDB: HMDB0037473)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037473)

Source

Exogenous

Food

Food (HMDB: HMDB0037473)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0037473)

Not Available

Nutrient (HMDB: HMDB0037473)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	229 - 231 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	3600 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	0.59 g/L	ALOGPS
logP	0.69	ALOGPS
logP	-0.13	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	8.83	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	175.37 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	111.6 m³·mol⁻¹	ChemAxon
Polarizability	45.16 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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
DeepCCS	[M+H]+	204.477	30932474
DeepCCS	[M-H]-	202.082	30932474
DeepCCS	[M-2H]-	234.965	30932474
DeepCCS	[M+Na]+	210.39	30932474
AllCCS	[M+H]+	207.9	32859911
AllCCS	[M+H-H2O]+	205.6	32859911
AllCCS	[M+NH4]+	210.0	32859911
AllCCS	[M+Na]+	210.6	32859911
AllCCS	[M-H]-	203.4	32859911
AllCCS	[M+Na-2H]-	204.1	32859911
AllCCS	[M+HCOO]-	205.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Leptosin	COC1=C2O\C(=C/C3=CC=C(O)C(O)=C3)C(=O)C2=CC=C1OC1OC(CO)C(O)C(O)C1O	5677.9	Standard polar	33892256
Leptosin	COC1=C2O\C(=C/C3=CC=C(O)C(O)=C3)C(=O)C2=CC=C1OC1OC(CO)C(O)C(O)C1O	4033.5	Standard non polar	33892256
Leptosin	COC1=C2O\C(=C/C3=CC=C(O)C(O)=C3)C(=O)C2=CC=C1OC1OC(CO)C(O)C(O)C1O	4374.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Leptosin,1TMS,isomer #1	COC1=C(OC2OC(CO)C(O)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	4232.1	Semi standard non polar	33892256
Leptosin,1TMS,isomer #2	COC1=C(OC2OC(CO)C(O)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	4241.5	Semi standard non polar	33892256
Leptosin,1TMS,isomer #3	COC1=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4198.7	Semi standard non polar	33892256
Leptosin,1TMS,isomer #4	COC1=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4171.3	Semi standard non polar	33892256
Leptosin,1TMS,isomer #5	COC1=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4176.8	Semi standard non polar	33892256
Leptosin,1TMS,isomer #6	COC1=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4180.9	Semi standard non polar	33892256
Leptosin,2TMS,isomer #1	COC1=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	4092.4	Semi standard non polar	33892256
Leptosin,2TMS,isomer #10	COC1=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4065.8	Semi standard non polar	33892256
Leptosin,2TMS,isomer #11	COC1=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4052.6	Semi standard non polar	33892256
Leptosin,2TMS,isomer #12	COC1=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4069.2	Semi standard non polar	33892256
Leptosin,2TMS,isomer #13	COC1=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4046.7	Semi standard non polar	33892256
Leptosin,2TMS,isomer #14	COC1=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4062.1	Semi standard non polar	33892256
Leptosin,2TMS,isomer #15	COC1=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4067.5	Semi standard non polar	33892256
Leptosin,2TMS,isomer #2	COC1=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	4076.3	Semi standard non polar	33892256
Leptosin,2TMS,isomer #3	COC1=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	4090.2	Semi standard non polar	33892256
Leptosin,2TMS,isomer #4	COC1=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	4076.8	Semi standard non polar	33892256
Leptosin,2TMS,isomer #5	COC1=C(OC2OC(CO)C(O)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	4141.4	Semi standard non polar	33892256
Leptosin,2TMS,isomer #6	COC1=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	4101.2	Semi standard non polar	33892256
Leptosin,2TMS,isomer #7	COC1=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	4079.6	Semi standard non polar	33892256
Leptosin,2TMS,isomer #8	COC1=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	4092.6	Semi standard non polar	33892256
Leptosin,2TMS,isomer #9	COC1=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	4081.4	Semi standard non polar	33892256
Leptosin,3TMS,isomer #1	COC1=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	3989.8	Semi standard non polar	33892256
Leptosin,3TMS,isomer #10	COC1=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	4017.7	Semi standard non polar	33892256
Leptosin,3TMS,isomer #11	COC1=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	3982.0	Semi standard non polar	33892256
Leptosin,3TMS,isomer #12	COC1=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	3998.4	Semi standard non polar	33892256
Leptosin,3TMS,isomer #13	COC1=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	3978.9	Semi standard non polar	33892256
Leptosin,3TMS,isomer #14	COC1=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	3969.0	Semi standard non polar	33892256
Leptosin,3TMS,isomer #15	COC1=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	3972.0	Semi standard non polar	33892256
Leptosin,3TMS,isomer #16	COC1=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	3981.2	Semi standard non polar	33892256
Leptosin,3TMS,isomer #17	COC1=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	3988.5	Semi standard non polar	33892256
Leptosin,3TMS,isomer #18	COC1=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4023.2	Semi standard non polar	33892256
Leptosin,3TMS,isomer #19	COC1=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	3996.8	Semi standard non polar	33892256
Leptosin,3TMS,isomer #2	COC1=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	4001.4	Semi standard non polar	33892256
Leptosin,3TMS,isomer #20	COC1=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4000.4	Semi standard non polar	33892256
Leptosin,3TMS,isomer #3	COC1=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	3980.9	Semi standard non polar	33892256
Leptosin,3TMS,isomer #4	COC1=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	4022.0	Semi standard non polar	33892256
Leptosin,3TMS,isomer #5	COC1=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	3980.1	Semi standard non polar	33892256
Leptosin,3TMS,isomer #6	COC1=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	3981.9	Semi standard non polar	33892256
Leptosin,3TMS,isomer #7	COC1=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	4029.4	Semi standard non polar	33892256
Leptosin,3TMS,isomer #8	COC1=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	3993.7	Semi standard non polar	33892256
Leptosin,3TMS,isomer #9	COC1=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	4036.9	Semi standard non polar	33892256
Leptosin,4TMS,isomer #1	COC1=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	3940.7	Semi standard non polar	33892256
Leptosin,4TMS,isomer #10	COC1=C(OC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	3966.7	Semi standard non polar	33892256
Leptosin,4TMS,isomer #11	COC1=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	3935.8	Semi standard non polar	33892256
Leptosin,4TMS,isomer #12	COC1=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	3956.8	Semi standard non polar	33892256
Leptosin,4TMS,isomer #13	COC1=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	3937.0	Semi standard non polar	33892256
Leptosin,4TMS,isomer #14	COC1=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	3909.7	Semi standard non polar	33892256
Leptosin,4TMS,isomer #15	COC1=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	3990.6	Semi standard non polar	33892256
Leptosin,4TMS,isomer #2	COC1=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	3961.1	Semi standard non polar	33892256
Leptosin,4TMS,isomer #3	COC1=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	3957.2	Semi standard non polar	33892256
Leptosin,4TMS,isomer #4	COC1=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	3941.7	Semi standard non polar	33892256
Leptosin,4TMS,isomer #5	COC1=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	3969.0	Semi standard non polar	33892256
Leptosin,4TMS,isomer #6	COC1=C(OC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	3954.9	Semi standard non polar	33892256
Leptosin,4TMS,isomer #7	COC1=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	3923.9	Semi standard non polar	33892256
Leptosin,4TMS,isomer #8	COC1=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	3958.4	Semi standard non polar	33892256
Leptosin,4TMS,isomer #9	COC1=C(OC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	3969.5	Semi standard non polar	33892256
Leptosin,5TMS,isomer #1	COC1=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O)=C1)C2=O	3930.0	Semi standard non polar	33892256
Leptosin,5TMS,isomer #2	COC1=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	3929.8	Semi standard non polar	33892256
Leptosin,5TMS,isomer #3	COC1=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	3953.7	Semi standard non polar	33892256
Leptosin,5TMS,isomer #4	COC1=C(OC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	3925.9	Semi standard non polar	33892256
Leptosin,5TMS,isomer #5	COC1=C(OC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	3901.7	Semi standard non polar	33892256
Leptosin,5TMS,isomer #6	COC1=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C)=C1)C2=O	3917.2	Semi standard non polar	33892256
Leptosin,6TMS,isomer #1	COC1=C(OC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)C2=O	3900.0	Semi standard non polar	33892256
Leptosin,1TBDMS,isomer #1	COC1=C(OC2OC(CO)C(O)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C2=O	4474.1	Semi standard non polar	33892256
Leptosin,1TBDMS,isomer #2	COC1=C(OC2OC(CO)C(O)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	4485.8	Semi standard non polar	33892256
Leptosin,1TBDMS,isomer #3	COC1=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4434.2	Semi standard non polar	33892256
Leptosin,1TBDMS,isomer #4	COC1=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4437.7	Semi standard non polar	33892256
Leptosin,1TBDMS,isomer #5	COC1=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4439.6	Semi standard non polar	33892256
Leptosin,1TBDMS,isomer #6	COC1=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4439.4	Semi standard non polar	33892256
Leptosin,2TBDMS,isomer #1	COC1=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C2=O	4563.7	Semi standard non polar	33892256
Leptosin,2TBDMS,isomer #10	COC1=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4544.3	Semi standard non polar	33892256
Leptosin,2TBDMS,isomer #11	COC1=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4546.2	Semi standard non polar	33892256
Leptosin,2TBDMS,isomer #12	COC1=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4554.0	Semi standard non polar	33892256
Leptosin,2TBDMS,isomer #13	COC1=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4539.5	Semi standard non polar	33892256
Leptosin,2TBDMS,isomer #14	COC1=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4560.6	Semi standard non polar	33892256
Leptosin,2TBDMS,isomer #15	COC1=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4566.4	Semi standard non polar	33892256
Leptosin,2TBDMS,isomer #2	COC1=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C2=O	4592.0	Semi standard non polar	33892256
Leptosin,2TBDMS,isomer #3	COC1=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C2=O	4604.9	Semi standard non polar	33892256
Leptosin,2TBDMS,isomer #4	COC1=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C2=O	4580.7	Semi standard non polar	33892256
Leptosin,2TBDMS,isomer #5	COC1=C(OC2OC(CO)C(O)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	4609.8	Semi standard non polar	33892256
Leptosin,2TBDMS,isomer #6	COC1=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	4571.3	Semi standard non polar	33892256
Leptosin,2TBDMS,isomer #7	COC1=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	4592.2	Semi standard non polar	33892256
Leptosin,2TBDMS,isomer #8	COC1=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	4603.8	Semi standard non polar	33892256
Leptosin,2TBDMS,isomer #9	COC1=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	4580.1	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #1	COC1=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C2=O	4692.2	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #10	COC1=C(OC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	4685.5	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #11	COC1=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	4684.5	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #12	COC1=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	4724.9	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #13	COC1=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	4677.7	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #14	COC1=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	4692.0	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #15	COC1=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	4691.6	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #16	COC1=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	4710.8	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #17	COC1=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)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4648.3	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #18	COC1=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)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4684.2	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #19	COC1=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)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4668.2	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #2	COC1=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C2=O	4733.9	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #20	COC1=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)C=CC2=C1O/C(=C\C1=CC=C(O)C(O)=C1)C2=O	4658.7	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #3	COC1=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C2=O	4685.2	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #4	COC1=C(OC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	4685.6	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #5	COC1=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C2=O	4707.1	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #6	COC1=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C2=O	4708.2	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #7	COC1=C(OC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	4700.4	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #8	COC1=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)C2=O	4725.6	Semi standard non polar	33892256
Leptosin,3TBDMS,isomer #9	COC1=C(OC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)C=CC2=C1O/C(=C\C1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)C2=O	4717.4	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 - Leptosin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0knm-9304500000-04773af9ecc4ba3c11b8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Leptosin GC-MS (3 TMS) - 70eV, Positive	splash10-03di-3331029000-90a5734eddf4b80b34a1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Leptosin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Leptosin 10V, Positive-QTOF	splash10-0udi-0359800000-906f295c9f95e6aabbf9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leptosin 20V, Positive-QTOF	splash10-0udi-0789100000-b87700e94d8d142e4943	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leptosin 40V, Positive-QTOF	splash10-0gc9-1941000000-e752eac08dc40e3710a2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leptosin 10V, Negative-QTOF	splash10-03dj-2551900000-66117239b51c2fe27ab2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leptosin 20V, Negative-QTOF	splash10-000t-1291200000-b348d9bda554228dbd74	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leptosin 40V, Negative-QTOF	splash10-001j-2190000000-39dcc5d93491332abf5e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leptosin 10V, Positive-QTOF	splash10-0ik9-0005900000-dd560b1b452d55158141	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leptosin 20V, Positive-QTOF	splash10-0gwb-0636900000-60804f37d3411c2e6fa0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leptosin 40V, Positive-QTOF	splash10-0076-9827300000-918556bcc8b94aa7d0c1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leptosin 10V, Negative-QTOF	splash10-03di-0001900000-99e0a878bfa2a4993a0b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leptosin 20V, Negative-QTOF	splash10-06ss-5195800000-70ef35977f14ec71fe15	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leptosin 40V, Negative-QTOF	splash10-0apm-4190100000-c23ef6fc73509f5eb244	2021-09-22	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

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

FDB016538

KNApSAcK ID

C00008056

Chemspider ID

16179540

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12305001

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1861371

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Leptosin (HMDB0037473)

MOL for HMDB0037473 (Leptosin)

3D MOL for HMDB0037473 (Leptosin)

3D SDF for HMDB0037473 (Leptosin)

3D-SDF for HMDB0037473 (Leptosin)

PDB for HMDB0037473 (Leptosin)

3D PDB for HMDB0037473 (Leptosin)

SMILES for HMDB0037473 (Leptosin)

INCHI for HMDB0037473 (Leptosin)

Structure for HMDB0037473 (Leptosin)

3D Structure for HMDB0037473 (Leptosin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra