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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:32:00 UTC

Update Date

2022-03-07 02:56:25 UTC

HMDB ID

HMDB0039978

Secondary Accession Numbers

HMDB39978

Metabolite Identification

Common Name

(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside

Description

(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside 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 (1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside.

Structure

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

HMDB0039978
     RDKit          3D
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside
 54 55  0  0  0  0  0  0  0  0999 V2000
    5.5268    0.6063   -1.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1848   -0.1921   -0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1038   -1.2160   -0.5822 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7337   -0.5952   -0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4506    0.4313    0.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1152    0.2575    1.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9879   -1.0667    1.6901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947    1.2604    1.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327    0.3555   -0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    0.2063    0.6877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3470    0.2663   -0.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1426   -0.8564    0.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1813   -0.6769   -0.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9615   -1.9381   -1.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1020   -2.9092   -1.6563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1249    0.3865   -0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2972    0.4282   -1.0787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3626    1.7064   -0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0796    2.7580    0.0668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0981    1.5288    0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5120    1.3571    1.7061 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5175    0.3635    1.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8848    0.7329    0.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8064    0.6209    1.8307 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3188    0.0861   -2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9600    1.5885   -1.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6769    0.7740   -2.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1038   -0.7724   -0.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3703   -1.7675   -1.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1103   -1.9158    0.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7310   -0.0748   -1.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9968   -1.4128   -0.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4704    1.4649   -0.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0457   -1.0541    2.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7975   -1.2984    2.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9235   -1.8614    0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1305    1.7354    1.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049    1.4189   -0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1160   -0.3026   -0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1152    0.4338   -1.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8184   -0.2840   -1.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6925   -1.7141   -1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5353   -2.2769   -0.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9660   -2.7428   -2.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3103    0.1633    0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0380    0.1553   -0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0857    1.8315   -1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0471    2.6280   -0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3963    2.3746    0.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8607    0.8212    2.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -0.6517    1.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500    1.0896    2.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8120    1.7889    0.4929 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5484   -0.1401    2.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  5 22  1  0
 22 23  1  0
 23 24  1  0
 23  2  1  0
 20 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
 24 54  1  0
M  END

  Mrv0541 05061311322D          

 24 25  0  0  0  0            999 V2000
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    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
    2.8579    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  8  1  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  5  1  0  0  0  0
 10  8  1  0  0  0  0
 11  6  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16  2  1  0  0  0  0
 16  7  1  0  0  0  0
 16  9  1  0  0  0  0
 17  6  1  0  0  0  0
 18 10  1  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 16  1  0  0  0  0
 23  7  1  0  0  0  0
 23 15  1  0  0  0  0
 24 11  1  0  0  0  0
 24 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039978

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC(CC1O)C(C)(O)COC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H30O8/c1-8-3-4-9(5-10(8)18)16(2,22)7-23-15-14(21)13(20)12(19)11(6-17)24-15/h8-15,17-22H,3-7H2,1-2H3

> <INCHI_KEY>
KRTKKVIKRTZKGY-UHFFFAOYSA-N

> <FORMULA>
C16H30O8

> <MOLECULAR_WEIGHT>
350.4046

> <EXACT_MASS>
350.194067936

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
36.55766349232578

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[2-hydroxy-2-(3-hydroxy-4-methylcyclohexyl)propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-1.36

> <JCHEM_LOGP>
-1.546633420333333

> <ALOGPS_LOGS>
-1.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.139168459087113

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.203307782284302

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8225776652390095

> <JCHEM_POLAR_SURFACE_AREA>
139.84

> <JCHEM_REFRACTIVITY>
83.1614

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.83e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[2-hydroxy-2-(3-hydroxy-4-methylcyclohexyl)propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039978
     RDKit          3D
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside
 54 55  0  0  0  0  0  0  0  0999 V2000
    5.5268    0.6063   -1.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1848   -0.1921   -0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1038   -1.2160   -0.5822 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7337   -0.5952   -0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4506    0.4313    0.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1152    0.2575    1.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9879   -1.0667    1.6901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947    1.2604    1.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327    0.3555   -0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    0.2063    0.6877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3470    0.2663   -0.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1426   -0.8564    0.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1813   -0.6769   -0.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9615   -1.9381   -1.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1020   -2.9092   -1.6563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1249    0.3865   -0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2972    0.4282   -1.0787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3626    1.7064   -0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0796    2.7580    0.0668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0981    1.5288    0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5120    1.3571    1.7061 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5175    0.3635    1.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8848    0.7329    0.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8064    0.6209    1.8307 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3188    0.0861   -2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9600    1.5885   -1.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6769    0.7740   -2.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1038   -0.7724   -0.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3703   -1.7675   -1.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1103   -1.9158    0.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7310   -0.0748   -1.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9968   -1.4128   -0.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4704    1.4649   -0.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0457   -1.0541    2.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7975   -1.2984    2.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9235   -1.8614    0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1305    1.7354    1.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049    1.4189   -0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1160   -0.3026   -0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1152    0.4338   -1.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8184   -0.2840   -1.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6925   -1.7141   -1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5353   -2.2769   -0.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9660   -2.7428   -2.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3103    0.1633    0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0380    0.1553   -0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0857    1.8315   -1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0471    2.6280   -0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3963    2.3746    0.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8607    0.8212    2.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -0.6517    1.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500    1.0896    2.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8120    1.7889    0.4929 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5484   -0.1401    2.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  5 22  1  0
 22 23  1  0
 23 24  1  0
 23  2  1  0
 20 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
 13 41  1  0
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 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
 24 54  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       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.127  12.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  19.250   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  13.860   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  18.480   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  19.250   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  18.480   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  16.940   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  16.170   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  12.320   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.668  20.790   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000   7.700   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.001  20.790   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.334  19.250   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.334  16.170   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.207  12.320   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001  14.630   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.335  16.940   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2   16                                                            
CONECT    3    4    8                                                       
CONECT    4    3    9                                                       
CONECT    5    9   10                                                       
CONECT    6   11   17                                                       
CONECT    7   16   23                                                       
CONECT    8    1    3   10                                                  
CONECT    9    4    5   16                                                  
CONECT   10    5    8   18                                                  
CONECT   11    6   12   24                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   23   24                                                  
CONECT   16    2    7    9   22                                             
CONECT   17    6                                                            
CONECT   18   10                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22   16                                                            
CONECT   23    7   15                                                       
CONECT   24   11   15                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0039978
HETATM    1  C1  UNL     1       5.527   0.606  -1.553  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.185  -0.192  -0.339  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.104  -1.216  -0.582  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.734  -0.595  -0.719  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.451   0.431   0.329  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.115   0.258   1.001  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.988  -1.067   1.690  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.995   1.260   1.962  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.033   0.356  -0.005  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.199   0.206   0.688  1.00  0.00           O  
HETATM   11  C9  UNL     1      -2.347   0.266  -0.057  1.00  0.00           C  
HETATM   12  O3  UNL     1      -3.143  -0.856   0.014  1.00  0.00           O  
HETATM   13  C10 UNL     1      -4.181  -0.677  -0.899  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.961  -1.938  -1.148  1.00  0.00           C  
HETATM   15  O4  UNL     1      -4.102  -2.909  -1.656  1.00  0.00           O  
HETATM   16  C12 UNL     1      -5.125   0.387  -0.341  1.00  0.00           C  
HETATM   17  O5  UNL     1      -6.297   0.428  -1.079  1.00  0.00           O  
HETATM   18  C13 UNL     1      -4.363   1.706  -0.446  1.00  0.00           C  
HETATM   19  O6  UNL     1      -5.080   2.758   0.067  1.00  0.00           O  
HETATM   20  C14 UNL     1      -3.098   1.529   0.374  1.00  0.00           C  
HETATM   21  O7  UNL     1      -3.512   1.357   1.706  1.00  0.00           O  
HETATM   22  C15 UNL     1       3.518   0.364   1.380  1.00  0.00           C  
HETATM   23  C16 UNL     1       4.885   0.733   0.796  1.00  0.00           C  
HETATM   24  O8  UNL     1       5.806   0.621   1.831  1.00  0.00           O  
HETATM   25  H1  UNL     1       6.319   0.086  -2.134  1.00  0.00           H  
HETATM   26  H2  UNL     1       5.960   1.589  -1.205  1.00  0.00           H  
HETATM   27  H3  UNL     1       4.677   0.774  -2.235  1.00  0.00           H  
HETATM   28  H4  UNL     1       6.104  -0.772  -0.057  1.00  0.00           H  
HETATM   29  H5  UNL     1       4.370  -1.768  -1.492  1.00  0.00           H  
HETATM   30  H6  UNL     1       4.110  -1.916   0.277  1.00  0.00           H  
HETATM   31  H7  UNL     1       2.731  -0.075  -1.716  1.00  0.00           H  
HETATM   32  H8  UNL     1       1.997  -1.413  -0.741  1.00  0.00           H  
HETATM   33  H9  UNL     1       2.470   1.465  -0.090  1.00  0.00           H  
HETATM   34  H10 UNL     1       0.046  -1.054   2.288  1.00  0.00           H  
HETATM   35  H11 UNL     1       1.797  -1.298   2.391  1.00  0.00           H  
HETATM   36  H12 UNL     1       0.924  -1.861   0.935  1.00  0.00           H  
HETATM   37  H13 UNL     1       0.131   1.735   1.856  1.00  0.00           H  
HETATM   38  H14 UNL     1      -0.005   1.419  -0.385  1.00  0.00           H  
HETATM   39  H15 UNL     1       0.116  -0.303  -0.859  1.00  0.00           H  
HETATM   40  H16 UNL     1      -2.115   0.434  -1.145  1.00  0.00           H  
HETATM   41  H17 UNL     1      -3.818  -0.284  -1.863  1.00  0.00           H  
HETATM   42  H18 UNL     1      -5.693  -1.714  -1.952  1.00  0.00           H  
HETATM   43  H19 UNL     1      -5.535  -2.277  -0.271  1.00  0.00           H  
HETATM   44  H20 UNL     1      -3.966  -2.743  -2.619  1.00  0.00           H  
HETATM   45  H21 UNL     1      -5.310   0.163   0.745  1.00  0.00           H  
HETATM   46  H22 UNL     1      -7.038   0.155  -0.482  1.00  0.00           H  
HETATM   47  H23 UNL     1      -4.086   1.831  -1.522  1.00  0.00           H  
HETATM   48  H24 UNL     1      -6.047   2.628  -0.132  1.00  0.00           H  
HETATM   49  H25 UNL     1      -2.396   2.375   0.260  1.00  0.00           H  
HETATM   50  H26 UNL     1      -2.861   0.821   2.223  1.00  0.00           H  
HETATM   51  H27 UNL     1       3.642  -0.652   1.808  1.00  0.00           H  
HETATM   52  H28 UNL     1       3.250   1.090   2.185  1.00  0.00           H  
HETATM   53  H29 UNL     1       4.812   1.789   0.493  1.00  0.00           H  
HETATM   54  H30 UNL     1       5.548  -0.140   2.428  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   23   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   22   33
CONECT    6    7    8    9
CONECT    7   34   35   36
CONECT    8   37
CONECT    9   10   38   39
CONECT   10   11
CONECT   11   12   20   40
CONECT   12   13
CONECT   13   14   16   41
CONECT   14   15   42   43
CONECT   15   44
CONECT   16   17   18   45
CONECT   17   46
CONECT   18   19   20   47
CONECT   19   48
CONECT   20   21   49
CONECT   21   50
CONECT   22   23   51   52
CONECT   23   24   53
CONECT   24   54
END

HMDB0039978
     RDKit          3D
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside
 54 55  0  0  0  0  0  0  0  0999 V2000
    5.5268    0.6063   -1.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1848   -0.1921   -0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1038   -1.2160   -0.5822 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7337   -0.5952   -0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4506    0.4313    0.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1152    0.2575    1.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9879   -1.0667    1.6901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947    1.2604    1.9620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327    0.3555   -0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1988    0.2063    0.6877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3470    0.2663   -0.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1426   -0.8564    0.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1813   -0.6769   -0.8992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9615   -1.9381   -1.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1020   -2.9092   -1.6563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1249    0.3865   -0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2972    0.4282   -1.0787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3626    1.7064   -0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0796    2.7580    0.0668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0981    1.5288    0.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5120    1.3571    1.7061 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5175    0.3635    1.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8848    0.7329    0.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8064    0.6209    1.8307 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3188    0.0861   -2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9600    1.5885   -1.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6769    0.7740   -2.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1038   -0.7724   -0.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3703   -1.7675   -1.4916 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1103   -1.9158    0.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7310   -0.0748   -1.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9968   -1.4128   -0.7409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4704    1.4649   -0.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0457   -1.0541    2.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7975   -1.2984    2.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9235   -1.8614    0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1305    1.7354    1.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049    1.4189   -0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1160   -0.3026   -0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1152    0.4338   -1.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8184   -0.2840   -1.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6925   -1.7141   -1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5353   -2.2769   -0.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9660   -2.7428   -2.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3103    0.1633    0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0380    0.1553   -0.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0857    1.8315   -1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0471    2.6280   -0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3963    2.3746    0.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8607    0.8212    2.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6425   -0.6517    1.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500    1.0896    2.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8120    1.7889    0.4929 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5484   -0.1401    2.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  5 22  1  0
 22 23  1  0
 23 24  1  0
 23  2  1  0
 20 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
 24 54  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₃₀O₈

Average Molecular Weight

350.4046

Monoisotopic Molecular Weight

350.194067936

IUPAC Name

2-[2-hydroxy-2-(3-hydroxy-4-methylcyclohexyl)propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

2-[2-hydroxy-2-(3-hydroxy-4-methylcyclohexyl)propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

378254-08-1

SMILES

CC1CCC(CC1O)C(C)(O)COC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C16H30O8/c1-8-3-4-9(5-10(8)18)16(2,22)7-23-15-14(21)13(20)12(19)11(6-17)24-15/h8-15,17-22H,3-7H2,1-2H3

InChI Key

KRTKKVIKRTZKGY-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
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
P-menthane monoterpenoid
Monocyclic monoterpenoid
Monoterpenoid
Cyclohexanol
Oxane
Monosaccharide
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Polyol
Acetal
Oxacycle
Organoheterocyclic compound
Primary alcohol
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039978)

Source

Endogenous

Endogenous (HMDB: HMDB0039978)

Plant

Plant (HMDB: HMDB0039978)

Animal

Animal (HMDB: HMDB0039978)

Exogenous

Food

Food (HMDB: HMDB0039978)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0039978)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0039978)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0039978)

Lipid metabolism pathway (HMDB: HMDB0039978)

Cellular process

Cell signaling (HMDB: HMDB0039978)

Biochemical process

Lipid transport (HMDB: HMDB0039978)

Role

Biological role

Energy source (HMDB: HMDB0039978)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039978)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	28.3 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-1.5	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	139.84 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	83.16 m³·mol⁻¹	ChemAxon
Polarizability	36.56 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	179.279	31661259
DarkChem	[M-H]-	174.264	31661259
DeepCCS	[M+H]+	182.619	30932474
DeepCCS	[M-H]-	180.261	30932474
DeepCCS	[M-2H]-	213.574	30932474
DeepCCS	[M+Na]+	188.897	30932474
AllCCS	[M+H]+	186.0	32859911
AllCCS	[M+H-H2O]+	183.2	32859911
AllCCS	[M+NH4]+	188.5	32859911
AllCCS	[M+Na]+	189.3	32859911
AllCCS	[M-H]-	183.3	32859911
AllCCS	[M+Na-2H]-	183.8	32859911
AllCCS	[M+HCOO]-	184.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside	CC1CCC(CC1O)C(C)(O)COC1OC(CO)C(O)C(O)C1O	2923.3	Standard polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside	CC1CCC(CC1O)C(C)(O)COC1OC(CO)C(O)C(O)C1O	2888.3	Standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside	CC1CCC(CC1O)C(C)(O)COC1OC(CO)C(O)C(O)C1O	2947.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,1TMS,isomer #1	CC1CCC(C(C)(O)COC2OC(CO)C(O)C(O)C2O)CC1O[Si](C)(C)C	2964.9	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,1TMS,isomer #2	CC1CCC(C(C)(COC2OC(CO)C(O)C(O)C2O)O[Si](C)(C)C)CC1O	2980.7	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,1TMS,isomer #3	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)CC1O	2957.4	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,1TMS,isomer #4	CC1CCC(C(C)(O)COC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)CC1O	2964.0	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,1TMS,isomer #5	CC1CCC(C(C)(O)COC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)CC1O	2937.4	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,1TMS,isomer #6	CC1CCC(C(C)(O)COC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)CC1O	2950.8	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TMS,isomer #1	CC1CCC(C(C)(COC2OC(CO)C(O)C(O)C2O)O[Si](C)(C)C)CC1O[Si](C)(C)C	2954.0	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TMS,isomer #10	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)CC1O	2926.5	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TMS,isomer #11	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)CC1O	2900.0	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TMS,isomer #12	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)CC1O	2908.3	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TMS,isomer #13	CC1CCC(C(C)(O)COC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1O	2914.1	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TMS,isomer #14	CC1CCC(C(C)(O)COC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1O	2906.4	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TMS,isomer #15	CC1CCC(C(C)(O)COC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1O	2927.5	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TMS,isomer #2	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)CC1O[Si](C)(C)C	2922.4	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TMS,isomer #3	CC1CCC(C(C)(O)COC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)CC1O[Si](C)(C)C	2911.0	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TMS,isomer #4	CC1CCC(C(C)(O)COC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)CC1O[Si](C)(C)C	2886.1	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TMS,isomer #5	CC1CCC(C(C)(O)COC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)CC1O[Si](C)(C)C	2893.6	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TMS,isomer #6	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)O[Si](C)(C)C)CC1O	2958.7	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TMS,isomer #7	CC1CCC(C(C)(COC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)O[Si](C)(C)C)CC1O	2947.4	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TMS,isomer #8	CC1CCC(C(C)(COC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)O[Si](C)(C)C)CC1O	2914.4	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TMS,isomer #9	CC1CCC(C(C)(COC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)O[Si](C)(C)C)CC1O	2931.9	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #1	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C)C(O)C(O)C2O)O[Si](C)(C)C)CC1O[Si](C)(C)C	2914.6	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #10	CC1CCC(C(C)(O)COC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1O[Si](C)(C)C	2879.8	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #11	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)O[Si](C)(C)C)CC1O	2907.6	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #12	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)O[Si](C)(C)C)CC1O	2886.7	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #13	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)O[Si](C)(C)C)CC1O	2895.3	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #14	CC1CCC(C(C)(COC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)O[Si](C)(C)C)CC1O	2889.4	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #15	CC1CCC(C(C)(COC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)O[Si](C)(C)C)CC1O	2889.7	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #16	CC1CCC(C(C)(COC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)O[Si](C)(C)C)CC1O	2899.2	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #17	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1O	2885.1	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #18	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1O	2884.6	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #19	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1O	2881.1	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #2	CC1CCC(C(C)(COC2OC(CO)C(O[Si](C)(C)C)C(O)C2O)O[Si](C)(C)C)CC1O[Si](C)(C)C	2904.9	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #20	CC1CCC(C(C)(O)COC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1O	2902.4	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #3	CC1CCC(C(C)(COC2OC(CO)C(O)C(O[Si](C)(C)C)C2O)O[Si](C)(C)C)CC1O[Si](C)(C)C	2898.1	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #4	CC1CCC(C(C)(COC2OC(CO)C(O)C(O)C2O[Si](C)(C)C)O[Si](C)(C)C)CC1O[Si](C)(C)C	2894.9	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #5	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)CC1O[Si](C)(C)C	2870.6	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #6	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)CC1O[Si](C)(C)C	2852.5	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #7	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)CC1O[Si](C)(C)C	2861.5	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #8	CC1CCC(C(C)(O)COC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1O[Si](C)(C)C	2871.0	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TMS,isomer #9	CC1CCC(C(C)(O)COC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1O[Si](C)(C)C	2869.0	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TMS,isomer #1	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O)O[Si](C)(C)C)CC1O[Si](C)(C)C	2907.1	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TMS,isomer #10	CC1CCC(C(C)(O)COC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1O[Si](C)(C)C	2844.0	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TMS,isomer #11	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)O[Si](C)(C)C)CC1O	2902.2	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TMS,isomer #12	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)O[Si](C)(C)C)CC1O	2929.1	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TMS,isomer #13	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)O[Si](C)(C)C)CC1O	2900.4	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TMS,isomer #14	CC1CCC(C(C)(COC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)O[Si](C)(C)C)CC1O	2891.4	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TMS,isomer #15	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1O	2919.5	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TMS,isomer #2	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O)O[Si](C)(C)C)CC1O[Si](C)(C)C	2876.2	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TMS,isomer #3	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C)C(O)C(O)C2O[Si](C)(C)C)O[Si](C)(C)C)CC1O[Si](C)(C)C	2900.0	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TMS,isomer #4	CC1CCC(C(C)(COC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)O[Si](C)(C)C)CC1O[Si](C)(C)C	2884.1	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TMS,isomer #5	CC1CCC(C(C)(COC2OC(CO)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)O[Si](C)(C)C)CC1O[Si](C)(C)C	2892.3	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TMS,isomer #6	CC1CCC(C(C)(COC2OC(CO)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)O[Si](C)(C)C)CC1O[Si](C)(C)C	2884.6	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TMS,isomer #7	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)CC1O[Si](C)(C)C	2842.1	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TMS,isomer #8	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)CC1O[Si](C)(C)C	2881.2	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TMS,isomer #9	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1O[Si](C)(C)C	2841.0	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,5TMS,isomer #1	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O)O[Si](C)(C)C)CC1O[Si](C)(C)C	2873.9	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,5TMS,isomer #2	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O)C2O[Si](C)(C)C)O[Si](C)(C)C)CC1O[Si](C)(C)C	2920.2	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,5TMS,isomer #3	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C)C(O)C(O[Si](C)(C)C)C2O[Si](C)(C)C)O[Si](C)(C)C)CC1O[Si](C)(C)C	2867.7	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,5TMS,isomer #4	CC1CCC(C(C)(COC2OC(CO)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)O[Si](C)(C)C)CC1O[Si](C)(C)C	2855.2	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,5TMS,isomer #5	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)CC1O[Si](C)(C)C	2872.8	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,5TMS,isomer #6	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)O[Si](C)(C)C)CC1O	2974.3	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,6TMS,isomer #1	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2O[Si](C)(C)C)O[Si](C)(C)C)CC1O[Si](C)(C)C	2916.1	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,1TBDMS,isomer #1	CC1CCC(C(C)(O)COC2OC(CO)C(O)C(O)C2O)CC1O[Si](C)(C)C(C)(C)C	3201.8	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,1TBDMS,isomer #2	CC1CCC(C(C)(COC2OC(CO)C(O)C(O)C2O)O[Si](C)(C)C(C)(C)C)CC1O	3212.8	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,1TBDMS,isomer #3	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)CC1O	3173.9	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,1TBDMS,isomer #4	CC1CCC(C(C)(O)COC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1O	3197.9	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,1TBDMS,isomer #5	CC1CCC(C(C)(O)COC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1O	3179.1	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,1TBDMS,isomer #6	CC1CCC(C(C)(O)COC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1O	3185.9	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TBDMS,isomer #1	CC1CCC(C(C)(COC2OC(CO)C(O)C(O)C2O)O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C	3415.6	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TBDMS,isomer #10	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1O	3368.0	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TBDMS,isomer #11	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1O	3343.3	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TBDMS,isomer #12	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1O	3355.3	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TBDMS,isomer #13	CC1CCC(C(C)(O)COC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)CC1O	3367.7	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TBDMS,isomer #14	CC1CCC(C(C)(O)COC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)CC1O	3370.1	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TBDMS,isomer #15	CC1CCC(C(C)(O)COC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1O	3382.3	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TBDMS,isomer #2	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)CC1O[Si](C)(C)C(C)(C)C	3360.4	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TBDMS,isomer #3	CC1CCC(C(C)(O)COC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1O[Si](C)(C)C(C)(C)C	3377.8	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TBDMS,isomer #4	CC1CCC(C(C)(O)COC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1O[Si](C)(C)C(C)(C)C	3361.6	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TBDMS,isomer #5	CC1CCC(C(C)(O)COC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C	3359.3	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TBDMS,isomer #6	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)O[Si](C)(C)C(C)(C)C)CC1O	3398.1	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TBDMS,isomer #7	CC1CCC(C(C)(COC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)O[Si](C)(C)C(C)(C)C)CC1O	3396.6	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TBDMS,isomer #8	CC1CCC(C(C)(COC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)O[Si](C)(C)C(C)(C)C)CC1O	3368.6	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,2TBDMS,isomer #9	CC1CCC(C(C)(COC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CC1O	3387.3	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #1	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O)O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C	3572.6	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #10	CC1CCC(C(C)(O)COC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C	3548.4	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #11	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)O[Si](C)(C)C(C)(C)C)CC1O	3586.2	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #12	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)O[Si](C)(C)C(C)(C)C)CC1O	3553.6	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #13	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CC1O	3572.8	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #14	CC1CCC(C(C)(COC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)O[Si](C)(C)C(C)(C)C)CC1O	3560.2	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #15	CC1CCC(C(C)(COC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CC1O	3561.4	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #16	CC1CCC(C(C)(COC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CC1O	3571.5	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #17	CC1CCC(C(C)(O)COC2OC(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)CC1O	3545.5	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #18	CC1CCC(C(C)(O)COC2OC(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)CC1O	3551.4	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #19	CC1CCC(C(C)(O)COC2OC(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)CC1O	3545.6	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #2	CC1CCC(C(C)(COC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C	3583.4	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #20	CC1CCC(C(C)(O)COC2OC(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)CC1O	3557.5	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #3	CC1CCC(C(C)(COC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C	3560.4	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #4	CC1CCC(C(C)(COC2OC(CO)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C	3562.4	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #5	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)CC1O[Si](C)(C)C(C)(C)C	3538.7	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #6	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)CC1O[Si](C)(C)C(C)(C)C	3529.3	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #7	CC1CCC(C(C)(O)COC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C	3516.3	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #8	CC1CCC(C(C)(O)COC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)CC1O[Si](C)(C)C(C)(C)C	3538.2	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,3TBDMS,isomer #9	CC1CCC(C(C)(O)COC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C	3530.2	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TBDMS,isomer #1	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C(O)C2O)O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C	3747.1	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TBDMS,isomer #10	CC1CCC(C(C)(O)COC2OC(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)CC1O[Si](C)(C)C(C)(C)C	3710.7	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TBDMS,isomer #11	CC1CCC(C(C)(COC2OC(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)O[Si](C)(C)C(C)(C)C)CC1O	3765.2	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TBDMS,isomer #12	CC1CCC(C(C)(COC2OC(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)O[Si](C)(C)C(C)(C)C)CC1O	3793.2	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TBDMS,isomer #13	CC1CCC(C(C)(COC2OC(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)O[Si](C)(C)C(C)(C)C)CC1O	3772.6	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TBDMS,isomer #14	CC1CCC(C(C)(COC2OC(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)O[Si](C)(C)C(C)(C)C)CC1O	3764.6	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TBDMS,isomer #15	CC1CCC(C(C)(O)COC2OC(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)CC1O	3760.8	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TBDMS,isomer #2	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O[Si](C)(C)C(C)(C)C)C2O)O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C	3728.2	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TBDMS,isomer #3	CC1CCC(C(C)(COC2OC(CO[Si](C)(C)C(C)(C)C)C(O)C(O)C2O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C	3722.3	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TBDMS,isomer #4	CC1CCC(C(C)(COC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2O)O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C	3737.5	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TBDMS,isomer #5	CC1CCC(C(C)(COC2OC(CO)C(O[Si](C)(C)C(C)(C)C)C(O)C2O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C	3726.6	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TBDMS,isomer #6	CC1CCC(C(C)(COC2OC(CO)C(O)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)CC1O[Si](C)(C)C(C)(C)C	3740.7	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TBDMS,isomer #7	CC1CCC(C(C)(O)COC2OC(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)CC1O[Si](C)(C)C(C)(C)C	3711.9	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TBDMS,isomer #8	CC1CCC(C(C)(O)COC2OC(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)CC1O[Si](C)(C)C(C)(C)C	3722.8	Semi standard non polar	33892256
(1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside,4TBDMS,isomer #9	CC1CCC(C(C)(O)COC2OC(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)CC1O[Si](C)(C)C(C)(C)C	3708.5	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 - (1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside GC-MS (Non-derivatized) - 70eV, Positive	splash10-0540-9535000000-dadab6f602201bcf2362	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside GC-MS (4 TMS) - 70eV, Positive	splash10-00di-4424039000-6b425327fd78c2b19d5d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside 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 - (1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside 10V, Positive-QTOF	splash10-0f89-0409000000-1d43611a3e0ed4d5d50c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside 20V, Positive-QTOF	splash10-00xr-2902000000-4bebf59c3b97808fbbab	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside 40V, Positive-QTOF	splash10-0mbc-6900000000-cf2cf0df296144f6fb1d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside 10V, Negative-QTOF	splash10-0002-1619000000-a20a8d12073faf1683b4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside 20V, Negative-QTOF	splash10-03dj-4903000000-1fd5d5cc1143e0631f60	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside 40V, Negative-QTOF	splash10-0a4l-9800000000-8c6a82dc1289f44090a8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside 10V, Negative-QTOF	splash10-0002-0009000000-4673bb7876c936b20862	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside 20V, Negative-QTOF	splash10-0002-3539000000-35975fc272de033bd34e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside 40V, Negative-QTOF	splash10-052r-9710000000-f90828491cd68efc69ab	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside 10V, Positive-QTOF	splash10-0fz9-0409000000-03d3e28246b333fd039d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside 20V, Positive-QTOF	splash10-0g4i-2902000000-3ea0e4979146a8e09665	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside 40V, Positive-QTOF	splash10-0f6y-9310000000-f2de06295d1e798f7731	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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

FDB019653

KNApSAcK ID

Not Available

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

73809749

PDB ID

Not Available

ChEBI ID

167998

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 (1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside (HMDB0039978)

MOL for HMDB0039978 ((1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside)

3D MOL for HMDB0039978 ((1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside)

3D SDF for HMDB0039978 ((1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside)

3D-SDF for HMDB0039978 ((1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside)

PDB for HMDB0039978 ((1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside)

3D PDB for HMDB0039978 ((1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside)

SMILES for HMDB0039978 ((1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside)

INCHI for HMDB0039978 ((1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside)

Structure for HMDB0039978 ((1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside)

3D Structure for HMDB0039978 ((1S,2R,4R,8S)-p-Menthane-2,8,9-triol 9-glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra