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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:07:06 UTC

Update Date

2022-03-07 02:55:07 UTC

HMDB ID

HMDB0036930

Secondary Accession Numbers

HMDB36930

Metabolite Identification

Common Name

Grandiflorolic acid

Description

delta-Carotene-1,2-epoxide belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone. delta-Carotene-1,2-epoxide is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0036930
     RDKit          3D
Grandiflorolic acid
 53 56  0  0  0  0  0  0  0  0999 V2000
    4.1573    0.9155    1.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3096    0.4028    0.9770 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3625   -0.9615    0.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4439   -1.8764    1.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9984   -1.4024    1.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6475   -0.9948   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7961   -0.8816   -0.5430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0768   -1.8024   -1.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6012   -1.5444    0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0586   -1.3579    0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4319    0.0534    0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4163    1.0187    0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152    1.9810   -0.9355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9717    1.8753    1.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9066    3.1385    1.0542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5888    1.3111    2.3104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3493    0.4424   -0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3083    1.4733   -1.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9623    0.8353   -1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5610    0.0773   -0.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8836   -0.6271   -1.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0999    1.0208    0.3658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2717    1.5111    1.3146 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9901    0.3182    2.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    1.9176    2.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3558   -1.4010    0.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7950   -1.9077    2.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5213   -2.8955    0.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3944   -2.3163    1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7914   -0.6747    1.9587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9899   -1.9440   -0.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8210   -1.3476   -2.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3881   -2.7966   -1.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1205   -1.9192   -2.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3456   -1.2537    1.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768   -2.6571    0.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7097   -2.1052    0.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1555   -1.5433   -0.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4639    0.2394    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5100    0.1131    1.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6710    1.3152   -1.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5312    2.6646   -1.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0269    2.4610   -0.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9292    1.6955    2.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9140    0.3174   -1.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6589    2.1440   -2.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0440    2.1739   -0.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6546    1.6898   -2.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8176    0.2604   -2.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7006   -1.5449   -1.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5996    0.0691   -1.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4711    1.9155   -0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5411    2.4039    1.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  2  1  0
 21  3  1  0
 20  6  1  0
 17  7  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  0
M  END


  Mrv0541 05061309252D          

 23 26  0  0  0  0            999 V2000
   -0.6778    1.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7366    0.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7827    2.9325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3550    0.7608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1623    0.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9942    0.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7314    2.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5455    0.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6222    1.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9121    2.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0998    1.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1409    1.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5599    0.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    2.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1835    1.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382    2.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7862    2.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0032    1.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0798    2.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715    1.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5612    2.8399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7703    3.4139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5084    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  4  1  0  0  0  0
  9  4  1  0  0  0  0
 10  7  1  0  0  0  0
 12  1  2  0  0  0  0
 13  5  1  0  0  0  0
 13 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14  7  1  0  0  0  0
 15  6  1  0  0  0  0
 16 12  1  0  0  0  0
 18  2  1  0  0  0  0
 18  8  1  0  0  0  0
 18 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19  3  1  0  0  0  0
 19  9  1  0  0  0  0
 19 14  1  0  0  0  0
 19 17  1  0  0  0  0
 20 10  1  0  0  0  0
 20 11  1  0  0  0  0
 20 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  2  0  0  0  0
 23 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036930

> <DATABASE_NAME>
hmdb

> <SMILES>
CC12CCCC(C)(C1CCC13CC(CCC21)C(=C)C3O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O3/c1-12-13-5-6-15-18(2)8-4-9-19(3,17(22)23)14(18)7-10-20(15,11-13)16(12)21/h13-16,21H,1,4-11H2,2-3H3,(H,22,23)

> <INCHI_KEY>
GVGJRXSJJHLPGZ-UHFFFAOYSA-N

> <FORMULA>
C20H30O3

> <MOLECULAR_WEIGHT>
318.4504

> <EXACT_MASS>
318.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
36.24451233428009

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
15-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

> <ALOGPS_LOGP>
3.29

> <JCHEM_LOGP>
3.7329271573333345

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.711390057630677

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.7040066239125204

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7380396898317859

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
88.72509999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.25e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036930
     RDKit          3D
Grandiflorolic acid
 53 56  0  0  0  0  0  0  0  0999 V2000
    4.1573    0.9155    1.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3096    0.4028    0.9770 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3625   -0.9615    0.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4439   -1.8764    1.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9984   -1.4024    1.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6475   -0.9948   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7961   -0.8816   -0.5430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0768   -1.8024   -1.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6012   -1.5444    0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0586   -1.3579    0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4319    0.0534    0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4163    1.0187    0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152    1.9810   -0.9355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9717    1.8753    1.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9066    3.1385    1.0542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5888    1.3111    2.3104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3493    0.4424   -0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3083    1.4733   -1.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9623    0.8353   -1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5610    0.0773   -0.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8836   -0.6271   -1.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0999    1.0208    0.3658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2717    1.5111    1.3146 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9901    0.3182    2.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    1.9176    2.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3558   -1.4010    0.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7950   -1.9077    2.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5213   -2.8955    0.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3944   -2.3163    1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7914   -0.6747    1.9587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9899   -1.9440   -0.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8210   -1.3476   -2.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3881   -2.7966   -1.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1205   -1.9192   -2.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3456   -1.2537    1.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768   -2.6571    0.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7097   -2.1052    0.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1555   -1.5433   -0.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4639    0.2394    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5100    0.1131    1.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6710    1.3152   -1.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5312    2.6646   -1.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0269    2.4610   -0.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9292    1.6955    2.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9140    0.3174   -1.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6589    2.1440   -2.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0440    2.1739   -0.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6546    1.6898   -2.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8176    0.2604   -2.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7006   -1.5449   -1.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5996    0.0691   -1.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4711    1.9155   -0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5411    2.4039    1.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  2  1  0
 21  3  1  0
 20  6  1  0
 17  7  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  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      -1.265   2.796   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.108   0.826   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.061   5.474   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.129   1.420   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.170   0.028   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.722   0.398   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.099   4.917   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.618   1.124   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.628   2.877   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.569   4.626   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.053   2.140   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.263   2.606   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.045   1.193   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.105   3.741   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.076   1.981   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.378   3.797   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.934   4.833   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.606   2.284   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.616   4.037   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.933   3.166   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.047   5.301   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.904   6.373   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      10.282   4.089   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4    8    9                                                       
CONECT    5    6   13                                                       
CONECT    6    5   15                                                       
CONECT    7   10   14                                                       
CONECT    8    4   18                                                       
CONECT    9    4   19                                                       
CONECT   10    7   20                                                       
CONECT   11   13   20                                                       
CONECT   12    1   13   16                                                  
CONECT   13    5   11   12                                                  
CONECT   14    7   18   19                                                  
CONECT   15    6   18   20                                                  
CONECT   16   12   20   21                                                  
CONECT   17   19   22   23                                                  
CONECT   18    2    8   14   15                                             
CONECT   19    3    9   14   17                                             
CONECT   20   10   11   15   16                                             
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23   17                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0036930
HETATM    1  C1  UNL     1       4.157   0.916   1.835  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.310   0.403   0.977  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.362  -0.961   0.396  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.444  -1.876   1.130  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.998  -1.402   1.192  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.647  -0.995  -0.224  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.796  -0.882  -0.543  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.077  -1.802  -1.772  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.601  -1.544   0.555  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.059  -1.358   0.179  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.432   0.053   0.489  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.416   1.019   0.006  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.215   1.981  -0.935  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.972   1.875   1.110  1.00  0.00           C  
HETATM   15  O1  UNL     1      -1.907   3.138   1.054  1.00  0.00           O  
HETATM   16  O2  UNL     1      -1.589   1.311   2.310  1.00  0.00           O  
HETATM   17  C15 UNL     1      -1.349   0.442  -0.877  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.308   1.473  -1.264  1.00  0.00           C  
HETATM   19  C17 UNL     1       0.962   0.835  -1.780  1.00  0.00           C  
HETATM   20  C18 UNL     1       1.561   0.077  -0.645  1.00  0.00           C  
HETATM   21  C19 UNL     1       2.884  -0.627  -1.029  1.00  0.00           C  
HETATM   22  C20 UNL     1       2.100   1.021   0.366  1.00  0.00           C  
HETATM   23  O3  UNL     1       1.272   1.511   1.315  1.00  0.00           O  
HETATM   24  H1  UNL     1       4.990   0.318   2.178  1.00  0.00           H  
HETATM   25  H2  UNL     1       4.067   1.918   2.224  1.00  0.00           H  
HETATM   26  H3  UNL     1       4.356  -1.401   0.389  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.795  -1.908   2.183  1.00  0.00           H  
HETATM   28  H5  UNL     1       2.521  -2.896   0.725  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.394  -2.316   1.417  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.791  -0.675   1.959  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.990  -1.944  -0.770  1.00  0.00           H  
HETATM   32  H9  UNL     1      -1.821  -1.348  -2.435  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.388  -2.797  -1.481  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.120  -1.919  -2.352  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.346  -1.254   1.566  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.377  -2.657   0.463  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.710  -2.105   0.674  1.00  0.00           H  
HETATM   38  H15 UNL     1      -3.155  -1.543  -0.910  1.00  0.00           H  
HETATM   39  H16 UNL     1      -4.464   0.239   0.092  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.510   0.113   1.612  1.00  0.00           H  
HETATM   41  H18 UNL     1      -3.671   1.315  -1.696  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.531   2.665  -1.438  1.00  0.00           H  
HETATM   43  H20 UNL     1      -4.027   2.461  -0.368  1.00  0.00           H  
HETATM   44  H21 UNL     1      -0.929   1.696   2.955  1.00  0.00           H  
HETATM   45  H22 UNL     1      -1.914   0.317  -1.870  1.00  0.00           H  
HETATM   46  H23 UNL     1      -0.659   2.144  -2.106  1.00  0.00           H  
HETATM   47  H24 UNL     1      -0.044   2.174  -0.465  1.00  0.00           H  
HETATM   48  H25 UNL     1       1.655   1.690  -2.009  1.00  0.00           H  
HETATM   49  H26 UNL     1       0.818   0.260  -2.703  1.00  0.00           H  
HETATM   50  H27 UNL     1       2.701  -1.545  -1.587  1.00  0.00           H  
HETATM   51  H28 UNL     1       3.600   0.069  -1.459  1.00  0.00           H  
HETATM   52  H29 UNL     1       2.471   1.915  -0.226  1.00  0.00           H  
HETATM   53  H30 UNL     1       1.541   2.404   1.594  1.00  0.00           H  
CONECT    1    2    2   24   25
CONECT    2    3   22
CONECT    3    4   21   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7   20   31
CONECT    7    8    9   17
CONECT    8   32   33   34
CONECT    9   10   35   36
CONECT   10   11   37   38
CONECT   11   12   39   40
CONECT   12   13   14   17
CONECT   13   41   42   43
CONECT   14   15   15   16
CONECT   16   44
CONECT   17   18   45
CONECT   18   19   46   47
CONECT   19   20   48   49
CONECT   20   21   22
CONECT   21   50   51
CONECT   22   23   52
CONECT   23   53
END

HMDB0036930
     RDKit          3D
Grandiflorolic acid
 53 56  0  0  0  0  0  0  0  0999 V2000
    4.1573    0.9155    1.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3096    0.4028    0.9770 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3625   -0.9615    0.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4439   -1.8764    1.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9984   -1.4024    1.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6475   -0.9948   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7961   -0.8816   -0.5430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0768   -1.8024   -1.7719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6012   -1.5444    0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0586   -1.3579    0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4319    0.0534    0.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4163    1.0187    0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152    1.9810   -0.9355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9717    1.8753    1.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9066    3.1385    1.0542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5888    1.3111    2.3104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3493    0.4424   -0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3083    1.4733   -1.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9623    0.8353   -1.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5610    0.0773   -0.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8836   -0.6271   -1.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0999    1.0208    0.3658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2717    1.5111    1.3146 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9901    0.3182    2.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    1.9176    2.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3558   -1.4010    0.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7950   -1.9077    2.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5213   -2.8955    0.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3944   -2.3163    1.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7914   -0.6747    1.9587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9899   -1.9440   -0.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8210   -1.3476   -2.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3881   -2.7966   -1.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1205   -1.9192   -2.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3456   -1.2537    1.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768   -2.6571    0.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7097   -2.1052    0.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1555   -1.5433   -0.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4639    0.2394    0.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5100    0.1131    1.6120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6710    1.3152   -1.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5312    2.6646   -1.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0269    2.4610   -0.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9292    1.6955    2.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9140    0.3174   -1.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6589    2.1440   -2.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0440    2.1739   -0.4649 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6546    1.6898   -2.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8176    0.2604   -2.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7006   -1.5449   -1.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5996    0.0691   -1.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4711    1.9155   -0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5411    2.4039    1.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  2  1  0
 21  3  1  0
 20  6  1  0
 17  7  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Δ-carotene-1,2-epoxide	Generator
1',2'-Epoxy-1',2'-dihydro-e,y-carotene	HMDB
1',2'-Epoxy-1',2'-dihydro-epsilon,psi-carotene	HMDB
D-Carotene-1,2-epoxide	HMDB
Gradifloric acid	HMDB
Grandifloric acid	HMDB
15-Hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate	Generator
Grandiflorolate	Generator

Chemical Formula

C₂₀H₃₀O₃

Average Molecular Weight

318.4504

Monoisotopic Molecular Weight

318.219494826

IUPAC Name

15-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

Traditional Name

15-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

CAS Registry Number

22338-69-8

SMILES

CC12CCCC(C)(C1CCC13CC(CCC21)C(=C)C3O)C(O)=O

InChI Identifier

InChI=1S/C20H30O3/c1-12-13-5-6-15-18(2)8-4-9-19(3,17(22)23)14(18)7-10-20(15,11-13)16(12)21/h13-16,21H,1,4-11H2,2-3H3,(H,22,23)

InChI Key

GVGJRXSJJHLPGZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Tetraterpenoids

Direct Parent

Xanthophylls

Alternative Parents

Substituents

Xanthophyll
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0036930)
Membrane (HMDB: HMDB0036930)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036930)

Source

Endogenous

Endogenous (HMDB: HMDB0036930)

Plant

Plant (HMDB: HMDB0036930)

Animal

Animal (HMDB: HMDB0036930)

Exogenous

Food

Food (HMDB: HMDB0036930)

Herb and spice

Oilseed crop

Sunflower (FooDB: FOOD00086)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036930)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036930)

Cellular process

Cell signaling (HMDB: HMDB0036930)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036930)

Role

Biological role

Nutrient

Nutrient (HMDB: HMDB0036930)

Industrial application

Agriculture

Pesticide

Insecticide

pesticide (HMDB: HMDB0036930)

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036930)

Emulsifier (HMDB: HMDB0036930)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	216 - 218 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.022 g/L	ALOGPS
logP	3.29	ALOGPS
logP	3.73	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.7	ChemAxon
pKa (Strongest Basic)	-0.74	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	88.73 m³·mol⁻¹	ChemAxon
Polarizability	36.24 Å³	ChemAxon
Number of Rings	4	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]+	176.293	31661259
DarkChem	[M-H]-	171.452	31661259
DeepCCS	[M-2H]-	212.686	30932474
DeepCCS	[M+Na]+	188.251	30932474
AllCCS	[M+H]+	180.1	32859911
AllCCS	[M+H-H2O]+	177.2	32859911
AllCCS	[M+NH4]+	182.8	32859911
AllCCS	[M+Na]+	183.5	32859911
AllCCS	[M-H]-	183.6	32859911
AllCCS	[M+Na-2H]-	183.8	32859911
AllCCS	[M+HCOO]-	184.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Grandiflorolic acid	CC12CCCC(C)(C1CCC13CC(CCC21)C(=C)C3O)C(O)=O	3270.5	Standard polar	33892256
Grandiflorolic acid	CC12CCCC(C)(C1CCC13CC(CCC21)C(=C)C3O)C(O)=O	2471.8	Standard non polar	33892256
Grandiflorolic acid	CC12CCCC(C)(C1CCC13CC(CCC21)C(=C)C3O)C(O)=O	2641.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Grandiflorolic acid,1TMS,isomer #1	C=C1C2CCC3C4(C)CCCC(C)(C(=O)O)C4CCC3(C2)C1O[Si](C)(C)C	2663.6	Semi standard non polar	33892256
Grandiflorolic acid,1TMS,isomer #2	C=C1C2CCC3C4(C)CCCC(C)(C(=O)O[Si](C)(C)C)C4CCC3(C2)C1O	2569.7	Semi standard non polar	33892256
Grandiflorolic acid,2TMS,isomer #1	C=C1C2CCC3C4(C)CCCC(C)(C(=O)O[Si](C)(C)C)C4CCC3(C2)C1O[Si](C)(C)C	2538.0	Semi standard non polar	33892256
Grandiflorolic acid,1TBDMS,isomer #1	C=C1C2CCC3C4(C)CCCC(C)(C(=O)O)C4CCC3(C2)C1O[Si](C)(C)C(C)(C)C	2897.5	Semi standard non polar	33892256
Grandiflorolic acid,1TBDMS,isomer #2	C=C1C2CCC3C4(C)CCCC(C)(C(=O)O[Si](C)(C)C(C)(C)C)C4CCC3(C2)C1O	2839.1	Semi standard non polar	33892256
Grandiflorolic acid,2TBDMS,isomer #1	C=C1C2CCC3C4(C)CCCC(C)(C(=O)O[Si](C)(C)C(C)(C)C)C4CCC3(C2)C1O[Si](C)(C)C(C)(C)C	3033.0	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 - Grandiflorolic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-0293000000-6d81233578562a5d26aa	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Grandiflorolic acid GC-MS (2 TMS) - 70eV, Positive	splash10-0092-7057900000-207d915177a4f066ae38	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Grandiflorolic acid 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 - Grandiflorolic acid 10V, Positive-QTOF	splash10-0uxr-0049000000-4b652304c7d71bce7fda	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grandiflorolic acid 20V, Positive-QTOF	splash10-0zfr-0295000000-15eccd134beb9a35a29c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grandiflorolic acid 40V, Positive-QTOF	splash10-0pvi-6891000000-4421f81b0af8e634e443	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grandiflorolic acid 10V, Negative-QTOF	splash10-014i-0069000000-718245f7e353ddb6470b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grandiflorolic acid 20V, Negative-QTOF	splash10-0601-0093000000-1abaaf43e0d70f316624	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grandiflorolic acid 40V, Negative-QTOF	splash10-0ab9-0091000000-e4fe010c6ed57c8ce4f1	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grandiflorolic acid 10V, Negative-QTOF	splash10-014i-0009000000-062ad2a35e11d303cf23	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grandiflorolic acid 20V, Negative-QTOF	splash10-014i-0009000000-4f15395cbd12cf9308a0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grandiflorolic acid 40V, Negative-QTOF	splash10-014i-3059000000-ecaac400571ca670ba51	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grandiflorolic acid 10V, Positive-QTOF	splash10-00xr-0095000000-f5b39e03f542c252d9d4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grandiflorolic acid 20V, Positive-QTOF	splash10-0ar3-0192000000-43f487add55056118e00	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grandiflorolic acid 40V, Positive-QTOF	splash10-0670-2930000000-eb189dd440146f16ff22	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB015895

KNApSAcK ID

C00022936

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752096

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Grandiflorolic acid (HMDB0036930)

MOL for HMDB0036930 (Grandiflorolic acid)

3D MOL for HMDB0036930 (Grandiflorolic acid)

3D SDF for HMDB0036930 (Grandiflorolic acid)

3D-SDF for HMDB0036930 (Grandiflorolic acid)

PDB for HMDB0036930 (Grandiflorolic acid)

3D PDB for HMDB0036930 (Grandiflorolic acid)

SMILES for HMDB0036930 (Grandiflorolic acid)

INCHI for HMDB0036930 (Grandiflorolic acid)

Structure for HMDB0036930 (Grandiflorolic acid)

3D Structure for HMDB0036930 (Grandiflorolic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra