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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:02:33 UTC

Update Date

2022-03-07 02:55:05 UTC

HMDB ID

HMDB0036862

Secondary Accession Numbers

HMDB36862

Metabolite Identification

Common Name

Ginkgolide A

Description

Lepidiumterpenyl ester belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Lepidiumterpenyl ester is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 09111222022D          

 29 34  0  0  0  0            999 V2000
   -2.2744   -1.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6066   -1.5073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9374   -1.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1942   -0.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0192   -0.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1124   -1.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401   -0.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5305    0.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623   -1.2756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5063    0.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8037    0.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5416    1.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2849    1.0299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3911   -1.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093   -1.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4618   -0.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6274    0.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8743    1.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093    1.5073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8037   -0.2959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1869    0.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1869    1.4895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6595    1.2935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552    0.2477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620   -0.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0623   -0.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8470   -1.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620   -1.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4080    0.5651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  9  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  4 29  1  0  0  0  0
  5 10  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
  7 14  1  0  0  0  0
  8 13  1  0  0  0  0
  8 21  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  0  0  0  0
 12 13  1  0  0  0  0
 12 19  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  1  0  0  0  0
 16 25  1  0  0  0  0
 17 18  1  0  0  0  0
 17 24  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
M  END

HMDB0036862
     RDKit          3D
Ginkgolide A
 53 58  0  0  0  0  0  0  0  0999 V2000
    4.2543   -1.1092    0.9560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0641    0.2000    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6806    0.1908   -1.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9158    0.0904   -1.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6294    0.3130   -2.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405   -0.2540   -1.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1835    0.0958   -1.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4743    0.4138   -0.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0083    1.8442   -0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3357    1.7677    0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8018    0.3904   -0.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1456    0.1739    0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9722    1.3718   -0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4384    0.0901    1.6464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8043   -1.0040   -0.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6410   -0.4580   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2176   -0.6494    1.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6585   -1.9016    1.8267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9702   -2.6434    0.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3834   -3.8421    0.7656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7445   -1.8140   -0.5222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3722   -2.4182   -1.0696 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1923   -0.7668    1.2637 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5142    0.3774    0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1846    1.6098    1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2171    1.7220    2.7057 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8551    2.5331    0.4719 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7166    0.5953   -0.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7554    1.9378   -0.5167 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3610   -1.3110    0.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8017   -1.9701    0.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9287   -1.0211    1.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6661    0.9601    0.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8205   -1.2885   -1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2483    1.0610   -2.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6636   -0.5810   -2.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0287    2.3426   -1.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9529    2.5773   -0.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3119    1.8122    1.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8524    0.5644   -1.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6862    1.6066   -1.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8731    2.2406    0.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0286    1.0502   -0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7411    0.5935    2.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4431    0.5518    1.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6051   -0.9926    1.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9382   -0.8728   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6434   -1.9647   -0.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6106   -0.9640   -1.5992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3921    0.1706    2.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5766   -2.0753   -1.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3885   -3.4014   -0.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3606    2.0552   -1.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 17 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 24 28  1  0
 28 29  1  0
 28  2  1  0
 28  6  1  0
 16  8  1  0
 24  8  1  0
 27  9  1  0
 21 16  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 15 49  1  0
 17 50  1  0
 21 51  1  0
 22 52  1  0
 29 53  1  0
M  END


  Mrv0541 09111222022D          

 29 34  0  0  0  0            999 V2000
   -2.2744   -1.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6066   -1.5073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9374   -1.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1942   -0.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0192   -0.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1124   -1.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401   -0.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5305    0.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623   -1.2756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5063    0.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8037    0.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5416    1.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2849    1.0299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3911   -1.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093   -1.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4618   -0.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6274    0.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8743    1.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093    1.5073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8037   -0.2959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1869    0.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1869    1.4895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6595    1.2935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552    0.2477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620   -0.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0623   -0.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8470   -1.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620   -1.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4080    0.5651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  9  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  4 29  1  0  0  0  0
  5 10  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
  7 14  1  0  0  0  0
  8 13  1  0  0  0  0
  8 21  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  0  0  0  0
 12 13  1  0  0  0  0
 12 19  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  1  0  0  0  0
 16 25  1  0  0  0  0
 17 18  1  0  0  0  0
 17 24  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036862

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C(=O)OC2CC34C5CC(C(C)(C)C)C33C(O)C(=O)OC3OC4(C(=O)O5)C12O

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O9/c1-7-12(22)26-10-6-17-9-5-8(16(2,3)4)18(17)11(21)13(23)28-15(18)29-20(17,14(24)27-9)19(7,10)25/h7-11,15,21,25H,5-6H2,1-4H3

> <INCHI_KEY>
FPUXKXIZEIDQKW-UHFFFAOYSA-N

> <FORMULA>
C20H24O9

> <MOLECULAR_WEIGHT>
408.3992

> <EXACT_MASS>
408.142032366

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
38.36433610214173

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-tert-butyl-6,17-dihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0¹,¹¹.0³,⁷.0⁷,¹¹.0¹³,¹⁷]nonadecane-5,15,18-trione

> <ALOGPS_LOGP>
1.21

> <JCHEM_LOGP>
0.3367835960000002

> <ALOGPS_LOGS>
-2.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.370443322067253

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.767948781258566

> <JCHEM_PKA_STRONGEST_BASIC>
-4.076463268690968

> <JCHEM_POLAR_SURFACE_AREA>
128.59

> <JCHEM_REFRACTIVITY>
90.1745

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.05e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-tert-butyl-6,17-dihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0¹,¹¹.0³,⁷.0⁷,¹¹.0¹³,¹⁷]nonadecane-5,15,18-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036862
     RDKit          3D
Ginkgolide A
 53 58  0  0  0  0  0  0  0  0999 V2000
    4.2543   -1.1092    0.9560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0641    0.2000    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6806    0.1908   -1.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9158    0.0904   -1.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6294    0.3130   -2.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405   -0.2540   -1.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1835    0.0958   -1.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4743    0.4138   -0.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0083    1.8442   -0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3357    1.7677    0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8018    0.3904   -0.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1456    0.1739    0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9722    1.3718   -0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4384    0.0901    1.6464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8043   -1.0040   -0.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6410   -0.4580   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2176   -0.6494    1.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6585   -1.9016    1.8267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9702   -2.6434    0.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3834   -3.8421    0.7656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7445   -1.8140   -0.5222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3722   -2.4182   -1.0696 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1923   -0.7668    1.2637 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5142    0.3774    0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1846    1.6098    1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2171    1.7220    2.7057 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8551    2.5331    0.4719 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7166    0.5953   -0.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7554    1.9378   -0.5167 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3610   -1.3110    0.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8017   -1.9701    0.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9287   -1.0211    1.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6661    0.9601    0.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8205   -1.2885   -1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2483    1.0610   -2.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6636   -0.5810   -2.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0287    2.3426   -1.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9529    2.5773   -0.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3119    1.8122    1.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8524    0.5644   -1.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6862    1.6066   -1.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8731    2.2406    0.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0286    1.0502   -0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7411    0.5935    2.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4431    0.5518    1.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6051   -0.9926    1.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9382   -0.8728   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6434   -1.9647   -0.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6106   -0.9640   -1.5992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3921    0.1706    2.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5766   -2.0753   -1.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3885   -3.4014   -0.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3606    2.0552   -1.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 17 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 24 28  1  0
 28 29  1  0
 28  2  1  0
 28  6  1  0
 16  8  1  0
 24  8  1  0
 27  9  1  0
 21 16  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 15 49  1  0
 17 50  1  0
 21 51  1  0
 22 52  1  0
 29 53  1  0
M  END

HEADER    PROTEIN                                 11-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-12         0                                  
HETATM    1  C   UNK     0      -4.246  -1.905   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.999  -2.814   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.750  -1.905   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.229  -0.439   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.769  -0.439   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.210  -1.905   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.262  -0.439   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.990   0.462   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.716  -2.381   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -4.678   0.810   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.500   0.462   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.011   1.922   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.532   1.922   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.730  -1.905   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.257  -1.905   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.729  -0.439   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.038   0.462   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.499   1.922   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.257   2.814   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.500  -0.552   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.349   1.235   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.349   2.780   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.964   2.415   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.583   0.462   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.222  -0.836   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.716  -0.439   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.314  -1.928   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.222  -2.381   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.628   1.055   0.000  0.00  0.00           O+0
CONECT    1    2    5    9                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5    8   29                                             
CONECT    5    1    4   10                                                  
CONECT    6    3    7                                                       
CONECT    7    6    8   11   14                                             
CONECT    8    4    7   13   21                                             
CONECT    9    1                                                            
CONECT   10    5                                                            
CONECT   11    7   12   16   17                                             
CONECT   12   11   13   19                                                  
CONECT   13    8   12                                                       
CONECT   14    7   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   11   15   25                                                  
CONECT   17   11   18   24                                                  
CONECT   18   17   19   23                                                  
CONECT   19   12   18                                                       
CONECT   20   14   21                                                       
CONECT   21    8   20   22                                                  
CONECT   22   21                                                            
CONECT   23   18                                                            
CONECT   24   17                                                            
CONECT   25   16   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25                                                            
CONECT   29    4                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   68    0
END

COMPND    HMDB0036862
HETATM    1  C1  UNL     1       4.254  -1.109   0.956  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.064   0.200   0.282  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.681   0.191  -1.108  1.00  0.00           C  
HETATM    4  O1  UNL     1       5.916   0.090  -1.338  1.00  0.00           O  
HETATM    5  O2  UNL     1       3.629   0.313  -2.053  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.540  -0.254  -1.351  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.184   0.096  -1.744  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.474   0.414  -0.494  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.008   1.844  -0.427  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.336   1.768   0.262  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.802   0.390  -0.273  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.146   0.174   0.217  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.972   1.372  -0.337  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.438   0.090   1.646  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.804  -1.004  -0.505  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.641  -0.458  -0.024  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.218  -0.649   1.408  1.00  0.00           C  
HETATM   18  O3  UNL     1      -0.659  -1.902   1.827  1.00  0.00           O  
HETATM   19  C16 UNL     1      -0.970  -2.643   0.723  1.00  0.00           C  
HETATM   20  O4  UNL     1      -1.383  -3.842   0.766  1.00  0.00           O  
HETATM   21  C17 UNL     1      -0.745  -1.814  -0.522  1.00  0.00           C  
HETATM   22  O5  UNL     1       0.372  -2.418  -1.070  1.00  0.00           O  
HETATM   23  O6  UNL     1       1.192  -0.767   1.264  1.00  0.00           O  
HETATM   24  C18 UNL     1       1.514   0.377   0.643  1.00  0.00           C  
HETATM   25  C19 UNL     1       1.185   1.610   1.451  1.00  0.00           C  
HETATM   26  O7  UNL     1       1.217   1.722   2.706  1.00  0.00           O  
HETATM   27  O8  UNL     1       0.855   2.533   0.472  1.00  0.00           O  
HETATM   28  C20 UNL     1       2.717   0.595  -0.073  1.00  0.00           C  
HETATM   29  O9  UNL     1       2.755   1.938  -0.517  1.00  0.00           O  
HETATM   30  H1  UNL     1       5.361  -1.311   0.992  1.00  0.00           H  
HETATM   31  H2  UNL     1       3.802  -1.970   0.472  1.00  0.00           H  
HETATM   32  H3  UNL     1       3.929  -1.021   1.999  1.00  0.00           H  
HETATM   33  H4  UNL     1       4.666   0.960   0.845  1.00  0.00           H  
HETATM   34  H5  UNL     1       2.821  -1.288  -1.180  1.00  0.00           H  
HETATM   35  H6  UNL     1       1.248   1.061  -2.342  1.00  0.00           H  
HETATM   36  H7  UNL     1       0.664  -0.581  -2.451  1.00  0.00           H  
HETATM   37  H8  UNL     1      -0.029   2.343  -1.396  1.00  0.00           H  
HETATM   38  H9  UNL     1      -1.953   2.577  -0.206  1.00  0.00           H  
HETATM   39  H10 UNL     1      -1.312   1.812   1.342  1.00  0.00           H  
HETATM   40  H11 UNL     1      -1.852   0.564  -1.369  1.00  0.00           H  
HETATM   41  H12 UNL     1      -3.686   1.607  -1.360  1.00  0.00           H  
HETATM   42  H13 UNL     1      -3.873   2.241   0.374  1.00  0.00           H  
HETATM   43  H14 UNL     1      -5.029   1.050  -0.227  1.00  0.00           H  
HETATM   44  H15 UNL     1      -2.741   0.594   2.333  1.00  0.00           H  
HETATM   45  H16 UNL     1      -4.443   0.552   1.891  1.00  0.00           H  
HETATM   46  H17 UNL     1      -3.605  -0.993   1.926  1.00  0.00           H  
HETATM   47  H18 UNL     1      -4.938  -0.873  -0.457  1.00  0.00           H  
HETATM   48  H19 UNL     1      -3.643  -1.965  -0.023  1.00  0.00           H  
HETATM   49  H20 UNL     1      -3.611  -0.964  -1.599  1.00  0.00           H  
HETATM   50  H21 UNL     1      -0.392   0.171   2.082  1.00  0.00           H  
HETATM   51  H22 UNL     1      -1.577  -2.075  -1.196  1.00  0.00           H  
HETATM   52  H23 UNL     1       0.389  -3.401  -0.929  1.00  0.00           H  
HETATM   53  H24 UNL     1       3.361   2.055  -1.280  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   28   33
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   28   34
CONECT    7    8   35   36
CONECT    8    9   16   24
CONECT    9   10   27   37
CONECT   10   11   38   39
CONECT   11   12   16   40
CONECT   12   13   14   15
CONECT   13   41   42   43
CONECT   14   44   45   46
CONECT   15   47   48   49
CONECT   16   17   21
CONECT   17   18   23   50
CONECT   18   19
CONECT   19   20   20   21
CONECT   21   22   51
CONECT   22   52
CONECT   23   24
CONECT   24   25   28
CONECT   25   26   26   27
CONECT   28   29
CONECT   29   53
END

HMDB0036862
     RDKit          3D
Ginkgolide A
 53 58  0  0  0  0  0  0  0  0999 V2000
    4.2543   -1.1092    0.9560 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0641    0.2000    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6806    0.1908   -1.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9158    0.0904   -1.3379 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6294    0.3130   -2.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405   -0.2540   -1.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1835    0.0958   -1.7436 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4743    0.4138   -0.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0083    1.8442   -0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3357    1.7677    0.2624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8018    0.3904   -0.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1456    0.1739    0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9722    1.3718   -0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4384    0.0901    1.6464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8043   -1.0040   -0.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6410   -0.4580   -0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2176   -0.6494    1.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6585   -1.9016    1.8267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9702   -2.6434    0.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3834   -3.8421    0.7656 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7445   -1.8140   -0.5222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3722   -2.4182   -1.0696 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1923   -0.7668    1.2637 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5142    0.3774    0.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1846    1.6098    1.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2171    1.7220    2.7057 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8551    2.5331    0.4719 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7166    0.5953   -0.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7554    1.9378   -0.5167 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3610   -1.3110    0.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8017   -1.9701    0.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9287   -1.0211    1.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6661    0.9601    0.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8205   -1.2885   -1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2483    1.0610   -2.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6636   -0.5810   -2.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0287    2.3426   -1.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9529    2.5773   -0.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3119    1.8122    1.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8524    0.5644   -1.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6862    1.6066   -1.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8731    2.2406    0.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0286    1.0502   -0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7411    0.5935    2.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4431    0.5518    1.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6051   -0.9926    1.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9382   -0.8728   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6434   -1.9647   -0.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6106   -0.9640   -1.5992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3921    0.1706    2.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5766   -2.0753   -1.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3885   -3.4014   -0.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3606    2.0552   -1.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 17 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 24 28  1  0
 28 29  1  0
 28  2  1  0
 28  6  1  0
 16  8  1  0
 24  8  1  0
 27  9  1  0
 21 16  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 15 49  1  0
 17 50  1  0
 21 51  1  0
 22 52  1  0
 29 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ginkgolide a	MeSH

Chemical Formula

C₂₀H₂₄O₉

Average Molecular Weight

408.3992

Monoisotopic Molecular Weight

408.142032366

IUPAC Name

8-tert-butyl-6,17-dihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0¹,¹¹.0³,⁷.0⁷,¹¹.0¹³,¹⁷]nonadecane-5,15,18-trione

Traditional Name

8-tert-butyl-6,17-dihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.0¹,¹¹.0³,⁷.0⁷,¹¹.0¹³,¹⁷]nonadecane-5,15,18-trione

CAS Registry Number

15291-75-5

SMILES

CC1C(=O)OC2CC34C5CC(C(C)(C)C)C33C(O)C(=O)OC3OC4(C(=O)O5)C12O

InChI Identifier

InChI=1S/C20H24O9/c1-7-12(22)26-10-6-17-9-5-8(16(2,3)4)18(17)11(21)13(23)28-15(18)29-20(17,14(24)27-9)19(7,10)25/h7-11,15,21,25H,5-6H2,1-4H3

InChI Key

FPUXKXIZEIDQKW-UHFFFAOYSA-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

Sesquiterpenoid
Farsesane sesquiterpenoid
Long-chain fatty acid
Branched fatty acid
Fatty acid ester
Methyl-branched fatty acid
Dicarboxylic acid or derivatives
Fatty acyl
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Odor

bitter

Disposition

Biological location

Cellular substructure

Ginkgo nuts (FooDB: FOOD00367)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	280 °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	3.05 g/L	ALOGPS
logP	1.21	ALOGPS
logP	0.34	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	11.77	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	128.59 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	90.17 m³·mol⁻¹	ChemAxon
Polarizability	38.36 Å³	ChemAxon
Number of Rings	6	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]+	191.571	31661259
DarkChem	[M-H]-	184.362	31661259
DeepCCS	[M-2H]-	230.088	30932474
DeepCCS	[M+Na]+	205.316	30932474
AllCCS	[M+H]+	189.2	32859911
AllCCS	[M+H-H2O]+	186.9	32859911
AllCCS	[M+NH4]+	191.4	32859911
AllCCS	[M+Na]+	192.0	32859911
AllCCS	[M-H]-	197.5	32859911
AllCCS	[M+Na-2H]-	197.5	32859911
AllCCS	[M+HCOO]-	197.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ginkgolide A	CC1C(=O)OC2CC34C5CC(C(C)(C)C)C33C(O)C(=O)OC3OC4(C(=O)O5)C12O	4029.4	Standard polar	33892256
Ginkgolide A	CC1C(=O)OC2CC34C5CC(C(C)(C)C)C33C(O)C(=O)OC3OC4(C(=O)O5)C12O	2687.9	Standard non polar	33892256
Ginkgolide A	CC1C(=O)OC2CC34C5CC(C(C)(C)C)C33C(O)C(=O)OC3OC4(C(=O)O5)C12O	3110.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ginkgolide A,1TMS,isomer #1	CC1C(=O)OC2CC34C5CC(C(C)(C)C)C36C(OC(=O)C6O[Si](C)(C)C)OC4(C(=O)O5)C21O	3120.4	Semi standard non polar	33892256
Ginkgolide A,1TMS,isomer #2	CC1C(=O)OC2CC34C5CC(C(C)(C)C)C36C(OC(=O)C6O)OC4(C(=O)O5)C21O[Si](C)(C)C	3140.6	Semi standard non polar	33892256
Ginkgolide A,2TMS,isomer #1	CC1C(=O)OC2CC34C5CC(C(C)(C)C)C36C(OC(=O)C6O[Si](C)(C)C)OC4(C(=O)O5)C21O[Si](C)(C)C	3120.5	Semi standard non polar	33892256
Ginkgolide A,1TBDMS,isomer #1	CC1C(=O)OC2CC34C5CC(C(C)(C)C)C36C(OC(=O)C6O[Si](C)(C)C(C)(C)C)OC4(C(=O)O5)C21O	3357.2	Semi standard non polar	33892256
Ginkgolide A,1TBDMS,isomer #2	CC1C(=O)OC2CC34C5CC(C(C)(C)C)C36C(OC(=O)C6O)OC4(C(=O)O5)C21O[Si](C)(C)C(C)(C)C	3383.6	Semi standard non polar	33892256
Ginkgolide A,2TBDMS,isomer #1	CC1C(=O)OC2CC34C5CC(C(C)(C)C)C36C(OC(=O)C6O[Si](C)(C)C(C)(C)C)OC4(C(=O)O5)C21O[Si](C)(C)C(C)(C)C	3595.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide A GC-MS (Non-derivatized) - 70eV, Positive	splash10-03fr-4209000000-370cba41a0072a817adc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide A GC-MS (2 TMS) - 70eV, Positive	splash10-0ab9-6202790000-531080e2807add0793b1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ginkgolide A LC-ESI-QTOF , negative-QTOF	splash10-0udi-0009200000-a0df87e8fb159c168558	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ginkgolide A LC-ESI-QTOF , negative-QTOF	splash10-0zfr-0298100000-3d22ac14c304a6a2cd3c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ginkgolide A Linear Ion Trap , negative-QTOF	splash10-03y0-0029000000-8a29f7b14347c78d820e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ginkgolide A Linear Ion Trap , negative-QTOF	splash10-03y0-0029000000-646144134764905b58e3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ginkgolide A LC-ESI-QTOF , positive-QTOF	splash10-0a4i-0015900000-9bd982b315ee526931fb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ginkgolide A LC-ESI-QTOF , positive-QTOF	splash10-0kbk-0098100000-f99554b4e664e5129d65	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ginkgolide A Linear Ion Trap , positive-QTOF	splash10-05fr-1490000splash10-0a4i-0000900000-7ce63e3bca6000917f00	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ginkgolide A Linear Ion Trap , positive-QTOF	splash10-01ot-0019000000-49dce383425940539d34	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ginkgolide A Linear Ion Trap , positive-QTOF	splash10-01ot-0019000000-6bdb1b87aa83f0f6f6c4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ginkgolide A Linear Ion Trap , positive-QTOF	splash10-0a4i-0000900000-319b6cec0a95b80e25fa	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ginkgolide A Linear Ion Trap , positive-QTOF	splash10-000i-0019300000-2bb51d971b19ddb44184	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ginkgolide A Linear Ion Trap , positive-QTOF	splash10-01p9-0019400000-aae865f4a95c6c8a1a13	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ginkgolide A Linear Ion Trap , positive-QTOF	splash10-004i-0026900000-d7df03875220916d0574	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ginkgolide A Linear Ion Trap , positive-QTOF	splash10-004i-0027900000-f1b961daf77b689f41ec	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ginkgolide A 10V, Negative-QTOF	splash10-0udi-0009200000-a0df87e8fb159c168558	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ginkgolide A 20V, Negative-QTOF	splash10-0zfr-0298100000-3d22ac14c304a6a2cd3c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ginkgolide A 20V, Positive-QTOF	splash10-0kbk-0098100000-f99554b4e664e5129d65	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ginkgolide A 10V, Positive-QTOF	splash10-0a4i-0015900000-9bd982b315ee526931fb	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginkgolide A 10V, Positive-QTOF	splash10-0a4i-0006900000-0f04639fe408c1b2a86a	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginkgolide A 20V, Positive-QTOF	splash10-06r6-2039200000-62a0c45a77ba5e4657a9	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginkgolide A 40V, Positive-QTOF	splash10-007o-7019000000-3e43812d7cfb0e7e9311	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginkgolide A 10V, Negative-QTOF	splash10-0bt9-0006900000-2eb1294367b1c0fe2fd9	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginkgolide A 20V, Negative-QTOF	splash10-0bti-0009300000-c2c9f4229f223fd703cd	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginkgolide A 40V, Negative-QTOF	splash10-014r-1039000000-313dd003d0961d8a00ae	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginkgolide A 10V, Positive-QTOF	splash10-0a4i-0000900000-20ba1b9049975223471c	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015819

KNApSAcK ID

Not Available

Chemspider ID

9968992

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11794320

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 Ginkgolide A (HMDB0036862)

MOL for HMDB0036862 (Ginkgolide A)

3D MOL for HMDB0036862 (Ginkgolide A)

3D SDF for HMDB0036862 (Ginkgolide A)

3D-SDF for HMDB0036862 (Ginkgolide A)

PDB for HMDB0036862 (Ginkgolide A)

3D PDB for HMDB0036862 (Ginkgolide A)

SMILES for HMDB0036862 (Ginkgolide A)

INCHI for HMDB0036862 (Ginkgolide A)

Structure for HMDB0036862 (Ginkgolide A)

3D Structure for HMDB0036862 (Ginkgolide A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra