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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:03:21 UTC

Update Date

2021-09-26 23:05:49 UTC

HMDB ID

HMDB0252911

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Gomisin D

Description

Gomisin D belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. Gomisin D is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Gomisin d is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Gomisin D is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1533004171512582D          

 38 42  0  0  0  0            999 V2000
   -0.9086    1.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877    1.8226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5241    1.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5073    0.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2152    0.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9892   -0.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546   -0.0242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2658    0.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5579    0.8241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5413    1.5566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2837    1.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2771    2.3381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1915    2.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8923    2.8300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0152    2.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9791    1.7550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1531    1.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9780    1.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5396    1.6251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2879    1.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1888    0.4588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3793    0.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9556   -0.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1308   -0.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9048   -1.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3905   -1.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6449   -1.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2169   -2.1704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7295    0.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9360    0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9490    1.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6698    1.7779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6827    2.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2410    1.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2540    2.6252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748    3.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
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  6 28  1  0  0  0  0
 28 29  1  0  0  0  0
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 24 31  2  0  0  0  0
 17 31  1  0  0  0  0
 31 32  1  0  0  0  0
  5 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 36  2  0  0  0  0
  3 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END

HMDB0252911
     RDKit          3D
Gomisin D
 72 76  0  0  0  0  0  0  0  0999 V2000
    3.0787   -1.8310    3.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1674   -0.5461    3.0809 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3166   -0.2755    1.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288   -1.2304    1.5465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6243   -0.9304    0.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6454    0.3209   -0.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5564    1.2304    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7028    2.4787   -0.2594 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841    2.8012   -1.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3800    0.9427    1.3682 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2748    1.8785    1.8263 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0063    2.8403    2.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1726    0.6837   -1.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1069    0.1024   -2.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5554    0.3399   -3.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6101    1.2102   -3.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9332    1.7923   -2.5864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2555    1.5544   -1.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7648    2.2478   -0.2880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3571    1.9573    0.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6997    1.2244    1.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1717    1.8118    3.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1893   -0.2221    2.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5017   -0.9840    3.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5407   -0.0615    2.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664   -0.9296    0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2191   -0.5726   -0.0023 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1657   -2.5756   -1.2717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1114   -2.5579   -2.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2120   -3.0574   -2.4578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0751   -1.0305   -3.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0521    2.6282   -2.9136 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4635    1.6387   -4.8096 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0044   -1.9478    4.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2833   -2.6518    3.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3627   -2.1958    2.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4578    3.3300   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0741    3.5502   -1.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894    1.9269   -1.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1547    3.8539    2.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9538    2.7415    3.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7045    2.6597    3.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2805   -0.1424   -4.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4138    1.5627    0.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5884    3.0045    1.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6280    1.3442    2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9322    1.0930    4.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6959   -1.6463   -2.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3347   -4.4776   -0.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9674   -1.4132   -1.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0057   -2.6396   -3.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5473   -3.6850   -3.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5930   -3.6696   -1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6946   -1.4946   -3.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0035   -0.4856   -3.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1220    2.9029   -4.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367    3.6763   -4.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
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 10  3  1  0
 18 13  1  0
 29  5  1  0
 35 14  1  0
 38 16  1  0
  1 39  1  0
  1 40  1  0
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  4 42  1  0
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 33 65  1  0
 34 66  1  0
 34 67  1  0
 34 68  1  0
 35 69  1  0
 35 70  1  0
 37 71  1  0
 37 72  1  0
M  END


  Mrv1533004171512582D          

 38 42  0  0  0  0            999 V2000
   -0.9086    1.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877    1.8226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5241    1.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5073    0.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2152    0.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9892   -0.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546   -0.0242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2658    0.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5579    0.8241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5413    1.5566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2837    1.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2771    2.3381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8923    2.8300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0152    2.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9791    1.7550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9780    1.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5396    1.6251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1888    0.4588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6698    1.7779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2540    2.6252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9748    3.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
  6 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 24 31  2  0  0  0  0
 17 31  1  0  0  0  0
 31 32  1  0  0  0  0
  5 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 36  2  0  0  0  0
  3 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252911

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C(OC)=C1OC)C1=C3CC(C)C(C)(O)C2OC(=O)C(C)(O)C(C)COC1=C1OCOC1=C3

> <INCHI_IDENTIFIER>
InChI=1S/C28H34O10/c1-13-8-15-9-18-22(37-12-36-18)24-19(15)20-16(10-17(32-5)21(33-6)23(20)34-7)25(27(13,3)30)38-26(29)28(4,31)14(2)11-35-24/h9-10,13-14,25,30-31H,8,11-12H2,1-7H3

> <INCHI_KEY>
VLLFEMVDMFTBHG-UHFFFAOYSA-N

> <FORMULA>
C28H34O10

> <MOLECULAR_WEIGHT>
530.57

> <EXACT_MASS>
530.215197295

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
54.43917009412681

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
12,25-dihydroxy-18,19,20-trimethoxy-11,12,24,25-tetramethyl-4,6,9,14-tetraoxapentacyclo[13.7.3.0³,⁷.0⁸,²².0¹⁶,²¹]pentacosa-1(22),2,7,16(21),17,19-hexaen-13-one

> <ALOGPS_LOGP>
2.97

> <JCHEM_LOGP>
3.0414665026666654

> <ALOGPS_LOGS>
-4.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.691180446540994

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.288337828168418

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3793700141988943

> <JCHEM_POLAR_SURFACE_AREA>
122.14000000000003

> <JCHEM_REFRACTIVITY>
134.908

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.87e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12,25-dihydroxy-18,19,20-trimethoxy-11,12,24,25-tetramethyl-4,6,9,14-tetraoxapentacyclo[13.7.3.0³,⁷.0⁸,²².0¹⁶,²¹]pentacosa-1(22),2,7,16(21),17,19-hexaen-13-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252911
     RDKit          3D
Gomisin D
 72 76  0  0  0  0  0  0  0  0999 V2000
    3.0787   -1.8310    3.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1674   -0.5461    3.0809 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3166   -0.2755    1.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288   -1.2304    1.5465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6243   -0.9304    0.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6454    0.3209   -0.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5564    1.2304    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7028    2.4787   -0.2594 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841    2.8012   -1.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3800    0.9427    1.3682 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2748    1.8785    1.8263 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0063    2.8403    2.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1726    0.6837   -1.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1069    0.1024   -2.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5554    0.3399   -3.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6101    1.2102   -3.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9332    1.7923   -2.5864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2555    1.5544   -1.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7648    2.2478   -0.2880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3571    1.9573    0.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6997    1.2244    1.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1717    1.8118    3.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1893   -0.2221    2.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5017   -0.9840    3.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5407   -0.0615    2.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664   -0.9296    0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2191   -0.5726   -0.0023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4933   -1.9094    0.3208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1665   -2.1819    0.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1657   -2.5756   -1.2717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1114   -2.5579   -2.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4617   -3.9631   -1.1681 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031   -1.9276   -1.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2120   -3.0574   -2.4578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0751   -1.0305   -3.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0521    2.6282   -2.9136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0979    2.8241   -4.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4635    1.6387   -4.8096 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6791   -1.8810    4.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0044   -1.9478    4.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2833   -2.6518    3.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3627   -2.1958    2.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4578    3.3300   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0741    3.5502   -1.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894    1.9269   -1.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1547    3.8539    2.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9538    2.7415    3.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7045    2.6597    3.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2805   -0.1424   -4.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4138    1.5627    0.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5884    3.0045    1.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6280    1.3442    2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9322    1.0930    4.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7163    2.7885    3.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2758    1.9097    3.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2700   -1.9950    2.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1606   -1.1347    4.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5957   -0.4707    3.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0023   -0.9377    2.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2319   -2.9921    0.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7265   -3.4267   -1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8956   -2.7778   -3.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6959   -1.6463   -2.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3347   -4.4776   -0.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9674   -1.4132   -1.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0057   -2.6396   -3.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5473   -3.6850   -3.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5930   -3.6696   -1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6946   -1.4946   -3.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0035   -0.4856   -3.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1220    2.9029   -4.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367    3.6763   -4.5497 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  1  0
  6 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 33 34  1  0
 33 35  1  0
 17 36  1  0
 36 37  1  0
 37 38  1  0
 10  3  1  0
 18 13  1  0
 29  5  1  0
 35 14  1  0
 38 16  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  4 42  1  0
  9 43  1  0
  9 44  1  0
  9 45  1  0
 12 46  1  0
 12 47  1  0
 12 48  1  0
 15 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 22 55  1  0
 24 56  1  0
 24 57  1  0
 24 58  1  0
 25 59  1  0
 29 60  1  0
 31 61  1  0
 31 62  1  0
 31 63  1  0
 32 64  1  0
 33 65  1  0
 34 66  1  0
 34 67  1  0
 34 68  1  0
 35 69  1  0
 35 70  1  0
 37 71  1  0
 37 72  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -1.696   2.653   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.350   3.402   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.978   2.176   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.947   1.072   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.268   0.281   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.847  -1.200   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.849  -0.045   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.496   1.454   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.041   1.538   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.010   2.906   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.530   2.917   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.517   4.365   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.224   4.067   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.666   5.283   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.762   3.984   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.561   3.276   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.886   1.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.426   1.905   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.474   3.034   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.871   2.385   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.686   0.856   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.175   0.560   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.384  -0.762   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.844  -0.738   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.422  -2.219   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.077  -2.968   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.254  -4.497   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.596  -2.546   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.204  -3.205   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       2.272  -4.051   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       5.095   0.608   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.614   1.030   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.638   2.570   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       4.984   3.319   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       5.008   4.859   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.317   3.360   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       2.341   4.900   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       3.686   5.649   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   36                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   32                                                  
CONECT    6    5    7   28                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   31                                                  
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   18   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   31                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    6   29   30                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   24   17   32                                                  
CONECT   32   31    5   33                                                  
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33    3   37                                                  
CONECT   37   36   38                                                       
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

COMPND    HMDB0252911
HETATM    1  C1  UNL     1       3.079  -1.831   3.709  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.167  -0.546   3.081  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.317  -0.275   1.988  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.429  -1.230   1.546  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.624  -0.930   0.488  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.645   0.321  -0.191  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.556   1.230   0.297  1.00  0.00           C  
HETATM    8  O2  UNL     1       1.703   2.479  -0.259  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.584   2.801  -1.302  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.380   0.943   1.368  1.00  0.00           C  
HETATM   11  O3  UNL     1       3.275   1.878   1.826  1.00  0.00           O  
HETATM   12  C9  UNL     1       3.006   2.840   2.817  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.173   0.684  -1.357  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.107   0.102  -2.636  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.555   0.340  -3.779  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.610   1.210  -3.774  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.933   1.792  -2.586  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.256   1.554  -1.393  1.00  0.00           C  
HETATM   19  O4  UNL     1      -1.765   2.248  -0.288  1.00  0.00           O  
HETATM   20  C16 UNL     1      -2.357   1.957   0.901  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.700   1.224   1.989  1.00  0.00           C  
HETATM   22  C18 UNL     1      -2.172   1.812   3.372  1.00  0.00           C  
HETATM   23  C19 UNL     1      -2.189  -0.222   2.097  1.00  0.00           C  
HETATM   24  C20 UNL     1      -1.502  -0.984   3.178  1.00  0.00           C  
HETATM   25  O5  UNL     1      -3.541  -0.061   2.529  1.00  0.00           O  
HETATM   26  C21 UNL     1      -2.266  -0.930   0.806  1.00  0.00           C  
HETATM   27  O6  UNL     1      -3.219  -0.573  -0.002  1.00  0.00           O  
HETATM   28  O7  UNL     1      -1.493  -1.909   0.321  1.00  0.00           O  
HETATM   29  C22 UNL     1      -0.166  -2.182   0.176  1.00  0.00           C  
HETATM   30  C23 UNL     1       0.166  -2.576  -1.272  1.00  0.00           C  
HETATM   31  C24 UNL     1      -1.111  -2.558  -2.093  1.00  0.00           C  
HETATM   32  O8  UNL     1       0.462  -3.963  -1.168  1.00  0.00           O  
HETATM   33  C25 UNL     1       1.303  -1.928  -1.915  1.00  0.00           C  
HETATM   34  C26 UNL     1       2.212  -3.057  -2.458  1.00  0.00           C  
HETATM   35  C27 UNL     1       1.075  -1.031  -3.106  1.00  0.00           C  
HETATM   36  O9  UNL     1      -3.052   2.628  -2.914  1.00  0.00           O  
HETATM   37  C28 UNL     1      -3.098   2.824  -4.301  1.00  0.00           C  
HETATM   38  O10 UNL     1      -2.464   1.639  -4.810  1.00  0.00           O  
HETATM   39  H1  UNL     1       3.679  -1.881   4.617  1.00  0.00           H  
HETATM   40  H2  UNL     1       2.004  -1.948   4.034  1.00  0.00           H  
HETATM   41  H3  UNL     1       3.283  -2.652   3.023  1.00  0.00           H  
HETATM   42  H4  UNL     1       1.363  -2.196   2.019  1.00  0.00           H  
HETATM   43  H5  UNL     1       3.458   3.330  -0.851  1.00  0.00           H  
HETATM   44  H6  UNL     1       2.074   3.550  -1.945  1.00  0.00           H  
HETATM   45  H7  UNL     1       2.889   1.927  -1.906  1.00  0.00           H  
HETATM   46  H8  UNL     1       3.155   3.854   2.394  1.00  0.00           H  
HETATM   47  H9  UNL     1       1.954   2.742   3.167  1.00  0.00           H  
HETATM   48  H10 UNL     1       3.705   2.660   3.657  1.00  0.00           H  
HETATM   49  H11 UNL     1      -0.280  -0.142  -4.727  1.00  0.00           H  
HETATM   50  H12 UNL     1      -3.414   1.563   0.827  1.00  0.00           H  
HETATM   51  H13 UNL     1      -2.588   3.005   1.349  1.00  0.00           H  
HETATM   52  H14 UNL     1      -0.628   1.344   2.070  1.00  0.00           H  
HETATM   53  H15 UNL     1      -1.932   1.093   4.157  1.00  0.00           H  
HETATM   54  H16 UNL     1      -1.716   2.788   3.529  1.00  0.00           H  
HETATM   55  H17 UNL     1      -3.276   1.910   3.325  1.00  0.00           H  
HETATM   56  H18 UNL     1      -1.270  -1.995   2.782  1.00  0.00           H  
HETATM   57  H19 UNL     1      -2.161  -1.135   4.053  1.00  0.00           H  
HETATM   58  H20 UNL     1      -0.596  -0.471   3.561  1.00  0.00           H  
HETATM   59  H21 UNL     1      -4.002  -0.938   2.503  1.00  0.00           H  
HETATM   60  H22 UNL     1       0.232  -2.992   0.819  1.00  0.00           H  
HETATM   61  H23 UNL     1      -1.726  -3.427  -1.723  1.00  0.00           H  
HETATM   62  H24 UNL     1      -0.896  -2.778  -3.156  1.00  0.00           H  
HETATM   63  H25 UNL     1      -1.696  -1.646  -2.016  1.00  0.00           H  
HETATM   64  H26 UNL     1      -0.335  -4.478  -0.932  1.00  0.00           H  
HETATM   65  H27 UNL     1       1.967  -1.413  -1.183  1.00  0.00           H  
HETATM   66  H28 UNL     1       3.006  -2.640  -3.096  1.00  0.00           H  
HETATM   67  H29 UNL     1       1.547  -3.685  -3.083  1.00  0.00           H  
HETATM   68  H30 UNL     1       2.593  -3.670  -1.615  1.00  0.00           H  
HETATM   69  H31 UNL     1       0.695  -1.495  -3.995  1.00  0.00           H  
HETATM   70  H32 UNL     1       2.003  -0.486  -3.321  1.00  0.00           H  
HETATM   71  H33 UNL     1      -4.122   2.903  -4.672  1.00  0.00           H  
HETATM   72  H34 UNL     1      -2.437   3.676  -4.550  1.00  0.00           H  
CONECT    1    2   39   40   41
CONECT    2    3
CONECT    3    4    4   10
CONECT    4    5   42
CONECT    5    6    6   29
CONECT    6    7   13
CONECT    7    8   10   10
CONECT    8    9
CONECT    9   43   44   45
CONECT   10   11
CONECT   11   12
CONECT   12   46   47   48
CONECT   13   14   14   18
CONECT   14   15   35
CONECT   15   16   16   49
CONECT   16   17   38
CONECT   17   18   18   36
CONECT   18   19
CONECT   19   20
CONECT   20   21   50   51
CONECT   21   22   23   52
CONECT   22   53   54   55
CONECT   23   24   25   26
CONECT   24   56   57   58
CONECT   25   59
CONECT   26   27   27   28
CONECT   28   29
CONECT   29   30   60
CONECT   30   31   32   33
CONECT   31   61   62   63
CONECT   32   64
CONECT   33   34   35   65
CONECT   34   66   67   68
CONECT   35   69   70
CONECT   36   37
CONECT   37   38   71   72
END

HMDB0252911
     RDKit          3D
Gomisin D
 72 76  0  0  0  0  0  0  0  0999 V2000
    3.0787   -1.8310    3.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1674   -0.5461    3.0809 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3166   -0.2755    1.9876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288   -1.2304    1.5465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6243   -0.9304    0.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6454    0.3209   -0.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5564    1.2304    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7028    2.4787   -0.2594 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5841    2.8012   -1.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3800    0.9427    1.3682 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2748    1.8785    1.8263 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0063    2.8403    2.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1726    0.6837   -1.3569 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1069    0.1024   -2.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5554    0.3399   -3.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6101    1.2102   -3.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9332    1.7923   -2.5864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2555    1.5544   -1.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7648    2.2478   -0.2880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3571    1.9573    0.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6997    1.2244    1.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1717    1.8118    3.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1893   -0.2221    2.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5017   -0.9840    3.1780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5407   -0.0615    2.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664   -0.9296    0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2191   -0.5726   -0.0023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4933   -1.9094    0.3208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1665   -2.1819    0.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1657   -2.5756   -1.2717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1114   -2.5579   -2.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4617   -3.9631   -1.1681 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031   -1.9276   -1.9150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2120   -3.0574   -2.4578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0751   -1.0305   -3.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0521    2.6282   -2.9136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0979    2.8241   -4.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4635    1.6387   -4.8096 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6791   -1.8810    4.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0044   -1.9478    4.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2833   -2.6518    3.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3627   -2.1958    2.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4578    3.3300   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0741    3.5502   -1.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894    1.9269   -1.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1547    3.8539    2.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9538    2.7415    3.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7045    2.6597    3.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2805   -0.1424   -4.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4138    1.5627    0.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5884    3.0045    1.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6280    1.3442    2.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9322    1.0930    4.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7163    2.7885    3.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2758    1.9097    3.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2700   -1.9950    2.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1606   -1.1347    4.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5957   -0.4707    3.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0023   -0.9377    2.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2319   -2.9921    0.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7265   -3.4267   -1.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8956   -2.7778   -3.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6959   -1.6463   -2.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3347   -4.4776   -0.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9674   -1.4132   -1.1829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0057   -2.6396   -3.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5473   -3.6850   -3.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5930   -3.6696   -1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6946   -1.4946   -3.9948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0035   -0.4856   -3.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1220    2.9029   -4.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367    3.6763   -4.5497 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
 10 11  1  0
 11 12  1  0
  6 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 33 34  1  0
 33 35  1  0
 17 36  1  0
 36 37  1  0
 37 38  1  0
 10  3  1  0
 18 13  1  0
 29  5  1  0
 35 14  1  0
 38 16  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  4 42  1  0
  9 43  1  0
  9 44  1  0
  9 45  1  0
 12 46  1  0
 12 47  1  0
 12 48  1  0
 15 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 22 55  1  0
 24 56  1  0
 24 57  1  0
 24 58  1  0
 25 59  1  0
 29 60  1  0
 31 61  1  0
 31 62  1  0
 31 63  1  0
 32 64  1  0
 33 65  1  0
 34 66  1  0
 34 67  1  0
 34 68  1  0
 35 69  1  0
 35 70  1  0
 37 71  1  0
 37 72  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₈H₃₄O₁₀

Average Molecular Weight

530.57

Monoisotopic Molecular Weight

530.215197295

IUPAC Name

12,25-dihydroxy-18,19,20-trimethoxy-11,12,24,25-tetramethyl-4,6,9,14-tetraoxapentacyclo[13.7.3.0³,⁷.0⁸,²².0¹⁶,²¹]pentacosa-1(22),2,7,16(21),17,19-hexaen-13-one

Traditional Name

12,25-dihydroxy-18,19,20-trimethoxy-11,12,24,25-tetramethyl-4,6,9,14-tetraoxapentacyclo[13.7.3.0³,⁷.0⁸,²².0¹⁶,²¹]pentacosa-1(22),2,7,16(21),17,19-hexaen-13-one

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C(OC)=C1OC)C1=C3CC(C)C(C)(O)C2OC(=O)C(C)(O)C(C)COC1=C1OCOC1=C3

InChI Identifier

InChI=1S/C28H34O10/c1-13-8-15-9-18-22(37-12-36-18)24-19(15)20-16(10-17(32-5)21(33-6)23(20)34-7)25(27(13,3)30)38-26(29)28(4,31)14(2)11-35-24/h9-10,13-14,25,30-31H,8,11-12H2,1-7H3

InChI Key

VLLFEMVDMFTBHG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Dibenzocyclooctane lignan
Lignan lactone
Benzodioxole
Anisole
Alkyl aryl ether
Benzenoid
Tertiary alcohol
Lactone
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Ether
Acetal
Carboxylic acid derivative
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.97	ALOGPS
logP	3.04	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	12.29	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	122.14 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	134.91 m³·mol⁻¹	ChemAxon
Polarizability	54.44 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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
DeepCCS	[M+H]+	216.679	30932474
DeepCCS	[M-H]-	214.283	30932474
DeepCCS	[M-2H]-	247.167	30932474
DeepCCS	[M+Na]+	222.591	30932474
AllCCS	[M+H]+	219.7	32859911
AllCCS	[M+H-H2O]+	218.1	32859911
AllCCS	[M+NH4]+	221.1	32859911
AllCCS	[M+Na]+	221.6	32859911
AllCCS	[M-H]-	220.5	32859911
AllCCS	[M+Na-2H]-	221.6	32859911
AllCCS	[M+HCOO]-	223.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gomisin D	COC1=CC2=C(C(OC)=C1OC)C1=C3CC(C)C(C)(O)C2OC(=O)C(C)(O)C(C)COC1=C1OCOC1=C3	5132.4	Standard polar	33892256
Gomisin D	COC1=CC2=C(C(OC)=C1OC)C1=C3CC(C)C(C)(O)C2OC(=O)C(C)(O)C(C)COC1=C1OCOC1=C3	3772.0	Standard non polar	33892256
Gomisin D	COC1=CC2=C(C(OC)=C1OC)C1=C3CC(C)C(C)(O)C2OC(=O)C(C)(O)C(C)COC1=C1OCOC1=C3	3336.9	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 - Gomisin D GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gomisin D GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gomisin D GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gomisin D GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gomisin D GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gomisin D GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	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 - Gomisin D 10V, Positive-QTOF	splash10-001i-0000090000-5f6f8d2da902e884089a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gomisin D 20V, Positive-QTOF	splash10-01q9-0000090000-19b1459804e13eaacfb0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gomisin D 40V, Positive-QTOF	splash10-07vs-0000930000-7f7b8a14b23c5b0ed5d0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gomisin D 10V, Negative-QTOF	splash10-004i-0000090000-1ff7f92cb54ebc20b522	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gomisin D 20V, Negative-QTOF	splash10-01t9-0000490000-e6d8745f944975bbdf46	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gomisin D 40V, Negative-QTOF	splash10-01ta-2000980000-d042d8fe8e7ab709c6c5	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

75130910

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Gomisin D (HMDB0252911)

MOL for HMDB0252911 (Gomisin D)

3D MOL for HMDB0252911 (Gomisin D)

3D SDF for HMDB0252911 (Gomisin D)

3D-SDF for HMDB0252911 (Gomisin D)

PDB for HMDB0252911 (Gomisin D)

3D PDB for HMDB0252911 (Gomisin D)

SMILES for HMDB0252911 (Gomisin D)

INCHI for HMDB0252911 (Gomisin D)

Structure for HMDB0252911 (Gomisin D)

3D Structure for HMDB0252911 (Gomisin D)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra