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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:51:08 UTC

Update Date

2021-09-26 23:17:44 UTC

HMDB ID

HMDB0259893

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Wilforine

Description

Wilforine belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Wilforine is a moderately basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Wilforine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Wilforine 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


  Mrv1533004241504462D          

 62 67  0  0  0  0            999 V2000
    4.0949    4.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3709    3.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0012    3.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3478    2.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2812    1.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0235    1.7008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6316    0.9824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3620    0.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3620   -0.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0115    0.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4722   -0.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7494   -1.0462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6738   -0.5169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7585   -0.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0462    0.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1751   -0.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6473    0.9261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2432    1.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5142    1.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1250    0.6734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7914   -0.1329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9302   -1.0985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9853   -0.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8015    0.3345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5990    0.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1421   -0.5285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2860   -1.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7576   -2.3699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8555   -2.3756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8084    1.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8007    1.1187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8147    0.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6261    1.4703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7010    3.4233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1953    4.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5794    2.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4219    2.7441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9372    2.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3801    1.4185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8454    2.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1158    3.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0222    4.2640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1722    5.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4324    5.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6896    5.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7069    3.9083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8581    4.9290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8765    2.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0653    2.0552    0.0000 O   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  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  2  0  0  0  0
 21 23  1  0  0  0  0
 19 24  1  0  0  0  0
 15 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
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 30 35  1  0  0  0  0
 18 35  1  0  0  0  0
 35 36  1  0  0  0  0
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  2 58  1  0  0  0  0
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 56 60  1  0  0  0  0
 18 60  1  0  0  0  0
 60 61  1  0  0  0  0
 60 62  1  0  0  0  0
M  END

HMDB0259893
     RDKit          3D
Wilforine
111116  0  0  0  0  0  0  0  0999 V2000
   -6.4109   -0.9585   -1.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0010   -0.8366   -1.8447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7553   -0.9158   -3.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9213   -0.6399   -0.9819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6137   -0.5504   -1.5901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6282   -0.3781   -0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7740   -1.6084    0.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0214   -1.8263    0.9115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5096   -1.7957    2.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9054   -2.0541    2.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6248   -1.5104    3.0399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -2.8340   -0.1395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6767   -3.3884   -1.2735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2582   -4.6473   -1.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8972   -5.2845   -2.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2161   -5.2556   -0.1396 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -2.6087   -0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2844   -1.5812   -1.6592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4613   -2.0156   -2.7283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0696   -2.1331   -4.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0180   -2.6241   -5.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0920   -1.8269   -4.3647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1863   -0.4409   -0.8577 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9836   -2.3867    1.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7235   -1.8770    0.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9126   -0.5135    0.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9917    0.2410    0.0312 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8598   -0.2384   -0.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9791    0.7801   -1.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5317    1.8342   -0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6436    2.8590   -0.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5321    4.0985   -1.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4842    3.2391   -0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7971    3.9569    0.9803 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1774    2.9072   -0.2605 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4932    1.7093   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9167    1.9484    0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7330    2.2851    1.7446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0450    3.5227    2.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5076    4.3789    1.4693 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1104    1.5022   -0.1954 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3741    2.3864   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2821    1.2856    1.7243 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3838    0.8602   -1.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3792    1.5618   -2.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6087    0.5363   -1.9029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3810   -1.4405   -0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9383   -0.0149   -1.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9492   -1.6824   -2.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5723   -1.4686   -2.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6968    0.2830   -2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1535   -1.3322    1.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0125   -2.9763    3.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2495   -1.2225    3.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1905   -3.5856    0.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6982   -4.5990   -2.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2050   -5.5754   -3.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8548   -3.5264   -0.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9925   -2.9303   -4.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4670   -3.4850    0.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8013   -0.0505    1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1922    0.2704   -1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4748    2.3541    0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6767    4.6471   -0.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4329    3.7705   -1.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004241504462D          

 62 67  0  0  0  0            999 V2000
    4.0949    4.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0259893

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC2=NC=CC=C2C(=O)OCC2(C)OC34C(OC(C)=O)C2C(OC(C)=O)C(OC(C)=O)C3(COC(C)=O)C(OC(C)=O)C(OC(=O)C2=CC=CC=C2)C(OC1=O)C4(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C43H49NO18/c1-21-16-17-29-28(15-12-18-44-29)39(52)55-19-40(7)30-31(56-23(3)46)35(58-25(5)48)42(20-54-22(2)45)36(59-26(6)49)32(60-38(51)27-13-10-9-11-14-27)34(61-37(21)50)41(8,53)43(42,62-40)33(30)57-24(4)47/h9-15,18,21,30-36,53H,16-17,19-20H2,1-8H3

> <INCHI_KEY>
ZOCKGJZEUVPPPI-UHFFFAOYSA-N

> <FORMULA>
C43H49NO18

> <MOLECULAR_WEIGHT>
867.854

> <EXACT_MASS>
867.294963742

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
111

> <JCHEM_AVERAGE_POLARIZABILITY>
85.29859767016589

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
20,22,23,25-tetrakis(acetyloxy)-21-[(acetyloxy)methyl]-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]hexacosa-7,9,11-trien-19-yl benzoate

> <ALOGPS_LOGP>
2.59

> <JCHEM_LOGP>
1.712777919999998

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.735259052149601

> <JCHEM_PKA_STRONGEST_BASIC>
2.717391678577111

> <JCHEM_POLAR_SURFACE_AREA>
252.74999999999994

> <JCHEM_REFRACTIVITY>
203.4936

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
20,22,23,25-tetrakis(acetyloxy)-21-[(acetyloxy)methyl]-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]hexacosa-7,9,11-trien-19-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259893
     RDKit          3D
Wilforine
111116  0  0  0  0  0  0  0  0999 V2000
   -6.4109   -0.9585   -1.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0010   -0.8366   -1.8447 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0214   -1.8263    0.9115 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7971    3.9569    0.9803 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1774    2.9072   -0.2605 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4932    1.7093   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9167    1.9484    0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7330    2.2851    1.7446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0450    3.5227    2.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5076    4.3789    1.4693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8157    3.7735    3.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1408    5.0195    4.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9279    5.2858    5.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060    4.3785    6.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0916    3.1299    5.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2938    2.8376    4.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8984    0.8571    0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1104    1.5022   -0.1954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2212    1.6788    0.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3741    2.3864   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2821    1.2856    1.7243 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3792    1.5618   -2.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6087    0.5363   -1.9029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3810   -1.4405   -0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9383   -0.0149   -1.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9492   -1.6824   -2.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5723   -1.4686   -2.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6968    0.2830   -2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1535   -1.3322    1.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5719   -2.1922    1.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0125   -2.9763    3.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2495   -1.2225    3.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1905   -3.5856    0.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4361   -6.1918   -2.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6982   -4.5990   -2.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2050   -5.5754   -3.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8548   -3.5264   -0.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2899   -1.3369   -2.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9925   -2.9303   -4.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6694   -3.5274   -5.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3245   -1.8203   -5.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9579   -2.8205    2.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2719   -3.1994    1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7905   -1.5650    2.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7359   -0.4675    0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1791   -2.0097    1.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4670   -3.4850    0.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4691   -2.4742    1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8013   -0.0505    1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6250    1.3353   -1.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1922    0.2704   -1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0898    1.4462    0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4748    2.3541    0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3267    2.5761   -1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6767    4.6471   -0.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9165    4.7745   -1.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4329    3.7705   -1.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9459    1.0444    0.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3295    2.8925   -0.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5621    5.7965    3.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1800    6.2654    5.8832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2453    4.6108    7.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3277    2.3971    6.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327    1.8536    4.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1861    0.5681    1.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0670    3.4427   -0.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2374    2.2939    0.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5297    1.8859   -1.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2343    2.1692   -2.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5734    0.9608   -3.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3288    2.3679   -2.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7721    0.8932   -2.8034 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       7.644   8.201   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.292   6.948   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.469   5.835   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.116   4.327   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.992   2.706   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       9.377   3.175   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      10.512   1.834   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.009   0.378   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.142  -0.166   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.488   1.250   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.482  -0.178   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.999  -1.953   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       4.991  -0.965   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.282  -0.927   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.953   0.189   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.327  -0.191   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.208   1.729   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.321   3.093   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.827   2.013   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.967   1.257   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.344  -0.248   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.603  -2.050   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.839  -1.191   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.363   0.624   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.851   0.974   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.865  -0.986   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.134  -2.948   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       7.014  -4.424   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.330  -4.434   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.242   2.449   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.095   2.088   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       8.987   1.511   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      10.502   2.745   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       9.351  -0.289   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.970   3.392   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.607   4.406   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       6.325   5.991   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       4.927   6.606   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       3.175   6.390   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       5.965   8.114   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.815   4.597   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       6.388   5.122   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       7.349   4.037   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       6.310   2.648   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       9.045   4.953   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       3.949   5.822   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       3.775   7.960   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       4.055   9.717   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       4.642  11.255   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       2.674  10.332   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       1.287   9.662   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       0.014  10.528   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       0.126  12.063   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       1.513  12.734   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       2.787  11.868   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       2.395   5.886   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0       3.186   7.296   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0       4.798   7.548   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       5.335   9.201   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0       1.636   4.506   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       0.192   5.353   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0       0.122   3.836   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   58                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   24                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   35   60                                             
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   19   15   25                                                  
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   25   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   30   18   36   41                                             
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   35   42   46                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46   41   47   56                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   51   55                                                  
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   50                                                       
CONECT   56   46   57   60                                                  
CONECT   57   56   58                                                       
CONECT   58   57    2   59                                                  
CONECT   59   58                                                            
CONECT   60   56   18   61   62                                             
CONECT   61   60                                                            
CONECT   62   60                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  134    0
END

COMPND    HMDB0259893
HETATM    1  C1  UNL     1      -6.411  -0.958  -1.399  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.001  -0.837  -1.845  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.755  -0.916  -3.076  1.00  0.00           O  
HETATM    4  O2  UNL     1      -3.921  -0.640  -0.982  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.614  -0.550  -1.590  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.628  -0.378  -0.496  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.774  -1.608   0.403  1.00  0.00           C  
HETATM    8  O3  UNL     1      -3.021  -1.826   0.911  1.00  0.00           O  
HETATM    9  C6  UNL     1      -3.510  -1.796   2.172  1.00  0.00           C  
HETATM   10  C7  UNL     1      -4.905  -2.054   2.583  1.00  0.00           C  
HETATM   11  O4  UNL     1      -2.625  -1.510   3.040  1.00  0.00           O  
HETATM   12  C8  UNL     1      -1.082  -2.834  -0.140  1.00  0.00           C  
HETATM   13  O5  UNL     1      -1.677  -3.388  -1.273  1.00  0.00           O  
HETATM   14  C9  UNL     1      -2.258  -4.647  -1.243  1.00  0.00           C  
HETATM   15  C10 UNL     1      -2.897  -5.284  -2.393  1.00  0.00           C  
HETATM   16  O6  UNL     1      -2.216  -5.256  -0.140  1.00  0.00           O  
HETATM   17  C11 UNL     1       0.363  -2.609  -0.510  1.00  0.00           C  
HETATM   18  C12 UNL     1       0.284  -1.581  -1.659  1.00  0.00           C  
HETATM   19  O7  UNL     1      -0.461  -2.016  -2.728  1.00  0.00           O  
HETATM   20  C13 UNL     1      -0.070  -2.133  -4.024  1.00  0.00           C  
HETATM   21  C14 UNL     1      -1.018  -2.624  -5.042  1.00  0.00           C  
HETATM   22  O8  UNL     1       1.092  -1.827  -4.365  1.00  0.00           O  
HETATM   23  C15 UNL     1      -0.186  -0.441  -0.858  1.00  0.00           C  
HETATM   24  O9  UNL     1       0.422  -0.590   0.426  1.00  0.00           O  
HETATM   25  C16 UNL     1       1.096  -1.787   0.492  1.00  0.00           C  
HETATM   26  C17 UNL     1       0.984  -2.387   1.913  1.00  0.00           C  
HETATM   27  C18 UNL     1       2.544  -1.578   0.275  1.00  0.00           C  
HETATM   28  O10 UNL     1       3.136  -2.019  -0.886  1.00  0.00           O  
HETATM   29  C19 UNL     1       4.462  -2.278  -1.038  1.00  0.00           C  
HETATM   30  O11 UNL     1       4.767  -3.298  -1.781  1.00  0.00           O  
HETATM   31  C20 UNL     1       5.617  -1.588  -0.495  1.00  0.00           C  
HETATM   32  C21 UNL     1       6.582  -2.391   0.144  1.00  0.00           C  
HETATM   33  C22 UNL     1       7.723  -1.877   0.711  1.00  0.00           C  
HETATM   34  C23 UNL     1       7.913  -0.514   0.641  1.00  0.00           C  
HETATM   35  N1  UNL     1       6.992   0.241   0.031  1.00  0.00           N  
HETATM   36  C24 UNL     1       5.860  -0.238  -0.536  1.00  0.00           C  
HETATM   37  C25 UNL     1       4.979   0.780  -1.202  1.00  0.00           C  
HETATM   38  C26 UNL     1       4.532   1.834  -0.220  1.00  0.00           C  
HETATM   39  C27 UNL     1       3.644   2.859  -0.892  1.00  0.00           C  
HETATM   40  C28 UNL     1       4.532   4.098  -1.149  1.00  0.00           C  
HETATM   41  C29 UNL     1       2.484   3.239  -0.044  1.00  0.00           C  
HETATM   42  O12 UNL     1       2.797   3.957   0.980  1.00  0.00           O  
HETATM   43  O13 UNL     1       1.177   2.907  -0.260  1.00  0.00           O  
HETATM   44  C30 UNL     1       0.493   1.709  -0.135  1.00  0.00           C  
HETATM   45  C31 UNL     1      -0.917   1.948   0.355  1.00  0.00           C  
HETATM   46  O14 UNL     1      -0.733   2.285   1.745  1.00  0.00           O  
HETATM   47  C32 UNL     1      -1.045   3.523   2.243  1.00  0.00           C  
HETATM   48  O15 UNL     1      -1.508   4.379   1.469  1.00  0.00           O  
HETATM   49  C33 UNL     1      -0.816   3.774   3.668  1.00  0.00           C  
HETATM   50  C34 UNL     1      -1.141   5.019   4.148  1.00  0.00           C  
HETATM   51  C35 UNL     1      -0.928   5.286   5.482  1.00  0.00           C  
HETATM   52  C36 UNL     1      -0.406   4.379   6.376  1.00  0.00           C  
HETATM   53  C37 UNL     1      -0.092   3.130   5.847  1.00  0.00           C  
HETATM   54  C38 UNL     1      -0.294   2.838   4.520  1.00  0.00           C  
HETATM   55  C39 UNL     1      -1.898   0.857   0.281  1.00  0.00           C  
HETATM   56  O16 UNL     1      -3.110   1.502  -0.195  1.00  0.00           O  
HETATM   57  C40 UNL     1      -4.221   1.679   0.558  1.00  0.00           C  
HETATM   58  C41 UNL     1      -5.374   2.386  -0.115  1.00  0.00           C  
HETATM   59  O17 UNL     1      -4.282   1.286   1.724  1.00  0.00           O  
HETATM   60  C42 UNL     1       0.384   0.860  -1.356  1.00  0.00           C  
HETATM   61  C43 UNL     1      -0.379   1.562  -2.431  1.00  0.00           C  
HETATM   62  O18 UNL     1       1.609   0.536  -1.903  1.00  0.00           O  
HETATM   63  H1  UNL     1      -6.381  -1.441  -0.392  1.00  0.00           H  
HETATM   64  H2  UNL     1      -6.938  -0.015  -1.271  1.00  0.00           H  
HETATM   65  H3  UNL     1      -6.949  -1.682  -2.051  1.00  0.00           H  
HETATM   66  H4  UNL     1      -2.572  -1.469  -2.179  1.00  0.00           H  
HETATM   67  H5  UNL     1      -2.697   0.283  -2.295  1.00  0.00           H  
HETATM   68  H6  UNL     1      -1.154  -1.332   1.282  1.00  0.00           H  
HETATM   69  H7  UNL     1      -5.572  -2.192   1.730  1.00  0.00           H  
HETATM   70  H8  UNL     1      -5.012  -2.976   3.220  1.00  0.00           H  
HETATM   71  H9  UNL     1      -5.250  -1.223   3.252  1.00  0.00           H  
HETATM   72  H10 UNL     1      -1.190  -3.586   0.682  1.00  0.00           H  
HETATM   73  H11 UNL     1      -3.436  -6.192  -2.052  1.00  0.00           H  
HETATM   74  H12 UNL     1      -3.698  -4.599  -2.790  1.00  0.00           H  
HETATM   75  H13 UNL     1      -2.205  -5.575  -3.208  1.00  0.00           H  
HETATM   76  H14 UNL     1       0.855  -3.526  -0.809  1.00  0.00           H  
HETATM   77  H15 UNL     1       1.290  -1.337  -2.047  1.00  0.00           H  
HETATM   78  H16 UNL     1      -1.992  -2.930  -4.558  1.00  0.00           H  
HETATM   79  H17 UNL     1      -0.669  -3.527  -5.566  1.00  0.00           H  
HETATM   80  H18 UNL     1      -1.325  -1.820  -5.769  1.00  0.00           H  
HETATM   81  H19 UNL     1       1.958  -2.820   2.237  1.00  0.00           H  
HETATM   82  H20 UNL     1       0.272  -3.199   1.985  1.00  0.00           H  
HETATM   83  H21 UNL     1       0.790  -1.565   2.659  1.00  0.00           H  
HETATM   84  H22 UNL     1       2.736  -0.468   0.461  1.00  0.00           H  
HETATM   85  H23 UNL     1       3.179  -2.010   1.121  1.00  0.00           H  
HETATM   86  H24 UNL     1       6.467  -3.485   0.209  1.00  0.00           H  
HETATM   87  H25 UNL     1       8.469  -2.474   1.201  1.00  0.00           H  
HETATM   88  H26 UNL     1       8.801  -0.051   1.074  1.00  0.00           H  
HETATM   89  H27 UNL     1       5.625   1.335  -1.949  1.00  0.00           H  
HETATM   90  H28 UNL     1       4.192   0.270  -1.743  1.00  0.00           H  
HETATM   91  H29 UNL     1       4.090   1.446   0.707  1.00  0.00           H  
HETATM   92  H30 UNL     1       5.475   2.354   0.126  1.00  0.00           H  
HETATM   93  H31 UNL     1       3.327   2.576  -1.914  1.00  0.00           H  
HETATM   94  H32 UNL     1       4.677   4.647  -0.215  1.00  0.00           H  
HETATM   95  H33 UNL     1       3.916   4.775  -1.809  1.00  0.00           H  
HETATM   96  H34 UNL     1       5.433   3.771  -1.666  1.00  0.00           H  
HETATM   97  H35 UNL     1       0.946   1.044   0.668  1.00  0.00           H  
HETATM   98  H36 UNL     1      -1.330   2.893  -0.091  1.00  0.00           H  
HETATM   99  H37 UNL     1      -1.562   5.796   3.479  1.00  0.00           H  
HETATM  100  H38 UNL     1      -1.180   6.265   5.883  1.00  0.00           H  
HETATM  101  H39 UNL     1      -0.245   4.611   7.424  1.00  0.00           H  
HETATM  102  H40 UNL     1       0.328   2.397   6.549  1.00  0.00           H  
HETATM  103  H41 UNL     1      -0.033   1.854   4.146  1.00  0.00           H  
HETATM  104  H42 UNL     1      -2.186   0.568   1.337  1.00  0.00           H  
HETATM  105  H43 UNL     1      -5.067   3.443  -0.276  1.00  0.00           H  
HETATM  106  H44 UNL     1      -6.237   2.294   0.560  1.00  0.00           H  
HETATM  107  H45 UNL     1      -5.530   1.886  -1.082  1.00  0.00           H  
HETATM  108  H46 UNL     1      -1.234   2.169  -2.071  1.00  0.00           H  
HETATM  109  H47 UNL     1      -0.573   0.961  -3.320  1.00  0.00           H  
HETATM  110  H48 UNL     1       0.329   2.368  -2.804  1.00  0.00           H  
HETATM  111  H49 UNL     1       1.772   0.893  -2.803  1.00  0.00           H  
CONECT    1    2   63   64   65
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   66   67
CONECT    6    7   23   55
CONECT    7    8   12   68
CONECT    8    9
CONECT    9   10   11   11
CONECT   10   69   70   71
CONECT   12   13   17   72
CONECT   13   14
CONECT   14   15   16   16
CONECT   15   73   74   75
CONECT   17   18   25   76
CONECT   18   19   23   77
CONECT   19   20
CONECT   20   21   22   22
CONECT   21   78   79   80
CONECT   23   24   60
CONECT   24   25
CONECT   25   26   27
CONECT   26   81   82   83
CONECT   27   28   84   85
CONECT   28   29
CONECT   29   30   30   31
CONECT   31   32   32   36
CONECT   32   33   86
CONECT   33   34   34   87
CONECT   34   35   88
CONECT   35   36   36
CONECT   36   37
CONECT   37   38   89   90
CONECT   38   39   91   92
CONECT   39   40   41   93
CONECT   40   94   95   96
CONECT   41   42   42   43
CONECT   43   44
CONECT   44   45   60   97
CONECT   45   46   55   98
CONECT   46   47
CONECT   47   48   48   49
CONECT   49   50   50   54
CONECT   50   51   99
CONECT   51   52   52  100
CONECT   52   53  101
CONECT   53   54   54  102
CONECT   54  103
CONECT   55   56  104
CONECT   56   57
CONECT   57   58   59   59
CONECT   58  105  106  107
CONECT   60   61   62
CONECT   61  108  109  110
CONECT   62  111
END

HMDB0259893
     RDKit          3D
Wilforine
111116  0  0  0  0  0  0  0  0999 V2000
   -6.4109   -0.9585   -1.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0010   -0.8366   -1.8447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7553   -0.9158   -3.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9213   -0.6399   -0.9819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6137   -0.5504   -1.5901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6282   -0.3781   -0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7740   -1.6084    0.4027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0214   -1.8263    0.9115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5096   -1.7957    2.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9054   -2.0541    2.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6248   -1.5104    3.0399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -2.8340   -0.1395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6767   -3.3884   -1.2735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2582   -4.6473   -1.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8972   -5.2845   -2.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2161   -5.2556   -0.1396 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -2.6087   -0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2844   -1.5812   -1.6592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4613   -2.0156   -2.7283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0696   -2.1331   -4.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0180   -2.6241   -5.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0920   -1.8269   -4.3647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1863   -0.4409   -0.8577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4215   -0.5900    0.4257 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0962   -1.7867    0.4923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9836   -2.3867    1.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5442   -1.5778    0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1359   -2.0190   -0.8859 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4620   -2.2779   -1.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7669   -3.2982   -1.7811 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6173   -1.5875   -0.4949 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5817   -2.3914    0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7235   -1.8770    0.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9126   -0.5135    0.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9917    0.2410    0.0312 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8598   -0.2384   -0.5362 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9791    0.7801   -1.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5317    1.8342   -0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6436    2.8590   -0.8916 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5321    4.0985   -1.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4842    3.2391   -0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7971    3.9569    0.9803 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1774    2.9072   -0.2605 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4932    1.7093   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9167    1.9484    0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7330    2.2851    1.7446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0450    3.5227    2.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5076    4.3789    1.4693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8157    3.7735    3.6683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1408    5.0195    4.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9279    5.2858    5.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4060    4.3785    6.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0916    3.1299    5.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2938    2.8376    4.5196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8984    0.8571    0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1104    1.5022   -0.1954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2212    1.6788    0.5576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3741    2.3864   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2821    1.2856    1.7243 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3838    0.8602   -1.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3792    1.5618   -2.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6087    0.5363   -1.9029 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3810   -1.4405   -0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9383   -0.0149   -1.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9492   -1.6824   -2.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5723   -1.4686   -2.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6968    0.2830   -2.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1535   -1.3322    1.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5719   -2.1922    1.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0125   -2.9763    3.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2495   -1.2225    3.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1905   -3.5856    0.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4361   -6.1918   -2.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6982   -4.5990   -2.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2050   -5.5754   -3.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8548   -3.5264   -0.8094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2899   -1.3369   -2.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9925   -2.9303   -4.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6694   -3.5274   -5.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3245   -1.8203   -5.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9579   -2.8205    2.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2719   -3.1994    1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7905   -1.5650    2.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7359   -0.4675    0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1791   -2.0097    1.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4670   -3.4850    0.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4691   -2.4742    1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8013   -0.0505    1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6250    1.3353   -1.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1922    0.2704   -1.7426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0898    1.4462    0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4748    2.3541    0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3267    2.5761   -1.9144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6767    4.6471   -0.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9165    4.7745   -1.8091 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4329    3.7705   -1.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9459    1.0444    0.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3295    2.8925   -0.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5621    5.7965    3.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1800    6.2654    5.8832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2453    4.6108    7.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3277    2.3971    6.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327    1.8536    4.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1861    0.5681    1.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0670    3.4427   -0.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2374    2.2939    0.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5297    1.8859   -1.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2343    2.1692   -2.0711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5734    0.9608   -3.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3288    2.3679   -2.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7721    0.8932   -2.8034 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₄₃H₄₉NO₁₈

Average Molecular Weight

867.854

Monoisotopic Molecular Weight

867.294963742

IUPAC Name

20,22,23,25-tetrakis(acetyloxy)-21-[(acetyloxy)methyl]-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]hexacosa-7,9,11-trien-19-yl benzoate

Traditional Name

20,22,23,25-tetrakis(acetyloxy)-21-[(acetyloxy)methyl]-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]hexacosa-7,9,11-trien-19-yl benzoate

CAS Registry Number

Not Available

SMILES

CC1CCC2=NC=CC=C2C(=O)OCC2(C)OC34C(OC(C)=O)C2C(OC(C)=O)C(OC(C)=O)C3(COC(C)=O)C(OC(C)=O)C(OC(=O)C2=CC=CC=C2)C(OC1=O)C4(C)O

InChI Identifier

InChI=1S/C43H49NO18/c1-21-16-17-29-28(15-12-18-44-29)39(52)55-19-40(7)30-31(56-23(3)46)35(58-25(5)48)42(20-54-22(2)45)36(59-26(6)49)32(60-38(51)27-13-10-9-11-14-27)34(61-37(21)50)41(8,53)43(42,62-40)33(30)57-24(4)47/h9-15,18,21,30-36,53H,16-17,19-20H2,1-8H3

InChI Key

ZOCKGJZEUVPPPI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Agarofuran
Sesquiterpenoid
Benzoate ester
Pyridine carboxylic acid
Benzoic acid or derivatives
Benzoyl
Oxepane
Benzenoid
Monosaccharide
Pyridine
Monocyclic benzene moiety
Cyclic alcohol
Tetrahydrofuran
Tertiary alcohol
Heteroaromatic compound
Lactone
Carboxylic acid ester
Carboxylic acid derivative
Oxacycle
Azacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Alcohol
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Organic oxide
Organooxygen compound
Organonitrogen compound
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	2.59	ALOGPS
logP	1.71	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	12.74	ChemAxon
pKa (Strongest Basic)	2.72	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	252.75 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	203.49 m³·mol⁻¹	ChemAxon
Polarizability	85.3 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	275.877	32859911
AllCCS	[M+H-H2O]+	275.829	32859911
AllCCS	[M+Na]+	275.878	32859911
AllCCS	[M+NH4]+	275.884	32859911
AllCCS	[M-H]-	259.692	32859911
AllCCS	[M+Na-2H]-	264.388	32859911
AllCCS	[M+HCOO]-	269.588	32859911
DeepCCS	[M-2H]-	297.307	30932474
DeepCCS	[M+Na]+	271.499	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Wilforine	CC1CCC2=NC=CC=C2C(=O)OCC2(C)OC34C(OC(C)=O)C2C(OC(C)=O)C(OC(C)=O)C3(COC(C)=O)C(OC(C)=O)C(OC(=O)C2=CC=CC=C2)C(OC1=O)C4(C)O	7006.0	Standard polar	33892256
Wilforine	CC1CCC2=NC=CC=C2C(=O)OCC2(C)OC34C(OC(C)=O)C2C(OC(C)=O)C(OC(C)=O)C3(COC(C)=O)C(OC(C)=O)C(OC(=O)C2=CC=CC=C2)C(OC1=O)C4(C)O	4840.1	Standard non polar	33892256
Wilforine	CC1CCC2=NC=CC=C2C(=O)OCC2(C)OC34C(OC(C)=O)C2C(OC(C)=O)C(OC(C)=O)C3(COC(C)=O)C(OC(C)=O)C(OC(=O)C2=CC=CC=C2)C(OC1=O)C4(C)O	5322.3	Semi standard non polar	33892256

Spectra

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

601100

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 Wilforine (HMDB0259893)

MOL for HMDB0259893 (Wilforine)

3D MOL for HMDB0259893 (Wilforine)

3D SDF for HMDB0259893 (Wilforine)

3D-SDF for HMDB0259893 (Wilforine)

PDB for HMDB0259893 (Wilforine)

3D PDB for HMDB0259893 (Wilforine)

SMILES for HMDB0259893 (Wilforine)

INCHI for HMDB0259893 (Wilforine)

Structure for HMDB0259893 (Wilforine)

3D Structure for HMDB0259893 (Wilforine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized