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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:18:04 UTC

Update Date

2022-03-07 02:54:28 UTC

HMDB ID

HMDB0035337

Secondary Accession Numbers

HMDB35337

Metabolite Identification

Common Name

Sterebin A

Description

Sterebin A belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on Sterebin A.

Structure

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

HMDB0035337
     RDKit          3D
Sterebin A
 52 53  0  0  0  0  0  0  0  0999 V2000
    4.9843   -2.2220    0.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3314   -0.9037    0.9291 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0059    0.1119    1.2581 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8983   -0.7828    0.5903 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3070    0.3657    0.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9119    0.7093    0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792    1.9177   -0.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4731    3.0547    0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7331    1.7362   -1.6898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4848    2.3295   -1.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1242    3.0430    0.0040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3782    1.1436   -1.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6340    1.7079   -1.5865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3690    0.1807   -0.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4885   -0.7908   -0.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402   -1.8095   -1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7959   -0.0222   -0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4863   -1.5245    1.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3199   -1.1506    1.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0124   -1.3306    1.1763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0120   -0.4021   -0.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4641   -1.1692   -1.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6607   -2.8863    1.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7149   -2.7797   -0.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0796   -2.1264    0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3508   -1.6389    0.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9327    1.2276    0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5002    1.1179    1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9981    4.0285   -0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2833    2.8934    1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5717    3.0890    0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3833    2.3306   -2.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4039    2.9849   -1.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7214    2.8824    0.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0252    0.7808   -2.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7498    2.5807   -1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429    0.8393    0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5542   -2.3076   -1.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8242   -2.6241   -1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6110   -1.3413   -2.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5521   -0.6751    0.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2078    0.0279   -1.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7904    0.9186    0.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5060   -2.6328    0.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4101   -1.3099    1.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2372   -1.8944    2.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3403   -0.1698    2.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1535   -2.3735    0.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7599   -1.0438    1.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4237   -0.7503   -1.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2430   -1.0757   -2.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5398   -2.2641   -1.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21  6  1  0
 21 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 22 50  1  0
 22 51  1  0
 22 52  1  0
M  END


  Mrv0541 05061308232D          

 22 23  0  0  0  0            999 V2000
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -0.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8545    0.3627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
  9  6  1  0  0  0  0
 10  6  1  0  0  0  0
 11  1  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 14 13  1  0  0  0  0
 15 13  1  0  0  0  0
 16  2  1  0  0  0  0
 16  3  1  0  0  0  0
 16  9  1  0  0  0  0
 16 14  1  0  0  0  0
 17  4  1  0  0  0  0
 17 10  1  0  0  0  0
 17 12  1  0  0  0  0
 17 14  1  0  0  0  0
 18  5  1  0  0  0  0
 18 12  1  0  0  0  0
 18 15  1  0  0  0  0
 19 11  2  0  0  0  0
 20 13  1  0  0  0  0
 21 15  1  0  0  0  0
 22 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035337

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)\C=C\C1C(C)(O)C(O)C(O)C2C(C)(C)CCCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O4/c1-11(19)7-8-12-17(4)10-6-9-16(2,3)14(17)13(20)15(21)18(12,5)22/h7-8,12-15,20-22H,6,9-10H2,1-5H3/b8-7+

> <INCHI_KEY>
GUVJPXABQYFWPD-BQYQJAHWSA-N

> <FORMULA>
C18H30O4

> <MOLECULAR_WEIGHT>
310.4284

> <EXACT_MASS>
310.214409448

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
35.17988727195946

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E)-4-(2,3,4-trihydroxy-2,5,5,8a-tetramethyl-decahydronaphthalen-1-yl)but-3-en-2-one

> <ALOGPS_LOGP>
1.80

> <JCHEM_LOGP>
1.637297007333332

> <ALOGPS_LOGS>
-2.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.229672528833529

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.908965650645413

> <JCHEM_PKA_STRONGEST_BASIC>
-3.30706346790687

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
86.53889999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-4-(2,3,4-trihydroxy-2,5,5,8a-tetramethyl-hexahydro-1H-naphthalen-1-yl)but-3-en-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035337
     RDKit          3D
Sterebin A
 52 53  0  0  0  0  0  0  0  0999 V2000
    4.9843   -2.2220    0.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3314   -0.9037    0.9291 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0059    0.1119    1.2581 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8983   -0.7828    0.5903 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3070    0.3657    0.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9119    0.7093    0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792    1.9177   -0.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4731    3.0547    0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7331    1.7362   -1.6898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4848    2.3295   -1.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1242    3.0430    0.0040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3782    1.1436   -1.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6340    1.7079   -1.5865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3690    0.1807   -0.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4885   -0.7908   -0.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402   -1.8095   -1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7959   -0.0222   -0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4863   -1.5245    1.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3199   -1.1506    1.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0124   -1.3306    1.1763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0120   -0.4021   -0.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4641   -1.1692   -1.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6607   -2.8863    1.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7149   -2.7797   -0.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0796   -2.1264    0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3508   -1.6389    0.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9327    1.2276    0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5002    1.1179    1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9981    4.0285   -0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2833    2.8934    1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5717    3.0890    0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3833    2.3306   -2.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4039    2.9849   -1.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7214    2.8824    0.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0252    0.7808   -2.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7498    2.5807   -1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429    0.8393    0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5542   -2.3076   -1.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8242   -2.6241   -1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6110   -1.3413   -2.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5521   -0.6751    0.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2078    0.0279   -1.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7904    0.9186    0.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5060   -2.6328    0.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4101   -1.3099    1.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2372   -1.8944    2.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3403   -0.1698    2.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1535   -2.3735    0.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7599   -1.0438    1.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4237   -0.7503   -1.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2430   -1.0757   -2.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5398   -2.2641   -1.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21  6  1  0
 21 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 22 50  1  0
 22 51  1  0
 22 52  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       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.677  -4.260   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.657  -4.260   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.185  -1.037   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       7.195   0.677   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   16                                                            
CONECT    3   16                                                            
CONECT    4   17                                                            
CONECT    5   18                                                            
CONECT    6    9   10                                                       
CONECT    7    8   11                                                       
CONECT    8    7   12                                                       
CONECT    9    6   16                                                       
CONECT   10    6   17                                                       
CONECT   11    1    7   19                                                  
CONECT   12    8   17   18                                                  
CONECT   13   14   15   20                                                  
CONECT   14   13   16   17                                                  
CONECT   15   13   18   21                                                  
CONECT   16    2    3    9   14                                             
CONECT   17    4   10   12   14                                             
CONECT   18    5   12   15   22                                             
CONECT   19   11                                                            
CONECT   20   13                                                            
CONECT   21   15                                                            
CONECT   22   18                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0035337
HETATM    1  C1  UNL     1       4.984  -2.222   0.884  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.331  -0.904   0.929  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.006   0.112   1.258  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.898  -0.783   0.590  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.307   0.366   0.624  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.912   0.709   0.331  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.879   1.918  -0.606  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.473   3.055   0.218  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.733   1.736  -1.690  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.485   2.330  -1.007  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.124   3.043   0.004  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.378   1.144  -1.382  1.00  0.00           C  
HETATM   13  O4  UNL     1      -2.634   1.708  -1.586  1.00  0.00           O  
HETATM   14  C10 UNL     1      -1.369   0.181  -0.235  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.489  -0.791  -0.207  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.540  -1.809  -1.293  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.796  -0.022  -0.275  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.486  -1.524   1.117  1.00  0.00           C  
HETATM   19  C15 UNL     1      -1.320  -1.151   1.957  1.00  0.00           C  
HETATM   20  C16 UNL     1      -0.012  -1.331   1.176  1.00  0.00           C  
HETATM   21  C17 UNL     1       0.012  -0.402  -0.051  1.00  0.00           C  
HETATM   22  C18 UNL     1       0.464  -1.169  -1.275  1.00  0.00           C  
HETATM   23  H1  UNL     1       4.661  -2.886   1.728  1.00  0.00           H  
HETATM   24  H2  UNL     1       4.715  -2.780  -0.054  1.00  0.00           H  
HETATM   25  H3  UNL     1       6.080  -2.126   0.884  1.00  0.00           H  
HETATM   26  H4  UNL     1       2.351  -1.639   0.313  1.00  0.00           H  
HETATM   27  H5  UNL     1       2.933   1.228   0.916  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.500   1.118   1.286  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.998   4.028  -0.037  1.00  0.00           H  
HETATM   30  H8  UNL     1       1.283   2.893   1.308  1.00  0.00           H  
HETATM   31  H9  UNL     1       2.572   3.089   0.105  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.383   2.331  -2.415  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.404   2.985  -1.897  1.00  0.00           H  
HETATM   34  H12 UNL     1      -0.721   2.882   0.885  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.025   0.781  -2.335  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.750   2.581  -1.156  1.00  0.00           H  
HETATM   37  H15 UNL     1      -1.543   0.839   0.669  1.00  0.00           H  
HETATM   38  H16 UNL     1      -3.554  -2.308  -1.189  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.824  -2.624  -1.227  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.611  -1.341  -2.317  1.00  0.00           H  
HETATM   41  H19 UNL     1      -4.552  -0.675   0.259  1.00  0.00           H  
HETATM   42  H20 UNL     1      -4.208   0.028  -1.311  1.00  0.00           H  
HETATM   43  H21 UNL     1      -3.790   0.919   0.273  1.00  0.00           H  
HETATM   44  H22 UNL     1      -2.506  -2.633   0.980  1.00  0.00           H  
HETATM   45  H23 UNL     1      -3.410  -1.310   1.727  1.00  0.00           H  
HETATM   46  H24 UNL     1      -1.237  -1.894   2.797  1.00  0.00           H  
HETATM   47  H25 UNL     1      -1.340  -0.170   2.422  1.00  0.00           H  
HETATM   48  H26 UNL     1       0.153  -2.374   0.918  1.00  0.00           H  
HETATM   49  H27 UNL     1       0.760  -1.044   1.931  1.00  0.00           H  
HETATM   50  H28 UNL     1       1.424  -0.750  -1.699  1.00  0.00           H  
HETATM   51  H29 UNL     1      -0.243  -1.076  -2.138  1.00  0.00           H  
HETATM   52  H30 UNL     1       0.540  -2.264  -1.105  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    3    4
CONECT    4    5    5   26
CONECT    5    6   27
CONECT    6    7   21   28
CONECT    7    8    9   10
CONECT    8   29   30   31
CONECT    9   32
CONECT   10   11   12   33
CONECT   11   34
CONECT   12   13   14   35
CONECT   13   36
CONECT   14   15   21   37
CONECT   15   16   17   18
CONECT   16   38   39   40
CONECT   17   41   42   43
CONECT   18   19   44   45
CONECT   19   20   46   47
CONECT   20   21   48   49
CONECT   21   22
CONECT   22   50   51   52
END

HMDB0035337
     RDKit          3D
Sterebin A
 52 53  0  0  0  0  0  0  0  0999 V2000
    4.9843   -2.2220    0.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3314   -0.9037    0.9291 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0059    0.1119    1.2581 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8983   -0.7828    0.5903 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3070    0.3657    0.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9119    0.7093    0.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792    1.9177   -0.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4731    3.0547    0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7331    1.7362   -1.6898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4848    2.3295   -1.0071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1242    3.0430    0.0040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3782    1.1436   -1.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6340    1.7079   -1.5865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3690    0.1807   -0.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4885   -0.7908   -0.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402   -1.8095   -1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7959   -0.0222   -0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4863   -1.5245    1.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3199   -1.1506    1.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0124   -1.3306    1.1763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0120   -0.4021   -0.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4641   -1.1692   -1.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6607   -2.8863    1.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7149   -2.7797   -0.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0796   -2.1264    0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3508   -1.6389    0.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9327    1.2276    0.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5002    1.1179    1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9981    4.0285   -0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2833    2.8934    1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5717    3.0890    0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3833    2.3306   -2.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4039    2.9849   -1.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7214    2.8824    0.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0252    0.7808   -2.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7498    2.5807   -1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429    0.8393    0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5542   -2.3076   -1.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8242   -2.6241   -1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6110   -1.3413   -2.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5521   -0.6751    0.2585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2078    0.0279   -1.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7904    0.9186    0.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5060   -2.6328    0.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4101   -1.3099    1.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2372   -1.8944    2.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3403   -0.1698    2.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1535   -2.3735    0.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7599   -1.0438    1.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4237   -0.7503   -1.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2430   -1.0757   -2.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5398   -2.2641   -1.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21  6  1  0
 21 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 14 37  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 22 50  1  0
 22 51  1  0
 22 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6a,7b,8a-Trihydroxy-14,15-dinor-11-labden-13-one	HMDB

Chemical Formula

C₁₈H₃₀O₄

Average Molecular Weight

310.4284

Monoisotopic Molecular Weight

310.214409448

IUPAC Name

(3E)-4-(2,3,4-trihydroxy-2,5,5,8a-tetramethyl-decahydronaphthalen-1-yl)but-3-en-2-one

Traditional Name

(3E)-4-(2,3,4-trihydroxy-2,5,5,8a-tetramethyl-hexahydro-1H-naphthalen-1-yl)but-3-en-2-one

CAS Registry Number

107647-14-3

SMILES

CC(=O)\C=C\C1C(C)(O)C(O)C(O)C2C(C)(C)CCCC12C

InChI Identifier

InChI=1S/C18H30O4/c1-11(19)7-8-12-17(4)10-6-9-16(2,3)14(17)13(20)15(21)18(12,5)22/h7-8,12-15,20-22H,6,9-10H2,1-5H3/b8-7+

InChI Key

GUVJPXABQYFWPD-BQYQJAHWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Megastigmane sesquiterpenoid
Sesquiterpenoid
Cyclitol or derivatives
Acryloyl-group
Cyclic alcohol
Alpha,beta-unsaturated ketone
Tertiary alcohol
Enone
Secondary alcohol
Ketone
Polyol
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Organooxygen compound
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: HMDB0035337)

Source

Endogenous

Endogenous (HMDB: HMDB0035337)

Animal

Animal (HMDB: HMDB0035337)

Exogenous

Food

Food (HMDB: HMDB0035337)

Exogenous (HMDB: HMDB0035337)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035337)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035337)

Lipid metabolism pathway (HMDB: HMDB0035337)

Cellular process

Cell signaling (HMDB: HMDB0035337)

Biochemical process

Lipid transport (HMDB: HMDB0035337)

Role

Biological role

Energy source (HMDB: HMDB0035337)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035337)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	157 - 158 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	121.6 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	0.56 g/L	ALOGPS
logP	1.8	ALOGPS
logP	1.64	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	12.91	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	86.54 m³·mol⁻¹	ChemAxon
Polarizability	35.18 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
DeepCCS	[M-2H]-	202.638	30932474
DeepCCS	[M+Na]+	177.866	30932474
AllCCS	[M+H]+	175.3	32859911
AllCCS	[M+H-H2O]+	172.3	32859911
AllCCS	[M+NH4]+	178.1	32859911
AllCCS	[M+Na]+	178.9	32859911
AllCCS	[M-H]-	180.9	32859911
AllCCS	[M+Na-2H]-	181.5	32859911
AllCCS	[M+HCOO]-	182.4	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.	4.77 minutes	32390414
Predicted by Siyang on May 30, 2022	11.8515 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.48 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2254.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	205.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	155.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	162.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	120.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	510.8 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	521.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	83.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	963.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	418.1 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	1277.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	340.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	361.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	231.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	266.9 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	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sterebin A	CC(=O)\C=C\C1C(C)(O)C(O)C(O)C2C(C)(C)CCCC12C	3610.1	Standard polar	33892256
Sterebin A	CC(=O)\C=C\C1C(C)(O)C(O)C(O)C2C(C)(C)CCCC12C	2380.2	Standard non polar	33892256
Sterebin A	CC(=O)\C=C\C1C(C)(O)C(O)C(O)C2C(C)(C)CCCC12C	2510.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Sterebin A,1TMS,isomer #1	CC(=O)/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O)C1(C)O[Si](C)(C)C	2601.4	Semi standard non polar	33892256
Sterebin A,1TMS,isomer #2	CC(=O)/C=C/C1C(C)(O)C(O[Si](C)(C)C)C(O)C2C(C)(C)CCCC21C	2599.1	Semi standard non polar	33892256
Sterebin A,1TMS,isomer #3	CC(=O)/C=C/C1C(C)(O)C(O)C(O[Si](C)(C)C)C2C(C)(C)CCCC21C	2586.6	Semi standard non polar	33892256
Sterebin A,1TMS,isomer #4	C=C(/C=C/C1C(C)(O)C(O)C(O)C2C(C)(C)CCCC21C)O[Si](C)(C)C	2693.7	Semi standard non polar	33892256
Sterebin A,2TMS,isomer #1	CC(=O)/C=C/C1C2(C)CCCC(C)(C)C2C(O[Si](C)(C)C)C(O)C1(C)O[Si](C)(C)C	2538.6	Semi standard non polar	33892256
Sterebin A,2TMS,isomer #2	CC(=O)/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O[Si](C)(C)C)C1(C)O[Si](C)(C)C	2553.5	Semi standard non polar	33892256
Sterebin A,2TMS,isomer #3	C=C(/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O)C1(C)O[Si](C)(C)C)O[Si](C)(C)C	2608.9	Semi standard non polar	33892256
Sterebin A,2TMS,isomer #4	CC(=O)/C=C/C1C(C)(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2C(C)(C)CCCC21C	2535.8	Semi standard non polar	33892256
Sterebin A,2TMS,isomer #5	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C)C(O)C2C(C)(C)CCCC21C)O[Si](C)(C)C	2588.1	Semi standard non polar	33892256
Sterebin A,2TMS,isomer #6	C=C(/C=C/C1C(C)(O)C(O)C(O[Si](C)(C)C)C2C(C)(C)CCCC21C)O[Si](C)(C)C	2589.2	Semi standard non polar	33892256
Sterebin A,3TMS,isomer #1	CC(=O)/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	2551.3	Semi standard non polar	33892256
Sterebin A,3TMS,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)O[Si](C)(C)C	2565.4	Semi standard non polar	33892256
Sterebin A,3TMS,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)O[Si](C)(C)C	2565.2	Semi standard non polar	33892256
Sterebin A,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)O[Si](C)(C)C	2558.8	Semi standard non polar	33892256
Sterebin A,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)O[Si](C)(C)C	2583.1	Semi standard non polar	33892256
Sterebin A,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)O[Si](C)(C)C	2551.6	Standard non polar	33892256
Sterebin A,1TBDMS,isomer #1	CC(=O)/C=C/C1C2(C)CCCC(C)(C)C2C(O)C(O)C1(C)O[Si](C)(C)C(C)(C)C	2850.6	Semi standard non polar	33892256
Sterebin A,1TBDMS,isomer #2	CC(=O)/C=C/C1C(C)(O)C(O[Si](C)(C)C(C)(C)C)C(O)C2C(C)(C)CCCC21C	2828.5	Semi standard non polar	33892256
Sterebin A,1TBDMS,isomer #3	CC(=O)/C=C/C1C(C)(O)C(O)C(O[Si](C)(C)C(C)(C)C)C2C(C)(C)CCCC21C	2833.4	Semi standard non polar	33892256
Sterebin A,1TBDMS,isomer #4	C=C(/C=C/C1C(C)(O)C(O)C(O)C2C(C)(C)CCCC21C)O[Si](C)(C)C(C)(C)C	2927.1	Semi standard non polar	33892256
Sterebin A,2TBDMS,isomer #1	CC(=O)/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	3001.9	Semi standard non polar	33892256
Sterebin A,2TBDMS,isomer #2	CC(=O)/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	3008.8	Semi standard non polar	33892256
Sterebin A,2TBDMS,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)O[Si](C)(C)C(C)(C)C	3072.8	Semi standard non polar	33892256
Sterebin A,2TBDMS,isomer #4	CC(=O)/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	3006.2	Semi standard non polar	33892256
Sterebin A,2TBDMS,isomer #5	C=C(/C=C/C1C(C)(O)C(O[Si](C)(C)C(C)(C)C)C(O)C2C(C)(C)CCCC21C)O[Si](C)(C)C(C)(C)C	3043.0	Semi standard non polar	33892256
Sterebin A,2TBDMS,isomer #6	C=C(/C=C/C1C(C)(O)C(O)C(O[Si](C)(C)C(C)(C)C)C2C(C)(C)CCCC21C)O[Si](C)(C)C(C)(C)C	3066.0	Semi standard non polar	33892256
Sterebin A,3TBDMS,isomer #1	CC(=O)/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	3229.8	Semi standard non polar	33892256
Sterebin A,3TBDMS,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)O[Si](C)(C)C(C)(C)C	3247.3	Semi standard non polar	33892256
Sterebin A,3TBDMS,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)O[Si](C)(C)C(C)(C)C	3247.0	Semi standard non polar	33892256
Sterebin A,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)O[Si](C)(C)C(C)(C)C	3249.1	Semi standard non polar	33892256
Sterebin A,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)O[Si](C)(C)C(C)(C)C	3465.7	Semi standard non polar	33892256
Sterebin A,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)O[Si](C)(C)C(C)(C)C	3349.6	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 A GC-MS (Non-derivatized) - 70eV, Positive	splash10-000b-0490000000-2aa4276764e3698c3d67	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sterebin A GC-MS (3 TMS) - 70eV, Positive	splash10-03di-3124590000-9880a69a657a126edb8e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sterebin A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sterebin A 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 A 10V, Positive-QTOF	splash10-01ox-1093000000-2e9af314574f6bb8e881	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin A 20V, Positive-QTOF	splash10-0gxx-3091000000-0e877612bc9f71cf3451	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin A 40V, Positive-QTOF	splash10-01bc-9250000000-f7635380d96c1fd321dc	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin A 10V, Negative-QTOF	splash10-0a4i-0049000000-0a39289fa34fc697f4d7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin A 20V, Negative-QTOF	splash10-0a4l-0094000000-ab4ea454ab68086bbda9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin A 40V, Negative-QTOF	splash10-052f-1190000000-d57901b6fa47ec9c67bf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin A 10V, Negative-QTOF	splash10-0a4i-0009000000-f439b3631ca110b7c8ba	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin A 20V, Negative-QTOF	splash10-0a4i-1079000000-61f64aceaa038f844d77	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin A 40V, Negative-QTOF	splash10-009f-0090000000-40ba2b86f5ac5cfe9466	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin A 10V, Positive-QTOF	splash10-03di-0589000000-b700dd389a285952f480	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin A 20V, Positive-QTOF	splash10-0330-9650000000-ec9cc0f95c9aa5bb63ee	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sterebin A 40V, Positive-QTOF	splash10-0296-9400000000-6d405904c4f81e4460be	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014009

KNApSAcK ID

C00023382

Chemspider ID

35013904

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751709

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1849241

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 A (HMDB0035337)

MOL for HMDB0035337 (Sterebin A)

3D MOL for HMDB0035337 (Sterebin A)

3D SDF for HMDB0035337 (Sterebin A)

3D-SDF for HMDB0035337 (Sterebin A)

PDB for HMDB0035337 (Sterebin A)

3D PDB for HMDB0035337 (Sterebin A)

SMILES for HMDB0035337 (Sterebin A)

INCHI for HMDB0035337 (Sterebin A)

Structure for HMDB0035337 (Sterebin A)

3D Structure for HMDB0035337 (Sterebin A)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra