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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:31:25 UTC

Update Date

2022-03-07 02:52:13 UTC

HMDB ID

HMDB0029605

Secondary Accession Numbers

HMDB29605

Metabolite Identification

Common Name

Ginkgolide J

Description

Ginkgolide J belongs to the class of organic compounds known as ginkgolides and bilobalides. These are diterpene lactones with a structure based either on the gingkolide or the bilobalide skeleton. The ginkgolide skeleton is a very rigid structure consisting of hexacyclic C20 trilactone. The cis-fused F/A/D/C ring junction forms an empty semi-ball hole, the D ring contains a cage form tetrahydrofuran ring which occupies the center of the empty hole, and the oxygen atoms of the D,C and F ring and 10-hydroxyl group consist of an analogous crown ether structure. Ginkgolide J 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 02241216282D          

 30 35  0  0  0  0            999 V2000
   -2.2744   -0.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6066   -1.4197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9374   -0.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1942   -0.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0192   -0.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1124   -0.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401   -0.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5305    0.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623   -1.1879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5063    0.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4080    0.6526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8037    0.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5416    1.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2849    1.1175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3911   -0.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093   -0.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4618   -0.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6274    0.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8743    1.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093    1.5950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8037   -0.2083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1869    0.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1869    1.5771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6595    1.3811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552    0.3353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620   -0.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0623   -0.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8470   -0.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6964   -1.5950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620   -1.1879    0.0000 C   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 11  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 12  1  0  0  0  0
  7 15  1  0  0  0  0
  8 14  1  0  0  0  0
  8 22  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 18  1  0  0  0  0
 13 14  1  0  0  0  0
 13 20  1  0  0  0  0
 15 16  1  0  0  0  0
 15 21  1  0  0  0  0
 16 17  1  0  0  0  0
 16 29  1  0  0  0  0
 17 26  1  0  0  0  0
 18 19  1  0  0  0  0
 18 25  1  0  0  0  0
 19 20  1  0  0  0  0
 19 24  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 30  1  0  0  0  0
M  END

HMDB0029605
     RDKit          3D
Ginkgolide J
 54 59  0  0  0  0  0  0  0  0999 V2000
    4.3685    1.5279   -0.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5908    0.2335   -0.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4872   -0.9576   -0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6693   -1.0125   -0.9108 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7595   -1.9642    0.1246 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6274   -1.4058    0.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3767   -1.6114   -0.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5080   -0.5190    0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0387   -0.7511    1.7439 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1566    0.4490    2.4605 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9586    1.3458    1.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2852    2.5209    2.1203 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4006    0.6769    0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2140    1.3607   -0.5998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0625    1.2194   -1.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0047    1.1079   -2.4597 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1941   -0.2393   -2.7138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9453   -0.7598   -3.6125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6606   -0.9470   -1.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8433   -1.1987   -2.3620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6248   -0.1161   -0.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6884    0.1316    0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0873    0.4102    0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3770    1.6384   -0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9592   -0.6912   -0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7405    0.7431    1.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5294   -0.9156    1.4768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7444   -2.2014    1.1336 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7812    0.0759    0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4713    0.6253    1.7646 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4258    1.3013   -0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3296    2.0129   -1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9992    2.2576    0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9515    0.1591   -1.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4911   -1.7993    1.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9421   -2.5905    0.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7479   -1.5148   -1.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767   -1.6311    2.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6838    2.0645   -0.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1671   -1.9647   -1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2234   -0.4204   -2.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3213    1.0606    0.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4742    1.7681   -0.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8465    1.6401   -1.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0477    2.5759   -0.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9184   -0.7177    0.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3070   -0.5160   -1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5457   -1.7135   -0.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6189    1.4026    1.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0461   -0.1502    2.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9675    1.2807    2.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141   -0.6403    2.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4162   -2.5650    0.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0006   -0.0755    2.2358 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  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 22 27  1  0
 27 28  1  0
 13 29  1  0
 29 30  1  0
 29  2  1  0
 29  6  1  0
 13  8  1  0
 21 15  1  0
 21  8  1  0
 27  9  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  9 38  1  0
 15 39  1  0
 19 40  1  0
 20 41  1  0
 22 42  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 30 54  1  0
M  END


  Mrv0541 02241216282D          

 30 35  0  0  0  0            999 V2000
   -2.2744   -0.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6066   -1.4197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9374   -0.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1942   -0.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0192   -0.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1124   -0.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401   -0.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5305    0.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0623   -1.1879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5063    0.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4080    0.6526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8037    0.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5416    1.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2849    1.1175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3911   -0.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093   -0.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4618   -0.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6274    0.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8743    1.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093    1.5950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8037   -0.2083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1869    0.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1869    1.5771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6595    1.3811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552    0.3353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620   -0.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0623   -0.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8470   -0.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6964   -1.5950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620   -1.1879    0.0000 C   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 11  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 12  1  0  0  0  0
  7 15  1  0  0  0  0
  8 14  1  0  0  0  0
  8 22  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 18  1  0  0  0  0
 13 14  1  0  0  0  0
 13 20  1  0  0  0  0
 15 16  1  0  0  0  0
 15 21  1  0  0  0  0
 16 17  1  0  0  0  0
 16 29  1  0  0  0  0
 17 26  1  0  0  0  0
 18 19  1  0  0  0  0
 18 25  1  0  0  0  0
 19 20  1  0  0  0  0
 19 24  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029605

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C(=O)OC2CC34C5OC(=O)C3(OC3OC(=O)C(O)C43C(C5O)C(C)(C)C)C12O

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O10/c1-6-12(23)27-7-5-17-11-8(21)9(16(2,3)4)18(17)10(22)13(24)29-15(18)30-20(17,14(25)28-11)19(6,7)26/h6-11,15,21-22,26H,5H2,1-4H3

> <INCHI_KEY>
LMEHVEUFNRJAAV-UHFFFAOYSA-N

> <FORMULA>
C20H24O10

> <MOLECULAR_WEIGHT>
424.3986

> <EXACT_MASS>
424.136946988

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
39.2564147785947

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-tert-butyl-6,9,17-trihydroxy-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>
0.23

> <JCHEM_LOGP>
-0.6601662809999991

> <ALOGPS_LOGS>
-1.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.35772521720368

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.76208044040018

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2989872231112054

> <JCHEM_POLAR_SURFACE_AREA>
148.82

> <JCHEM_REFRACTIVITY>
91.459

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.96e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-tert-butyl-6,9,17-trihydroxy-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

$$$$

HMDB0029605
     RDKit          3D
Ginkgolide J
 54 59  0  0  0  0  0  0  0  0999 V2000
    4.3685    1.5279   -0.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5908    0.2335   -0.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4872   -0.9576   -0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6693   -1.0125   -0.9108 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7595   -1.9642    0.1246 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6274   -1.4058    0.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3767   -1.6114   -0.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5080   -0.5190    0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0387   -0.7511    1.7439 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1566    0.4490    2.4605 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9586    1.3458    1.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2852    2.5209    2.1203 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4006    0.6769    0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2140    1.3607   -0.5998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0625    1.2194   -1.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0047    1.1079   -2.4597 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1941   -0.2393   -2.7138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9453   -0.7598   -3.6125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6606   -0.9470   -1.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8433   -1.1987   -2.3620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6248   -0.1161   -0.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6884    0.1316    0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0873    0.4102    0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3770    1.6384   -0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9592   -0.6912   -0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7405    0.7431    1.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5294   -0.9156    1.4768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7444   -2.2014    1.1336 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7812    0.0759    0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4713    0.6253    1.7646 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4258    1.3013   -0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3296    2.0129   -1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9992    2.2576    0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9515    0.1591   -1.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4911   -1.7993    1.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9421   -2.5905    0.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7479   -1.5148   -1.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767   -1.6311    2.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6838    2.0645   -0.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1671   -1.9647   -1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2234   -0.4204   -2.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3213    1.0606    0.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4742    1.7681   -0.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8465    1.6401   -1.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0477    2.5759   -0.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9184   -0.7177    0.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3070   -0.5160   -1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5457   -1.7135   -0.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6189    1.4026    1.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0461   -0.1502    2.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9675    1.2807    2.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141   -0.6403    2.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4162   -2.5650    0.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0006   -0.0755    2.2358 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  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 22 27  1  0
 27 28  1  0
 13 29  1  0
 29 30  1  0
 29  2  1  0
 29  6  1  0
 13  8  1  0
 21 15  1  0
 21  8  1  0
 27  9  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  9 38  1  0
 15 39  1  0
 19 40  1  0
 20 41  1  0
 22 42  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 30 54  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.246  -1.741   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.999  -2.650   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.750  -1.741   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.229  -0.276   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.769  -0.276   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.210  -1.741   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.262  -0.276   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.990   0.626   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.716  -2.217   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -4.678   0.973   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.628   1.218   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.500   0.626   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.011   2.086   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.532   2.086   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.730  -1.741   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.257  -1.741   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.729  -0.276   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.038   0.626   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.499   2.086   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.257   2.977   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.500  -0.389   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.349   1.399   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.349   2.944   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.964   2.578   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       4.583   0.626   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.222  -0.672   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.716  -0.276   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.314  -1.764   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.167  -2.977   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       4.222  -2.217   0.000  0.00  0.00           C+0
CONECT    1    2    5    9                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5    8   11                                             
CONECT    5    1    4   10                                                  
CONECT    6    3    7                                                       
CONECT    7    6    8   12   15                                             
CONECT    8    4    7   14   22                                             
CONECT    9    1                                                            
CONECT   10    5                                                            
CONECT   11    4                                                            
CONECT   12    7   13   17   18                                             
CONECT   13   12   14   20                                                  
CONECT   14    8   13                                                       
CONECT   15    7   16   21                                                  
CONECT   16   15   17   29                                                  
CONECT   17   12   16   26                                                  
CONECT   18   12   19   25                                                  
CONECT   19   18   20   24                                                  
CONECT   20   13   19                                                       
CONECT   21   15   22                                                       
CONECT   22    8   21   23                                                  
CONECT   23   22                                                            
CONECT   24   19                                                            
CONECT   25   18                                                            
CONECT   26   17   27   28   30                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   16                                                            
CONECT   30   26                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   70    0
END

COMPND    HMDB0029605
HETATM    1  C1  UNL     1       4.368   1.528  -0.601  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.591   0.234  -0.570  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.487  -0.958  -0.492  1.00  0.00           C  
HETATM    4  O1  UNL     1       5.669  -1.013  -0.911  1.00  0.00           O  
HETATM    5  O2  UNL     1       3.760  -1.964   0.125  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.627  -1.406   0.799  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.377  -1.611  -0.080  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.508  -0.519   0.396  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.039  -0.751   1.744  1.00  0.00           C  
HETATM   10  O3  UNL     1       0.157   0.449   2.460  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.959   1.346   1.791  1.00  0.00           C  
HETATM   12  O4  UNL     1       1.285   2.521   2.120  1.00  0.00           O  
HETATM   13  C9  UNL     1       1.401   0.677   0.558  1.00  0.00           C  
HETATM   14  O5  UNL     1       1.214   1.361  -0.600  1.00  0.00           O  
HETATM   15  C10 UNL     1      -0.062   1.219  -1.053  1.00  0.00           C  
HETATM   16  O6  UNL     1      -0.005   1.108  -2.460  1.00  0.00           O  
HETATM   17  C11 UNL     1       0.194  -0.239  -2.714  1.00  0.00           C  
HETATM   18  O7  UNL     1       0.945  -0.760  -3.613  1.00  0.00           O  
HETATM   19  C12 UNL     1      -0.661  -0.947  -1.709  1.00  0.00           C  
HETATM   20  O8  UNL     1      -1.843  -1.199  -2.362  1.00  0.00           O  
HETATM   21  C13 UNL     1      -0.625  -0.116  -0.542  1.00  0.00           C  
HETATM   22  C14 UNL     1      -1.688   0.132   0.393  1.00  0.00           C  
HETATM   23  C15 UNL     1      -3.087   0.410   0.118  1.00  0.00           C  
HETATM   24  C16 UNL     1      -3.377   1.638  -0.713  1.00  0.00           C  
HETATM   25  C17 UNL     1      -3.959  -0.691  -0.408  1.00  0.00           C  
HETATM   26  C18 UNL     1      -3.741   0.743   1.484  1.00  0.00           C  
HETATM   27  C19 UNL     1      -1.529  -0.916   1.477  1.00  0.00           C  
HETATM   28  O9  UNL     1      -1.744  -2.201   1.134  1.00  0.00           O  
HETATM   29  C20 UNL     1       2.781   0.076   0.699  1.00  0.00           C  
HETATM   30  O10 UNL     1       3.471   0.625   1.765  1.00  0.00           O  
HETATM   31  H1  UNL     1       5.426   1.301  -0.351  1.00  0.00           H  
HETATM   32  H2  UNL     1       4.330   2.013  -1.598  1.00  0.00           H  
HETATM   33  H3  UNL     1       3.999   2.258   0.146  1.00  0.00           H  
HETATM   34  H4  UNL     1       2.951   0.159  -1.462  1.00  0.00           H  
HETATM   35  H5  UNL     1       2.491  -1.799   1.803  1.00  0.00           H  
HETATM   36  H6  UNL     1       0.942  -2.590   0.157  1.00  0.00           H  
HETATM   37  H7  UNL     1       1.748  -1.515  -1.104  1.00  0.00           H  
HETATM   38  H8  UNL     1       0.377  -1.631   2.274  1.00  0.00           H  
HETATM   39  H9  UNL     1      -0.684   2.064  -0.712  1.00  0.00           H  
HETATM   40  H10 UNL     1      -0.167  -1.965  -1.619  1.00  0.00           H  
HETATM   41  H11 UNL     1      -2.223  -0.420  -2.838  1.00  0.00           H  
HETATM   42  H12 UNL     1      -1.321   1.061   0.974  1.00  0.00           H  
HETATM   43  H13 UNL     1      -4.474   1.768  -0.832  1.00  0.00           H  
HETATM   44  H14 UNL     1      -2.847   1.640  -1.678  1.00  0.00           H  
HETATM   45  H15 UNL     1      -3.048   2.576  -0.200  1.00  0.00           H  
HETATM   46  H16 UNL     1      -4.918  -0.718   0.162  1.00  0.00           H  
HETATM   47  H17 UNL     1      -4.307  -0.516  -1.449  1.00  0.00           H  
HETATM   48  H18 UNL     1      -3.546  -1.714  -0.272  1.00  0.00           H  
HETATM   49  H19 UNL     1      -4.619   1.403   1.342  1.00  0.00           H  
HETATM   50  H20 UNL     1      -4.046  -0.150   2.018  1.00  0.00           H  
HETATM   51  H21 UNL     1      -2.968   1.281   2.061  1.00  0.00           H  
HETATM   52  H22 UNL     1      -2.114  -0.640   2.390  1.00  0.00           H  
HETATM   53  H23 UNL     1      -1.416  -2.565   0.317  1.00  0.00           H  
HETATM   54  H24 UNL     1       4.001  -0.075   2.236  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   29   34
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   29   35
CONECT    7    8   36   37
CONECT    8    9   13   21
CONECT    9   10   27   38
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   14   29
CONECT   14   15
CONECT   15   16   21   39
CONECT   16   17
CONECT   17   18   18   19
CONECT   19   20   21   40
CONECT   20   41
CONECT   21   22
CONECT   22   23   27   42
CONECT   23   24   25   26
CONECT   24   43   44   45
CONECT   25   46   47   48
CONECT   26   49   50   51
CONECT   27   28   52
CONECT   28   53
CONECT   29   30
CONECT   30   54
END

HMDB0029605
     RDKit          3D
Ginkgolide J
 54 59  0  0  0  0  0  0  0  0999 V2000
    4.3685    1.5279   -0.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5908    0.2335   -0.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4872   -0.9576   -0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6693   -1.0125   -0.9108 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7595   -1.9642    0.1246 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6274   -1.4058    0.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3767   -1.6114   -0.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5080   -0.5190    0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0387   -0.7511    1.7439 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1566    0.4490    2.4605 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9586    1.3458    1.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2852    2.5209    2.1203 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4006    0.6769    0.5582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2140    1.3607   -0.5998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0625    1.2194   -1.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0047    1.1079   -2.4597 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1941   -0.2393   -2.7138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9453   -0.7598   -3.6125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6606   -0.9470   -1.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8433   -1.1987   -2.3620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6248   -0.1161   -0.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6884    0.1316    0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0873    0.4102    0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3770    1.6384   -0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9592   -0.6912   -0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7405    0.7431    1.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5294   -0.9156    1.4768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7444   -2.2014    1.1336 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7812    0.0759    0.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4713    0.6253    1.7646 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4258    1.3013   -0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3296    2.0129   -1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9992    2.2576    0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9515    0.1591   -1.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4911   -1.7993    1.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9421   -2.5905    0.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7479   -1.5148   -1.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767   -1.6311    2.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6838    2.0645   -0.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1671   -1.9647   -1.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2234   -0.4204   -2.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3213    1.0606    0.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4742    1.7681   -0.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8465    1.6401   -1.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0477    2.5759   -0.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9184   -0.7177    0.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3070   -0.5160   -1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5457   -1.7135   -0.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6189    1.4026    1.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0461   -0.1502    2.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9675    1.2807    2.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1141   -0.6403    2.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4162   -2.5650    0.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0006   -0.0755    2.2358 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  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 22 27  1  0
 27 28  1  0
 13 29  1  0
 29 30  1  0
 29  2  1  0
 29  6  1  0
 13  8  1  0
 21 15  1  0
 21  8  1  0
 27  9  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  9 38  1  0
 15 39  1  0
 19 40  1  0
 20 41  1  0
 22 42  1  0
 24 43  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 30 54  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Ginkgolide J dihydrate	HMDB
(1R,4AR,5R,7as,9S,10R,11S)-11-tert-butyl-1,4b,10-trihydroxy-5-methyltetrahydro-4BH,9H-9,4a-(epoxymethano)cyclopenta(c)furo(2,3-b)furo(3',2':3,4)cyclopenta(1,2-D)furan-2,6,13(1H,5H)-trione	MeSH
Ginkgolide J	MeSH

Chemical Formula

C₂₀H₂₄O₁₀

Average Molecular Weight

424.3986

Monoisotopic Molecular Weight

424.136946988

IUPAC Name

8-tert-butyl-6,9,17-trihydroxy-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-6,9,17-trihydroxy-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

107438-79-9

SMILES

CC1C(=O)OC2CC34C5OC(=O)C3(OC3OC(=O)C(O)C43C(C5O)C(C)(C)C)C12O

InChI Identifier

InChI=1S/C20H24O10/c1-6-12(23)27-7-5-17-11-8(21)9(16(2,3)4)18(17)10(22)13(24)29-15(18)30-20(17,14(25)28-11)19(6,7)26/h6-11,15,21-22,26H,5H2,1-4H3

InChI Key

LMEHVEUFNRJAAV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ginkgolides and bilobalides. These are diterpene lactones with a structure based either on the gingkolide or the bilobalide skeleton. The ginkgolide skeleton is a very rigid structure consisting of hexacyclic C20 trilactone. The cis-fused F/A/D/C ring junction forms an empty semi-ball hole, the D ring contains a cage form tetrahydrofuran ring which occupies the center of the empty hole, and the oxygen atoms of the D,C and F ring and 10-hydroxyl group consist of an analogous crown ether structure.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Ginkgolides and bilobalides

Alternative Parents

Substituents

Ginkgolide-skeleton
Diterpenoid
Tricarboxylic acid or derivatives
Furofuran
Gamma butyrolactone
Cyclic alcohol
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Lactone
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0029605)

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029605)

Source

Endogenous

Endogenous (HMDB: HMDB0029605)

Plant

Plant (HMDB: HMDB0029605)

Animal

Animal (HMDB: HMDB0029605)

Exogenous

Food

Food (HMDB: HMDB0029605)

Herb and spice

Other seed

Ginkgo nuts (FooDB: FOOD00367)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0029605)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0029605)

Cellular process

Cell signaling (HMDB: HMDB0029605)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0029605)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0029605)

Nutrient

Nutrient (HMDB: HMDB0029605)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0029605)

Emulsifier (HMDB: HMDB0029605)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	320 °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	6.96 g/L	ALOGPS
logP	0.23	ALOGPS
logP	-0.66	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	11.76	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	148.82 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	91.46 m³·mol⁻¹	ChemAxon
Polarizability	39.26 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	196.238	31661259
DarkChem	[M-H]-	187.716	31661259
DeepCCS	[M-2H]-	225.978	30932474
DeepCCS	[M+Na]+	201.165	30932474
AllCCS	[M+H]+	191.1	32859911
AllCCS	[M+H-H2O]+	188.9	32859911
AllCCS	[M+NH4]+	193.1	32859911
AllCCS	[M+Na]+	193.7	32859911
AllCCS	[M-H]-	199.9	32859911
AllCCS	[M+Na-2H]-	199.8	32859911
AllCCS	[M+HCOO]-	200.0	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ginkgolide J,1TMS,isomer #1	CC1C(=O)OC2CC34C5OC(=O)C3(OC3OC(=O)C(O[Si](C)(C)C)C34C(C(C)(C)C)C5O)C21O	3273.4	Semi standard non polar	33892256
Ginkgolide J,1TMS,isomer #2	CC1C(=O)OC2CC34C5OC(=O)C3(OC3OC(=O)C(O)C34C(C(C)(C)C)C5O[Si](C)(C)C)C21O	3219.7	Semi standard non polar	33892256
Ginkgolide J,1TMS,isomer #3	CC1C(=O)OC2CC34C5OC(=O)C3(OC3OC(=O)C(O)C34C(C(C)(C)C)C5O)C21O[Si](C)(C)C	3289.3	Semi standard non polar	33892256
Ginkgolide J,2TMS,isomer #1	CC1C(=O)OC2CC34C5OC(=O)C3(OC3OC(=O)C(O[Si](C)(C)C)C34C(C(C)(C)C)C5O[Si](C)(C)C)C21O	3185.3	Semi standard non polar	33892256
Ginkgolide J,2TMS,isomer #2	CC1C(=O)OC2CC34C5OC(=O)C3(OC3OC(=O)C(O[Si](C)(C)C)C34C(C(C)(C)C)C5O)C21O[Si](C)(C)C	3238.3	Semi standard non polar	33892256
Ginkgolide J,2TMS,isomer #3	CC1C(=O)OC2CC34C5OC(=O)C3(OC3OC(=O)C(O)C34C(C(C)(C)C)C5O[Si](C)(C)C)C21O[Si](C)(C)C	3191.4	Semi standard non polar	33892256
Ginkgolide J,3TMS,isomer #1	CC1C(=O)OC2CC34C5OC(=O)C3(OC3OC(=O)C(O[Si](C)(C)C)C34C(C(C)(C)C)C5O[Si](C)(C)C)C21O[Si](C)(C)C	3151.3	Semi standard non polar	33892256
Ginkgolide J,1TBDMS,isomer #1	CC1C(=O)OC2CC34C5OC(=O)C3(OC3OC(=O)C(O[Si](C)(C)C(C)(C)C)C34C(C(C)(C)C)C5O)C21O	3513.8	Semi standard non polar	33892256
Ginkgolide J,1TBDMS,isomer #2	CC1C(=O)OC2CC34C5OC(=O)C3(OC3OC(=O)C(O)C34C(C(C)(C)C)C5O[Si](C)(C)C(C)(C)C)C21O	3469.5	Semi standard non polar	33892256
Ginkgolide J,1TBDMS,isomer #3	CC1C(=O)OC2CC34C5OC(=O)C3(OC3OC(=O)C(O)C34C(C(C)(C)C)C5O)C21O[Si](C)(C)C(C)(C)C	3528.5	Semi standard non polar	33892256
Ginkgolide J,2TBDMS,isomer #1	CC1C(=O)OC2CC34C5OC(=O)C3(OC3OC(=O)C(O[Si](C)(C)C(C)(C)C)C34C(C(C)(C)C)C5O[Si](C)(C)C(C)(C)C)C21O	3670.9	Semi standard non polar	33892256
Ginkgolide J,2TBDMS,isomer #2	CC1C(=O)OC2CC34C5OC(=O)C3(OC3OC(=O)C(O[Si](C)(C)C(C)(C)C)C34C(C(C)(C)C)C5O)C21O[Si](C)(C)C(C)(C)C	3721.6	Semi standard non polar	33892256
Ginkgolide J,2TBDMS,isomer #3	CC1C(=O)OC2CC34C5OC(=O)C3(OC3OC(=O)C(O)C34C(C(C)(C)C)C5O[Si](C)(C)C(C)(C)C)C21O[Si](C)(C)C(C)(C)C	3683.4	Semi standard non polar	33892256
Ginkgolide J,3TBDMS,isomer #1	CC1C(=O)OC2CC34C5OC(=O)C3(OC3OC(=O)C(O[Si](C)(C)C(C)(C)C)C34C(C(C)(C)C)C5O[Si](C)(C)C(C)(C)C)C21O[Si](C)(C)C(C)(C)C	3877.1	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 J GC-MS (Non-derivatized) - 70eV, Positive	splash10-05c2-7209100000-ae641b4b8d3add96b8f5	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide J GC-MS (3 TMS) - 70eV, Positive	splash10-009t-4100292000-939d0553a04b8208759f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide J GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide J GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide J GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide J GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide J GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide J GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide J GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide J GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide J GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide J GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide J GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide J GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide J GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide J GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ginkgolide J GC-MS ("Ginkgolide J,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	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 - Ginkgolide J 10V, Positive-QTOF	splash10-004i-0003900000-09d2824e43962c0cc5e2	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginkgolide J 20V, Positive-QTOF	splash10-0a6r-1009400000-a451ddc59854f0cb7cc5	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginkgolide J 40V, Positive-QTOF	splash10-0c09-7009100000-b5e7d6533881493482ac	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginkgolide J 10V, Negative-QTOF	splash10-00di-0005900000-828c65197deb4ee49e50	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginkgolide J 20V, Negative-QTOF	splash10-05i0-1009600000-206bd132d1193a1c2dcd	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginkgolide J 40V, Negative-QTOF	splash10-0569-1019000000-1c3347117e3163a8b4ae	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginkgolide J 10V, Positive-QTOF	splash10-004i-0000900000-c033753734ab9ed085db	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginkgolide J 20V, Positive-QTOF	splash10-004i-0003900000-fd484b8aeecbd3b94fc1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginkgolide J 40V, Positive-QTOF	splash10-002b-3293000000-7114e92f7926b3157ac9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginkgolide J 10V, Negative-QTOF	splash10-00di-0000900000-e75c2e068ae52fc6f9b3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginkgolide J 20V, Negative-QTOF	splash10-00di-1002900000-ac7b65b492b687029e8d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ginkgolide J 40V, Negative-QTOF	splash10-00b9-9301100000-db69a97f774df3c51b5c	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163776

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 J (HMDB0029605)

MOL for HMDB0029605 (Ginkgolide J)

3D MOL for HMDB0029605 (Ginkgolide J)

3D SDF for HMDB0029605 (Ginkgolide J)

3D-SDF for HMDB0029605 (Ginkgolide J)

PDB for HMDB0029605 (Ginkgolide J)

3D PDB for HMDB0029605 (Ginkgolide J)

SMILES for HMDB0029605 (Ginkgolide J)

INCHI for HMDB0029605 (Ginkgolide J)

Structure for HMDB0029605 (Ginkgolide J)

3D Structure for HMDB0029605 (Ginkgolide J)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra