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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:21:32 UTC

Update Date

2022-03-07 02:54:29 UTC

HMDB ID

HMDB0035380

Secondary Accession Numbers

HMDB35380

Metabolite Identification

Common Name

Sterebin G

Description

Sterebin G belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review a small amount of articles have been published on Sterebin G.

Structure

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

HMDB0035380
     RDKit          3D
Sterebin G
 59 60  0  0  0  0  0  0  0  0999 V2000
    4.9050   -1.8391   -0.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0301   -0.9487    0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6035   -1.2680    0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436   -0.5054    0.7064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2021   -0.6877    0.6592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1986   -2.0421    0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1545   -2.3720   -1.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390   -3.0237    0.9560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6828   -2.3016    0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2025   -3.1191   -0.6727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4720   -1.0578    0.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4509   -0.6605    1.8292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9308    0.0089   -0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9240    1.1219   -0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8520    1.1884    0.7207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8462    0.9331   -1.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3239    2.4874   -0.6396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2541    2.8101    0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5711    1.6149    0.9302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5457    0.4310   -0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2073    0.8770   -1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5318    0.2918    0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1252    0.4656    2.2881 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2938    1.5375    0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6938    1.3618   -1.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4985   -2.7180   -0.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9367   -1.6074   -0.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182   -2.1866   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0549    0.4010    1.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1187   -0.6600    1.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282   -3.3829   -1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6845   -1.5999   -1.7941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8182   -2.5006   -1.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0555   -3.8737    0.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8642   -2.9021    1.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8766   -2.6783   -1.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5166   -1.3028    0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0839   -1.2543    2.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737   -0.4355   -1.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3410    1.4874    1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5232    0.3281    0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5402    2.0580    0.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2154    0.8833   -2.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4865    1.8489   -1.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5232    0.0783   -1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1664    3.2203   -0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0311    2.6584   -1.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6549    3.4105    1.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5189    3.4737   -0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9639    1.3717    1.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5139    1.8995    1.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2752    0.5879   -1.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2611    0.5353   -2.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2396    1.9876   -1.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6593    0.2082    1.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0924   -0.4482    2.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0147    2.3334    0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2950    1.9442    0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6469    1.5314   -1.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  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
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  2 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 20  5  1  0
 20 13  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 21 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 23 56  1  0
 24 57  1  0
 24 58  1  0
 25 59  1  0
M  END


  Mrv0541 02241207442D          

 25 26  0  0  0  0            999 V2000
   -0.0003   -2.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7106   -2.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7106   -1.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4223   -0.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2119    0.1974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8694   -2.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7114   -2.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5803   -2.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8686   -0.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0783   -0.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6320   -1.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3429   -0.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1332   -1.1451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3952    1.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7900    0.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791    0.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7106    0.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7892    1.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5002    1.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2119    1.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2119    2.8839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5002    2.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7892    2.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0003    2.5678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3429    1.1451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  4 12  1  0  0  0  0
  4 15  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 16  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 25  1  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  2  0  0  0  0
 19 22  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035380

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)CCCC2(C)C(\C=C\C(=C)C(O)CO)C(C)(O)C(O)C(O)C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O5/c1-12(13(22)11-21)7-8-14-19(4)10-6-9-18(2,3)16(19)15(23)17(24)20(14,5)25/h7-8,13-17,21-25H,1,6,9-11H2,2-5H3/b8-7+

> <INCHI_KEY>
VJXXTZUXTRIHAZ-BQYQJAHWSA-N

> <FORMULA>
C20H34O5

> <MOLECULAR_WEIGHT>
354.481

> <EXACT_MASS>
354.240624198

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
39.910041665998136

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(1E)-4,5-dihydroxy-3-methylidenepent-1-en-1-yl]-3,4a,8,8-tetramethyl-decahydronaphthalene-1,2,3-triol

> <ALOGPS_LOGP>
1.34

> <JCHEM_LOGP>
0.741003954999999

> <ALOGPS_LOGS>
-2.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.685727831295939

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.85091974650788

> <JCHEM_PKA_STRONGEST_BASIC>
-2.962339124135357

> <JCHEM_POLAR_SURFACE_AREA>
101.15

> <JCHEM_REFRACTIVITY>
98.00999999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.09e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1E)-4,5-dihydroxy-3-methylidenepent-1-en-1-yl]-3,4a,8,8-tetramethyl-hexahydro-1H-naphthalene-1,2,3-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035380
     RDKit          3D
Sterebin G
 59 60  0  0  0  0  0  0  0  0999 V2000
    4.9050   -1.8391   -0.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0301   -0.9487    0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6035   -1.2680    0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436   -0.5054    0.7064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2021   -0.6877    0.6592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1986   -2.0421    0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1545   -2.3720   -1.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390   -3.0237    0.9560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6828   -2.3016    0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2025   -3.1191   -0.6727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4720   -1.0578    0.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4509   -0.6605    1.8292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9308    0.0089   -0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9240    1.1219   -0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8520    1.1884    0.7207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8462    0.9331   -1.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3239    2.4874   -0.6396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2541    2.8101    0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5711    1.6149    0.9302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5457    0.4310   -0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2073    0.8770   -1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5318    0.2918    0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1252    0.4656    2.2881 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2938    1.5375    0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6938    1.3618   -1.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4985   -2.7180   -0.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9367   -1.6074   -0.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182   -2.1866   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0549    0.4010    1.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1187   -0.6600    1.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282   -3.3829   -1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6845   -1.5999   -1.7941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8182   -2.5006   -1.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0555   -3.8737    0.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8642   -2.9021    1.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8766   -2.6783   -1.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5166   -1.3028    0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0839   -1.2543    2.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737   -0.4355   -1.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3410    1.4874    1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5232    0.3281    0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5402    2.0580    0.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2154    0.8833   -2.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4865    1.8489   -1.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5232    0.0783   -1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1664    3.2203   -0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0311    2.6584   -1.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6549    3.4105    1.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5189    3.4737   -0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9639    1.3717    1.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5139    1.8995    1.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2752    0.5879   -1.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2611    0.5353   -2.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2396    1.9876   -1.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6593    0.2082    1.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0924   -0.4482    2.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0147    2.3334    0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2950    1.9442    0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6469    1.5314   -1.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  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
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  2 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 20  5  1  0
 20 13  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 21 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 23 56  1  0
 24 57  1  0
 24 58  1  0
 25 59  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  C   UNK     0      -0.001  -4.645   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.326  -3.908   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.326  -2.433   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.655  -0.074   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.129   0.368   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.623  -5.530   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.328  -3.908   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.950  -4.203   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.621  -1.106   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.146  -1.547   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.180  -2.433   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.507  -1.547   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.982  -2.138   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.738   2.286   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.475   0.959   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.148   0.074   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.326   0.810   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.473   2.286   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.800   3.023   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.129   2.433   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.129   5.383   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.800   4.645   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.473   5.530   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.001   4.793   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -2.507   2.138   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2   10                                                       
CONECT    4    5   12   15                                                  
CONECT    5    4                                                            
CONECT    6    7                                                            
CONECT    7    1    6    8   11                                             
CONECT    8    7                                                            
CONECT    9   10                                                            
CONECT   10    3    9   11   16                                             
CONECT   11    7   10   12                                                  
CONECT   12    4   11   13                                                  
CONECT   13   12                                                            
CONECT   14   15                                                            
CONECT   15    4   14   16   25                                             
CONECT   16   10   15   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19                                                            
CONECT   21   22                                                            
CONECT   22   19   21   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   15                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0035380
HETATM    1  C1  UNL     1       4.905  -1.839  -0.147  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.030  -0.949   0.359  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.603  -1.268   0.241  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.644  -0.505   0.706  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.202  -0.688   0.659  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.199  -2.042   0.187  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.155  -2.372  -1.242  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.439  -3.024   0.956  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.683  -2.302   0.326  1.00  0.00           C  
HETATM   10  O2  UNL     1      -2.202  -3.119  -0.673  1.00  0.00           O  
HETATM   11  C9  UNL     1      -2.472  -1.058   0.496  1.00  0.00           C  
HETATM   12  O3  UNL     1      -2.451  -0.661   1.829  1.00  0.00           O  
HETATM   13  C10 UNL     1      -1.931   0.009  -0.423  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.924   1.122  -0.474  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.852   1.188   0.721  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.846   0.933  -1.681  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.324   2.487  -0.640  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.254   2.810   0.343  1.00  0.00           C  
HETATM   19  C16 UNL     1      -0.571   1.615   0.930  1.00  0.00           C  
HETATM   20  C17 UNL     1      -0.546   0.431  -0.014  1.00  0.00           C  
HETATM   21  C18 UNL     1       0.207   0.877  -1.232  1.00  0.00           C  
HETATM   22  C19 UNL     1       4.532   0.292   0.943  1.00  0.00           C  
HETATM   23  O4  UNL     1       4.125   0.466   2.288  1.00  0.00           O  
HETATM   24  C20 UNL     1       4.294   1.538   0.157  1.00  0.00           C  
HETATM   25  O5  UNL     1       4.694   1.362  -1.188  1.00  0.00           O  
HETATM   26  H1  UNL     1       4.499  -2.718  -0.601  1.00  0.00           H  
HETATM   27  H2  UNL     1       5.937  -1.607  -0.061  1.00  0.00           H  
HETATM   28  H3  UNL     1       2.318  -2.187  -0.238  1.00  0.00           H  
HETATM   29  H4  UNL     1       2.055   0.401   1.228  1.00  0.00           H  
HETATM   30  H5  UNL     1      -0.119  -0.660   1.755  1.00  0.00           H  
HETATM   31  H6  UNL     1       0.628  -3.383  -1.351  1.00  0.00           H  
HETATM   32  H7  UNL     1       0.685  -1.600  -1.794  1.00  0.00           H  
HETATM   33  H8  UNL     1      -0.818  -2.501  -1.806  1.00  0.00           H  
HETATM   34  H9  UNL     1      -0.056  -3.874   0.969  1.00  0.00           H  
HETATM   35  H10 UNL     1      -1.864  -2.902   1.274  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.877  -2.678  -1.226  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.517  -1.303   0.162  1.00  0.00           H  
HETATM   38  H13 UNL     1      -3.084  -1.254   2.308  1.00  0.00           H  
HETATM   39  H14 UNL     1      -1.874  -0.435  -1.430  1.00  0.00           H  
HETATM   40  H15 UNL     1      -3.341   1.487   1.655  1.00  0.00           H  
HETATM   41  H16 UNL     1      -4.523   0.328   0.821  1.00  0.00           H  
HETATM   42  H17 UNL     1      -4.540   2.058   0.493  1.00  0.00           H  
HETATM   43  H18 UNL     1      -3.215   0.883  -2.568  1.00  0.00           H  
HETATM   44  H19 UNL     1      -4.486   1.849  -1.777  1.00  0.00           H  
HETATM   45  H20 UNL     1      -4.523   0.078  -1.534  1.00  0.00           H  
HETATM   46  H21 UNL     1      -3.166   3.220  -0.458  1.00  0.00           H  
HETATM   47  H22 UNL     1      -2.031   2.658  -1.696  1.00  0.00           H  
HETATM   48  H23 UNL     1      -1.655   3.410   1.204  1.00  0.00           H  
HETATM   49  H24 UNL     1      -0.519   3.474  -0.156  1.00  0.00           H  
HETATM   50  H25 UNL     1      -0.964   1.372   1.925  1.00  0.00           H  
HETATM   51  H26 UNL     1       0.514   1.900   1.073  1.00  0.00           H  
HETATM   52  H27 UNL     1       1.275   0.588  -1.121  1.00  0.00           H  
HETATM   53  H28 UNL     1      -0.261   0.535  -2.177  1.00  0.00           H  
HETATM   54  H29 UNL     1       0.240   1.988  -1.329  1.00  0.00           H  
HETATM   55  H30 UNL     1       5.659   0.208   1.036  1.00  0.00           H  
HETATM   56  H31 UNL     1       4.092  -0.448   2.666  1.00  0.00           H  
HETATM   57  H32 UNL     1       5.015   2.333   0.532  1.00  0.00           H  
HETATM   58  H33 UNL     1       3.295   1.944   0.126  1.00  0.00           H  
HETATM   59  H34 UNL     1       5.647   1.531  -1.314  1.00  0.00           H  
CONECT    1    2    2   26   27
CONECT    2    3   22
CONECT    3    4    4   28
CONECT    4    5   29
CONECT    5    6   20   30
CONECT    6    7    8    9
CONECT    7   31   32   33
CONECT    8   34
CONECT    9   10   11   35
CONECT   10   36
CONECT   11   12   13   37
CONECT   12   38
CONECT   13   14   20   39
CONECT   14   15   16   17
CONECT   15   40   41   42
CONECT   16   43   44   45
CONECT   17   18   46   47
CONECT   18   19   48   49
CONECT   19   20   50   51
CONECT   20   21
CONECT   21   52   53   54
CONECT   22   23   24   55
CONECT   23   56
CONECT   24   25   57   58
CONECT   25   59
END

HMDB0035380
     RDKit          3D
Sterebin G
 59 60  0  0  0  0  0  0  0  0999 V2000
    4.9050   -1.8391   -0.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0301   -0.9487    0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6035   -1.2680    0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436   -0.5054    0.7064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2021   -0.6877    0.6592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1986   -2.0421    0.1874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1545   -2.3720   -1.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390   -3.0237    0.9560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6828   -2.3016    0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2025   -3.1191   -0.6727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4720   -1.0578    0.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4509   -0.6605    1.8292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9308    0.0089   -0.4233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9240    1.1219   -0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8520    1.1884    0.7207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8462    0.9331   -1.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3239    2.4874   -0.6396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2541    2.8101    0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5711    1.6149    0.9302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5457    0.4310   -0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2073    0.8770   -1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5318    0.2918    0.9435 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1252    0.4656    2.2881 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2938    1.5375    0.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6938    1.3618   -1.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4985   -2.7180   -0.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9367   -1.6074   -0.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3182   -2.1866   -0.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0549    0.4010    1.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1187   -0.6600    1.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282   -3.3829   -1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6845   -1.5999   -1.7941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8182   -2.5006   -1.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0555   -3.8737    0.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8642   -2.9021    1.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8766   -2.6783   -1.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5166   -1.3028    0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0839   -1.2543    2.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737   -0.4355   -1.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3410    1.4874    1.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5232    0.3281    0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5402    2.0580    0.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2154    0.8833   -2.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4865    1.8489   -1.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5232    0.0783   -1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1664    3.2203   -0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0311    2.6584   -1.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6549    3.4105    1.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5189    3.4737   -0.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9639    1.3717    1.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5139    1.8995    1.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2752    0.5879   -1.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2611    0.5353   -2.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2396    1.9876   -1.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6593    0.2082    1.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0924   -0.4482    2.6663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0147    2.3334    0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2950    1.9442    0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6469    1.5314   -1.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  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
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  2 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 20  5  1  0
 20 13  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 15 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 21 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 23 56  1  0
 24 57  1  0
 24 58  1  0
 25 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₀H₃₄O₅

Average Molecular Weight

354.481

Monoisotopic Molecular Weight

354.240624198

IUPAC Name

4-[(1E)-4,5-dihydroxy-3-methylidenepent-1-en-1-yl]-3,4a,8,8-tetramethyl-decahydronaphthalene-1,2,3-triol

Traditional Name

4-[(1E)-4,5-dihydroxy-3-methylidenepent-1-en-1-yl]-3,4a,8,8-tetramethyl-hexahydro-1H-naphthalene-1,2,3-triol

CAS Registry Number

114437-32-0

SMILES

CC1(C)CCCC2(C)C(\C=C\C(=C)C(O)CO)C(C)(O)C(O)C(O)C12

InChI Identifier

InChI=1S/C20H34O5/c1-12(13(22)11-21)7-8-14-19(4)10-6-9-18(2,3)16(19)15(23)17(24)20(14,5)25/h7-8,13-17,21-25H,1,6,9-11H2,2-5H3/b8-7+

InChI Key

VJXXTZUXTRIHAZ-BQYQJAHWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Labdane diterpenoid
Fatty alcohol
Fatty acyl
Cyclitol or derivatives
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Polyol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035380)

Source

Exogenous

Food

Food (HMDB: HMDB0035380)

Exogenous (HMDB: HMDB0035380)

Endogenous

Animal

Animal (HMDB: HMDB0035380)

Endogenous (HMDB: HMDB0035380)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035380)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035380)

Lipid metabolism pathway (HMDB: HMDB0035380)

Cellular process

Cell signaling (HMDB: HMDB0035380)

Biochemical process

Lipid transport (HMDB: HMDB0035380)

Role

Biological role

Energy source (HMDB: HMDB0035380)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035380)

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	129.5 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	0.91 g/L	ALOGPS
logP	1.34	ALOGPS
logP	0.74	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	12.85	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	101.15 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	98.01 m³·mol⁻¹	ChemAxon
Polarizability	39.91 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
DarkChem	[M+H]+	185.294	31661259
DarkChem	[M-H]-	178.774	31661259
DeepCCS	[M-2H]-	220.476	30932474
DeepCCS	[M+Na]+	196.511	30932474
AllCCS	[M+H]+	187.5	32859911
AllCCS	[M+H-H2O]+	184.9	32859911
AllCCS	[M+NH4]+	190.0	32859911
AllCCS	[M+Na]+	190.7	32859911
AllCCS	[M-H]-	189.6	32859911
AllCCS	[M+Na-2H]-	190.5	32859911
AllCCS	[M+HCOO]-	191.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.65 minutes	32390414
Predicted by Siyang on May 30, 2022	11.582 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.29 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	77.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2107.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	180.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	142.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	122.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	458.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	501.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	115.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	903.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	410.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1231.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	296.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	355.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	261.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	231.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sterebin G	CC1(C)CCCC2(C)C(\C=C\C(=C)C(O)CO)C(C)(O)C(O)C(O)C12	3351.9	Standard polar	33892256
Sterebin G	CC1(C)CCCC2(C)C(\C=C\C(=C)C(O)CO)C(C)(O)C(O)C(O)C12	2715.2	Standard non polar	33892256
Sterebin G	CC1(C)CCCC2(C)C(\C=C\C(=C)C(O)CO)C(C)(O)C(O)C(O)C12	2812.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Sterebin G,1TMS,isomer #1	C=C(/C=C/C1C(C)(O)C(O)C(O)C2C(C)(C)CCCC21C)C(CO)O[Si](C)(C)C	2980.8	Semi standard non polar	33892256
Sterebin G,1TMS,isomer #2	C=C(/C=C/C1C(C)(O)C(O)C(O)C2C(C)(C)CCCC21C)C(O)CO[Si](C)(C)C	2981.0	Semi standard non polar	33892256
Sterebin G,1TMS,isomer #3	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O)C1(C)O[Si](C)(C)C)C(O)CO	2935.8	Semi standard non polar	33892256
Sterebin G,1TMS,isomer #4	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C)C(O)C2C(C)(C)CCCC21C)C(O)CO	2942.1	Semi standard non polar	33892256
Sterebin G,1TMS,isomer #5	C=C(/C=C/C1C(C)(O)C(O)C(O[Si](C)(C)C)C2C(C)(C)CCCC21C)C(O)CO	2919.9	Semi standard non polar	33892256
Sterebin G,2TMS,isomer #1	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O)C1(C)O[Si](C)(C)C)C(CO)O[Si](C)(C)C	2900.4	Semi standard non polar	33892256
Sterebin G,2TMS,isomer #10	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2C(C)(C)CCCC21C)C(O)CO	2887.3	Semi standard non polar	33892256
Sterebin G,2TMS,isomer #2	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C)C(O)C2C(C)(C)CCCC21C)C(CO)O[Si](C)(C)C	2885.8	Semi standard non polar	33892256
Sterebin G,2TMS,isomer #3	C=C(/C=C/C1C(C)(O)C(O)C(O[Si](C)(C)C)C2C(C)(C)CCCC21C)C(CO)O[Si](C)(C)C	2881.5	Semi standard non polar	33892256
Sterebin G,2TMS,isomer #4	C=C(/C=C/C1C(C)(O)C(O)C(O)C2C(C)(C)CCCC21C)C(CO[Si](C)(C)C)O[Si](C)(C)C	2995.6	Semi standard non polar	33892256
Sterebin G,2TMS,isomer #5	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O)C1(C)O[Si](C)(C)C)C(O)CO[Si](C)(C)C	2905.5	Semi standard non polar	33892256
Sterebin G,2TMS,isomer #6	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C)C(O)C2C(C)(C)CCCC21C)C(O)CO[Si](C)(C)C	2890.7	Semi standard non polar	33892256
Sterebin G,2TMS,isomer #7	C=C(/C=C/C1C(C)(O)C(O)C(O[Si](C)(C)C)C2C(C)(C)CCCC21C)C(O)CO[Si](C)(C)C	2887.9	Semi standard non polar	33892256
Sterebin G,2TMS,isomer #8	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O[Si](C)(C)C)C(O)C1(C)O[Si](C)(C)C)C(O)CO	2882.9	Semi standard non polar	33892256
Sterebin G,2TMS,isomer #9	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O[Si](C)(C)C)C1(C)O[Si](C)(C)C)C(O)CO	2900.1	Semi standard non polar	33892256
Sterebin G,3TMS,isomer #1	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O[Si](C)(C)C)C(O)C1(C)O[Si](C)(C)C)C(CO)O[Si](C)(C)C	2823.5	Semi standard non polar	33892256
Sterebin G,3TMS,isomer #10	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1(C)O[Si](C)(C)C)C(O)CO	2894.0	Semi standard non polar	33892256
Sterebin G,3TMS,isomer #2	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O[Si](C)(C)C)C1(C)O[Si](C)(C)C)C(CO)O[Si](C)(C)C	2828.4	Semi standard non polar	33892256
Sterebin G,3TMS,isomer #3	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O)C1(C)O[Si](C)(C)C)C(CO[Si](C)(C)C)O[Si](C)(C)C	2822.5	Semi standard non polar	33892256
Sterebin G,3TMS,isomer #4	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2C(C)(C)CCCC21C)C(CO)O[Si](C)(C)C	2822.7	Semi standard non polar	33892256
Sterebin G,3TMS,isomer #5	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C)C(O)C2C(C)(C)CCCC21C)C(CO[Si](C)(C)C)O[Si](C)(C)C	2826.7	Semi standard non polar	33892256
Sterebin G,3TMS,isomer #6	C=C(/C=C/C1C(C)(O)C(O)C(O[Si](C)(C)C)C2C(C)(C)CCCC21C)C(CO[Si](C)(C)C)O[Si](C)(C)C	2820.0	Semi standard non polar	33892256
Sterebin G,3TMS,isomer #7	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O[Si](C)(C)C)C(O)C1(C)O[Si](C)(C)C)C(O)CO[Si](C)(C)C	2832.8	Semi standard non polar	33892256
Sterebin G,3TMS,isomer #8	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O[Si](C)(C)C)C1(C)O[Si](C)(C)C)C(O)CO[Si](C)(C)C	2842.2	Semi standard non polar	33892256
Sterebin G,3TMS,isomer #9	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2C(C)(C)CCCC21C)C(O)CO[Si](C)(C)C	2831.7	Semi standard non polar	33892256
Sterebin G,4TMS,isomer #1	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1(C)O[Si](C)(C)C)C(CO)O[Si](C)(C)C	2824.8	Semi standard non polar	33892256
Sterebin G,4TMS,isomer #2	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O[Si](C)(C)C)C(O)C1(C)O[Si](C)(C)C)C(CO[Si](C)(C)C)O[Si](C)(C)C	2799.2	Semi standard non polar	33892256
Sterebin G,4TMS,isomer #3	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O[Si](C)(C)C)C1(C)O[Si](C)(C)C)C(CO[Si](C)(C)C)O[Si](C)(C)C	2787.6	Semi standard non polar	33892256
Sterebin G,4TMS,isomer #4	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2C(C)(C)CCCC21C)C(CO[Si](C)(C)C)O[Si](C)(C)C	2783.5	Semi standard non polar	33892256
Sterebin G,4TMS,isomer #5	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1(C)O[Si](C)(C)C)C(O)CO[Si](C)(C)C	2827.7	Semi standard non polar	33892256
Sterebin G,5TMS,isomer #1	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O[Si](C)(C)C)C(O[Si](C)(C)C)C1(C)O[Si](C)(C)C)C(CO[Si](C)(C)C)O[Si](C)(C)C	2814.2	Semi standard non polar	33892256
Sterebin G,1TBDMS,isomer #1	C=C(/C=C/C1C(C)(O)C(O)C(O)C2C(C)(C)CCCC21C)C(CO)O[Si](C)(C)C(C)(C)C	3231.8	Semi standard non polar	33892256
Sterebin G,1TBDMS,isomer #2	C=C(/C=C/C1C(C)(O)C(O)C(O)C2C(C)(C)CCCC21C)C(O)CO[Si](C)(C)C(C)(C)C	3235.8	Semi standard non polar	33892256
Sterebin G,1TBDMS,isomer #3	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O)C1(C)O[Si](C)(C)C(C)(C)C)C(O)CO	3167.2	Semi standard non polar	33892256
Sterebin G,1TBDMS,isomer #4	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C(C)(C)C)C(O)C2C(C)(C)CCCC21C)C(O)CO	3167.1	Semi standard non polar	33892256
Sterebin G,1TBDMS,isomer #5	C=C(/C=C/C1C(C)(O)C(O)C(O[Si](C)(C)C(C)(C)C)C2C(C)(C)CCCC21C)C(O)CO	3160.6	Semi standard non polar	33892256
Sterebin G,2TBDMS,isomer #1	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O)C1(C)O[Si](C)(C)C(C)(C)C)C(CO)O[Si](C)(C)C(C)(C)C	3363.5	Semi standard non polar	33892256
Sterebin G,2TBDMS,isomer #10	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2C(C)(C)CCCC21C)C(O)CO	3351.8	Semi standard non polar	33892256
Sterebin G,2TBDMS,isomer #2	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C(C)(C)C)C(O)C2C(C)(C)CCCC21C)C(CO)O[Si](C)(C)C(C)(C)C	3345.3	Semi standard non polar	33892256
Sterebin G,2TBDMS,isomer #3	C=C(/C=C/C1C(C)(O)C(O)C(O[Si](C)(C)C(C)(C)C)C2C(C)(C)CCCC21C)C(CO)O[Si](C)(C)C(C)(C)C	3364.3	Semi standard non polar	33892256
Sterebin G,2TBDMS,isomer #4	C=C(/C=C/C1C(C)(O)C(O)C(O)C2C(C)(C)CCCC21C)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3466.4	Semi standard non polar	33892256
Sterebin G,2TBDMS,isomer #5	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O)C1(C)O[Si](C)(C)C(C)(C)C)C(O)CO[Si](C)(C)C(C)(C)C	3361.0	Semi standard non polar	33892256
Sterebin G,2TBDMS,isomer #6	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C(C)(C)C)C(O)C2C(C)(C)CCCC21C)C(O)CO[Si](C)(C)C(C)(C)C	3342.8	Semi standard non polar	33892256
Sterebin G,2TBDMS,isomer #7	C=C(/C=C/C1C(C)(O)C(O)C(O[Si](C)(C)C(C)(C)C)C2C(C)(C)CCCC21C)C(O)CO[Si](C)(C)C(C)(C)C	3360.5	Semi standard non polar	33892256
Sterebin G,2TBDMS,isomer #8	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O[Si](C)(C)C(C)(C)C)C(O)C1(C)O[Si](C)(C)C(C)(C)C)C(O)CO	3343.1	Semi standard non polar	33892256
Sterebin G,2TBDMS,isomer #9	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O[Si](C)(C)C(C)(C)C)C1(C)O[Si](C)(C)C(C)(C)C)C(O)CO	3351.5	Semi standard non polar	33892256
Sterebin G,3TBDMS,isomer #1	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O[Si](C)(C)C(C)(C)C)C(O)C1(C)O[Si](C)(C)C(C)(C)C)C(CO)O[Si](C)(C)C(C)(C)C	3511.9	Semi standard non polar	33892256
Sterebin G,3TBDMS,isomer #10	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1(C)O[Si](C)(C)C(C)(C)C)C(O)CO	3570.2	Semi standard non polar	33892256
Sterebin G,3TBDMS,isomer #2	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O[Si](C)(C)C(C)(C)C)C1(C)O[Si](C)(C)C(C)(C)C)C(CO)O[Si](C)(C)C(C)(C)C	3517.7	Semi standard non polar	33892256
Sterebin G,3TBDMS,isomer #3	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O)C1(C)O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3523.8	Semi standard non polar	33892256
Sterebin G,3TBDMS,isomer #4	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2C(C)(C)CCCC21C)C(CO)O[Si](C)(C)C(C)(C)C	3512.4	Semi standard non polar	33892256
Sterebin G,3TBDMS,isomer #5	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C(C)(C)C)C(O)C2C(C)(C)CCCC21C)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3507.2	Semi standard non polar	33892256
Sterebin G,3TBDMS,isomer #6	C=C(/C=C/C1C(C)(O)C(O)C(O[Si](C)(C)C(C)(C)C)C2C(C)(C)CCCC21C)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3515.4	Semi standard non polar	33892256
Sterebin G,3TBDMS,isomer #7	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O[Si](C)(C)C(C)(C)C)C(O)C1(C)O[Si](C)(C)C(C)(C)C)C(O)CO[Si](C)(C)C(C)(C)C	3504.0	Semi standard non polar	33892256
Sterebin G,3TBDMS,isomer #8	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O[Si](C)(C)C(C)(C)C)C1(C)O[Si](C)(C)C(C)(C)C)C(O)CO[Si](C)(C)C(C)(C)C	3517.8	Semi standard non polar	33892256
Sterebin G,3TBDMS,isomer #9	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2C(C)(C)CCCC21C)C(O)CO[Si](C)(C)C(C)(C)C	3510.6	Semi standard non polar	33892256
Sterebin G,4TBDMS,isomer #1	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1(C)O[Si](C)(C)C(C)(C)C)C(CO)O[Si](C)(C)C(C)(C)C	3723.2	Semi standard non polar	33892256
Sterebin G,4TBDMS,isomer #2	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O[Si](C)(C)C(C)(C)C)C(O)C1(C)O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3675.1	Semi standard non polar	33892256
Sterebin G,4TBDMS,isomer #3	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O[Si](C)(C)C(C)(C)C)C1(C)O[Si](C)(C)C(C)(C)C)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3686.2	Semi standard non polar	33892256
Sterebin G,4TBDMS,isomer #4	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2C(C)(C)CCCC21C)C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3666.9	Semi standard non polar	33892256
Sterebin G,4TBDMS,isomer #5	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1(C)O[Si](C)(C)C(C)(C)C)C(O)CO[Si](C)(C)C(C)(C)C	3712.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Sterebin G GC-MS (Non-derivatized) - 70eV, Positive	splash10-007c-1497000000-c2fa86f43bbe4c518a75	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sterebin G GC-MS (4 TMS) - 70eV, Positive	splash10-004i-1001129000-7f9a717f4a538c40ce25	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sterebin G 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 - Sterebin G 10V, Positive-QTOF	splash10-0a4r-1129000000-9d1551c73e723712b706	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin G 20V, Positive-QTOF	splash10-0fts-4194000000-04e195a3cf6cb5dc6a89	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin G 40V, Positive-QTOF	splash10-014j-9331000000-7fb5698565f79c2a0cff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin G 10V, Negative-QTOF	splash10-0udi-0019000000-74e512565d5b6b8f7e7d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin G 20V, Negative-QTOF	splash10-0ug3-1069000000-46ebd8d2a1f2270183d2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin G 40V, Negative-QTOF	splash10-054o-4091000000-145a0986adc81ca49b18	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin G 10V, Negative-QTOF	splash10-0udi-0009000000-8cf181431c76fc8f2ef9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin G 20V, Negative-QTOF	splash10-0udi-0039000000-2f2bed895ac1aacde62a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin G 40V, Negative-QTOF	splash10-000l-1090000000-225889a72041508476d0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin G 10V, Positive-QTOF	splash10-0a4i-0219000000-f4ec6557a84e136fad30	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin G 20V, Positive-QTOF	splash10-0690-7936000000-7b45d7ac6c99e3729d6e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin G 40V, Positive-QTOF	splash10-00xu-9400000000-7c4207fe732597e20019	2021-09-23	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

FDB014055

KNApSAcK ID

C00057780

Chemspider ID

35013917

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13996077

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1849551

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 Sterebin G (HMDB0035380)

MOL for HMDB0035380 (Sterebin G)

3D MOL for HMDB0035380 (Sterebin G)

3D SDF for HMDB0035380 (Sterebin G)

3D-SDF for HMDB0035380 (Sterebin G)

PDB for HMDB0035380 (Sterebin G)

3D PDB for HMDB0035380 (Sterebin G)

SMILES for HMDB0035380 (Sterebin G)

INCHI for HMDB0035380 (Sterebin G)

Structure for HMDB0035380 (Sterebin G)

3D Structure for HMDB0035380 (Sterebin G)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra