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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:52:54 UTC

Update Date

2022-03-07 02:55:49 UTC

HMDB ID

HMDB0038558

Secondary Accession Numbers

HMDB38558

Metabolite Identification

Common Name

8-Pentanoylneosolaniol

Description

8-Pentanoylneosolaniol belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain. 8-Pentanoylneosolaniol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 01251307462D          

 35 38  0  0  0  0            999 V2000
   -5.7750   -8.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4895   -8.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4895   -9.2518    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7750   -9.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0605   -9.2518    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0605   -8.4268    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3461   -8.0143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3461   -9.6643    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6316   -9.2518    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6316   -8.4268    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2039   -8.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2039   -9.6643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0605  -10.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3461  -10.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8066   -9.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2191   -9.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5056  -10.9941    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6207   -9.5857    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8200   -9.3868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3481  -11.8039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9184   -9.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6329   -9.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3473   -9.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0618   -9.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7763   -9.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9184   -8.4268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7750  -11.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4895  -11.7268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7750  -10.4893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0605  -11.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3481  -12.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0625  -13.0414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6336  -13.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0605   -7.6018    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2194   -7.7122    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  5  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  7  1  0  0  0  0
  2 11  1  0  0  0  0
  3 12  1  6  0  0  0
  5 13  1  6  0  0  0
  8 14  1  1  0  0  0
  9 16  1  1  0  0  0
 16 15  1  0  0  0  0
  8 17  1  0  0  0  0
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 18 19  1  6  0  0  0
 17 20  1  1  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
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 21 26  2  0  0  0  0
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 31 33  1  0  0  0  0
  9 15  1  6  0  0  0
  6 34  1  6  0  0  0
 10 35  1  1  0  0  0
M  END

HMDB0038558
     RDKit          3D
8-Pentanoylneosolaniol
 67 70  0  0  0  0  0  0  0  0999 V2000
    6.8733   -0.4617    0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7096   -0.4434   -0.8291 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4132    0.1420   -0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0635   -0.0563   -0.1937 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3868   -0.5182   -1.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6268   -1.7336   -1.7709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6265   -2.4833   -2.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1366   -3.7333   -3.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3293   -2.0709   -3.8769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4923   -1.2510    0.6532 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8448   -1.3191    1.9587 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3746   -0.8615    2.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9767   -0.9601    3.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8603   -1.2909    0.8010 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7924   -0.2305   -0.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7862    0.3519    0.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0389    0.3945   -0.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9091   -0.3262   -1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    1.2427   -0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 01251307462D          

 35 38  0  0  0  0            999 V2000
   -5.7750   -8.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4895   -8.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4895   -9.2518    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7750   -9.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0605   -9.2518    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0605   -8.4268    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -4.3461   -9.6643    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6316   -9.2518    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6316   -8.4268    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2039   -8.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 10 35  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0038558

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12O[C@]3([H])C=C(C)[C@H](C[C@]3(COC(C)=O)[C@@](C)([C@H](OC(C)=O)[C@H]1O)[C@]21CO1)OC(=O)CCCC

> <INCHI_IDENTIFIER>
InChI=1S/C24H34O9/c1-6-7-8-18(27)32-16-10-23(11-29-14(3)25)17(9-13(16)2)33-21-19(28)20(31-15(4)26)22(23,5)24(21)12-30-24/h9,16-17,19-21,28H,6-8,10-12H2,1-5H3/t16-,17+,19+,20+,21+,22+,23+,24-/m0/s1

> <INCHI_KEY>
QXHICULSTMOREA-QYWOHJEZSA-N

> <FORMULA>
C24H34O9

> <MOLECULAR_WEIGHT>
466.5214

> <EXACT_MASS>
466.220282686

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
48.46662496113011

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1'S,2S,2'R,4'S,7'R,9'R,10'R,11'S)-11'-(acetyloxy)-2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl pentanoate

> <ALOGPS_LOGP>
2.12

> <JCHEM_LOGP>
1.1769871256666655

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.072305054496205

> <JCHEM_PKA_STRONGEST_BASIC>
-3.64197376916336

> <JCHEM_POLAR_SURFACE_AREA>
120.89000000000001

> <JCHEM_REFRACTIVITY>
113.59559999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.29e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'S,2S,2'R,4'S,7'R,9'R,10'R,11'S)-11'-(acetyloxy)-2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl pentanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038558
     RDKit          3D
8-Pentanoylneosolaniol
 67 70  0  0  0  0  0  0  0  0999 V2000
    6.8733   -0.4617    0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7096   -0.4434   -0.8291 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9633   -1.7523   -0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4091   -2.1536    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4779   -1.0683    0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8840   -0.0124    1.4303 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1369   -1.2320    0.6883 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1385   -0.2655    1.0578 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4132    0.1420   -0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0635   -0.0563   -0.1937 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3868   -0.5182   -1.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6268   -1.7336   -1.7709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6265   -2.4833   -2.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1366   -3.7333   -3.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3293   -2.0709   -3.8769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4923   -1.2510    0.6532 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8448   -1.3191    1.9587 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3746   -0.8615    2.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9767   -0.9601    3.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8603   -1.2909    0.8010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4237   -0.1358    1.2952 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1998    0.5005    0.1306 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8911   -0.4192   -0.6104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1597    1.2845   -0.6121 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5481    2.6656   -0.5099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7454    3.4746   -1.5948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1469    4.8975   -1.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5793    2.9896   -2.7553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8632    1.1659    0.1612 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1250    2.4554    0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4221    0.9512    1.5616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9851    1.4806    2.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0716    2.0902    2.1391 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0261   -1.4527    0.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7924   -0.2305   -0.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7862    0.3519    0.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0389    0.3945   -0.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0451   -0.2198   -1.8781 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6331   -2.5636   -1.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1575   -1.6408   -1.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8911   -3.1253    0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1773   -2.2365    1.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7422    0.5732    1.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9091   -0.3262   -1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    1.2427   -0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4281   -0.8340   -1.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0590    0.2385   -2.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2120   -3.6169   -2.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498   -4.4721   -2.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0634   -4.1845   -4.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2173   -2.2005    0.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3930   -1.7623    2.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6565   -0.1001    3.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1563   -0.8822    4.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5223   -1.9336    3.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0775   -0.3558    2.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9627    1.1485    0.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9438   -0.0806   -1.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0774    1.0841   -1.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8318    5.0515   -0.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7142    5.2116   -2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2190    5.5251   -1.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3516    2.6295    0.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8711    3.2762    0.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7809    2.5619   -0.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1362    0.9305    3.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0821    2.1232    2.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 10 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 24 29  1  0
 29 30  1  1
 29 31  1  0
 31 32  1  0
 32 33  1  0
 18  8  1  0
 31 21  1  0
 29 10  1  0
 31 33  1  6
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  8 43  1  1
  9 44  1  0
  9 45  1  0
 11 46  1  0
 11 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 16 51  1  6
 17 52  1  0
 19 53  1  0
 19 54  1  0
 19 55  1  0
 21 56  1  1
 22 57  1  1
 23 58  1  0
 24 59  1  6
 27 60  1  0
 27 61  1  0
 27 62  1  0
 30 63  1  0
 30 64  1  0
 30 65  1  0
 32 66  1  0
 32 67  1  0
M  END

HEADER    PROTEIN                                 25-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-JAN-13         0                                  
HETATM    1  C   UNK     0     -10.780 -14.960   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.114 -15.730   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.114 -17.270   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.780 -18.040   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.446 -17.270   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.446 -15.730   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -8.113 -14.960   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -8.113 -18.040   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.779 -17.270   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.779 -15.730   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -13.447 -14.960   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0     -13.447 -18.040   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -9.446 -18.810   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.113 -19.580   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -5.239 -17.270   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -6.009 -18.604   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.677 -20.522   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.025 -17.893   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.531 -17.522   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -4.383 -22.034   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0     -14.781 -17.270   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -16.115 -18.040   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -17.448 -17.270   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -18.782 -18.040   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -20.116 -17.270   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0     -14.781 -15.730   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0     -10.780 -21.120   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0     -12.114 -21.890   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0     -10.780 -19.580   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -9.446 -21.890   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.383 -23.574   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -5.717 -24.344   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -3.049 -24.344   0.000  0.00  0.00           C+0
HETATM   34  H   UNK     0      -9.446 -14.190   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      -6.010 -14.396   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    3   11                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8   13                                             
CONECT    6    1    7    5   34                                             
CONECT    7    6   10                                                       
CONECT    8    5    9   14   17                                             
CONECT    9    8   10   16   15                                             
CONECT   10    9    7   18   35                                             
CONECT   11    2                                                            
CONECT   12    3   21                                                       
CONECT   13    5   29                                                       
CONECT   14    8                                                            
CONECT   15   16    9                                                       
CONECT   16    9   15                                                       
CONECT   17    8   18   20                                                  
CONECT   18   10   17   19                                                  
CONECT   19   18                                                            
CONECT   20   17   31                                                       
CONECT   21   12   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   21                                                            
CONECT   27   28   29   30                                                  
CONECT   28   27                                                            
CONECT   29   13   27                                                       
CONECT   30   27                                                            
CONECT   31   20   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34    6                                                            
CONECT   35   10                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0038558
HETATM    1  C1  UNL     1       6.873  -0.462   0.103  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.710  -0.443  -0.829  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.963  -1.752  -0.894  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.409  -2.154   0.456  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.478  -1.068   0.889  1.00  0.00           C  
HETATM    6  O1  UNL     1       3.884  -0.012   1.430  1.00  0.00           O  
HETATM    7  O2  UNL     1       2.137  -1.232   0.688  1.00  0.00           O  
HETATM    8  C6  UNL     1       1.138  -0.266   1.058  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.413   0.142  -0.160  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.063  -0.056  -0.194  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.387  -0.518  -1.631  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.627  -1.734  -1.771  1.00  0.00           O  
HETATM   13  C10 UNL     1      -0.627  -2.483  -2.918  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.137  -3.733  -3.104  1.00  0.00           C  
HETATM   15  O4  UNL     1      -1.329  -2.071  -3.877  1.00  0.00           O  
HETATM   16  C12 UNL     1      -1.492  -1.251   0.653  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.845  -1.319   1.959  1.00  0.00           C  
HETATM   18  C14 UNL     1       0.375  -0.862   2.143  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.977  -0.960   3.492  1.00  0.00           C  
HETATM   20  O5  UNL     1      -2.860  -1.291   0.801  1.00  0.00           O  
HETATM   21  C16 UNL     1      -3.424  -0.136   1.295  1.00  0.00           C  
HETATM   22  C17 UNL     1      -4.200   0.500   0.131  1.00  0.00           C  
HETATM   23  O6  UNL     1      -4.891  -0.419  -0.610  1.00  0.00           O  
HETATM   24  C18 UNL     1      -3.160   1.284  -0.612  1.00  0.00           C  
HETATM   25  O7  UNL     1      -3.548   2.666  -0.510  1.00  0.00           O  
HETATM   26  C19 UNL     1      -3.745   3.475  -1.595  1.00  0.00           C  
HETATM   27  C20 UNL     1      -4.147   4.898  -1.445  1.00  0.00           C  
HETATM   28  O8  UNL     1      -3.579   2.990  -2.755  1.00  0.00           O  
HETATM   29  C21 UNL     1      -1.863   1.166   0.161  1.00  0.00           C  
HETATM   30  C22 UNL     1      -1.125   2.455   0.033  1.00  0.00           C  
HETATM   31  C23 UNL     1      -2.422   0.951   1.562  1.00  0.00           C  
HETATM   32  C24 UNL     1      -1.985   1.481   2.758  1.00  0.00           C  
HETATM   33  O9  UNL     1      -3.072   2.090   2.139  1.00  0.00           O  
HETATM   34  H1  UNL     1       7.026  -1.453   0.577  1.00  0.00           H  
HETATM   35  H2  UNL     1       7.792  -0.231  -0.472  1.00  0.00           H  
HETATM   36  H3  UNL     1       6.786   0.352   0.865  1.00  0.00           H  
HETATM   37  H4  UNL     1       5.039   0.394  -0.559  1.00  0.00           H  
HETATM   38  H5  UNL     1       6.045  -0.220  -1.878  1.00  0.00           H  
HETATM   39  H6  UNL     1       5.633  -2.564  -1.243  1.00  0.00           H  
HETATM   40  H7  UNL     1       4.158  -1.641  -1.647  1.00  0.00           H  
HETATM   41  H8  UNL     1       3.891  -3.125   0.392  1.00  0.00           H  
HETATM   42  H9  UNL     1       5.177  -2.236   1.224  1.00  0.00           H  
HETATM   43  H10 UNL     1       1.742   0.573   1.517  1.00  0.00           H  
HETATM   44  H11 UNL     1       0.909  -0.326  -1.056  1.00  0.00           H  
HETATM   45  H12 UNL     1       0.610   1.243  -0.323  1.00  0.00           H  
HETATM   46  H13 UNL     1      -2.428  -0.834  -1.737  1.00  0.00           H  
HETATM   47  H14 UNL     1      -1.059   0.238  -2.371  1.00  0.00           H  
HETATM   48  H15 UNL     1       1.212  -3.617  -2.876  1.00  0.00           H  
HETATM   49  H16 UNL     1      -0.250  -4.472  -2.354  1.00  0.00           H  
HETATM   50  H17 UNL     1      -0.063  -4.184  -4.095  1.00  0.00           H  
HETATM   51  H18 UNL     1      -1.217  -2.201   0.106  1.00  0.00           H  
HETATM   52  H19 UNL     1      -1.393  -1.762   2.797  1.00  0.00           H  
HETATM   53  H20 UNL     1       1.656  -0.100   3.700  1.00  0.00           H  
HETATM   54  H21 UNL     1       0.156  -0.882   4.234  1.00  0.00           H  
HETATM   55  H22 UNL     1       1.522  -1.934   3.622  1.00  0.00           H  
HETATM   56  H23 UNL     1      -4.077  -0.356   2.141  1.00  0.00           H  
HETATM   57  H24 UNL     1      -4.963   1.149   0.637  1.00  0.00           H  
HETATM   58  H25 UNL     1      -4.944  -0.081  -1.545  1.00  0.00           H  
HETATM   59  H26 UNL     1      -3.077   1.084  -1.673  1.00  0.00           H  
HETATM   60  H27 UNL     1      -4.832   5.052  -0.589  1.00  0.00           H  
HETATM   61  H28 UNL     1      -4.714   5.212  -2.367  1.00  0.00           H  
HETATM   62  H29 UNL     1      -3.219   5.525  -1.354  1.00  0.00           H  
HETATM   63  H30 UNL     1      -0.352   2.629   0.804  1.00  0.00           H  
HETATM   64  H31 UNL     1      -1.871   3.276   0.192  1.00  0.00           H  
HETATM   65  H32 UNL     1      -0.781   2.562  -1.000  1.00  0.00           H  
HETATM   66  H33 UNL     1      -2.136   0.931   3.719  1.00  0.00           H  
HETATM   67  H34 UNL     1      -1.082   2.123   2.802  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37   38
CONECT    3    4   39   40
CONECT    4    5   41   42
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   18   43
CONECT    9   10   44   45
CONECT   10   11   16   29
CONECT   11   12   46   47
CONECT   12   13
CONECT   13   14   15   15
CONECT   14   48   49   50
CONECT   16   17   20   51
CONECT   17   18   18   52
CONECT   18   19
CONECT   19   53   54   55
CONECT   20   21
CONECT   21   22   31   56
CONECT   22   23   24   57
CONECT   23   58
CONECT   24   25   29   59
CONECT   25   26
CONECT   26   27   28   28
CONECT   27   60   61   62
CONECT   29   30   31
CONECT   30   63   64   65
CONECT   31   32   33
CONECT   32   33   66   67
END

HMDB0038558
     RDKit          3D
8-Pentanoylneosolaniol
 67 70  0  0  0  0  0  0  0  0999 V2000
    6.8733   -0.4617    0.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7096   -0.4434   -0.8291 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9633   -1.7523   -0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4091   -2.1536    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4779   -1.0683    0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8840   -0.0124    1.4303 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1369   -1.2320    0.6883 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1385   -0.2655    1.0578 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4132    0.1420   -0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0635   -0.0563   -0.1937 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3868   -0.5182   -1.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6268   -1.7336   -1.7709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6265   -2.4833   -2.9177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1366   -3.7333   -3.1039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3293   -2.0709   -3.8769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4923   -1.2510    0.6532 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8448   -1.3191    1.9587 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3746   -0.8615    2.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9767   -0.9601    3.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8603   -1.2909    0.8010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4237   -0.1358    1.2952 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1998    0.5005    0.1306 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8911   -0.4192   -0.6104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1597    1.2845   -0.6121 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5481    2.6656   -0.5099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7454    3.4746   -1.5948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1469    4.8975   -1.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5793    2.9896   -2.7553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8632    1.1659    0.1612 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1250    2.4554    0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4221    0.9512    1.5616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9851    1.4806    2.7582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0716    2.0902    2.1391 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0261   -1.4527    0.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7924   -0.2305   -0.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7862    0.3519    0.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0389    0.3945   -0.5587 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0451   -0.2198   -1.8781 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6331   -2.5636   -1.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1575   -1.6408   -1.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8911   -3.1253    0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1773   -2.2365    1.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7422    0.5732    1.5175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9091   -0.3262   -1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    1.2427   -0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4281   -0.8340   -1.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0590    0.2385   -2.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2120   -3.6169   -2.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498   -4.4721   -2.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0634   -4.1845   -4.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2173   -2.2005    0.1057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3930   -1.7623    2.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6565   -0.1001    3.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1563   -0.8822    4.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5223   -1.9336    3.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0775   -0.3558    2.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9627    1.1485    0.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9438   -0.0806   -1.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0774    1.0841   -1.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8318    5.0515   -0.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7142    5.2116   -2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2190    5.5251   -1.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3516    2.6295    0.8041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8711    3.2762    0.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7809    2.5619   -0.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1362    0.9305    3.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0821    2.1232    2.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 10 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 24 29  1  0
 29 30  1  1
 29 31  1  0
 31 32  1  0
 32 33  1  0
 18  8  1  0
 31 21  1  0
 29 10  1  0
 31 33  1  6
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  8 43  1  1
  9 44  1  0
  9 45  1  0
 11 46  1  0
 11 47  1  0
 14 48  1  0
 14 49  1  0
 14 50  1  0
 16 51  1  6
 17 52  1  0
 19 53  1  0
 19 54  1  0
 19 55  1  0
 21 56  1  1
 22 57  1  1
 23 58  1  0
 24 59  1  6
 27 60  1  0
 27 61  1  0
 27 62  1  0
 30 63  1  0
 30 64  1  0
 30 65  1  0
 32 66  1  0
 32 67  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8-N-Pentanoylneosolaniol	HMDB
(1's,2S,2'r,4's,7'r,9'r,10'r,11's)-11'-(Acetyloxy)-2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl pentanoic acid	Generator
8-Pentanoylneosolaniol	MeSH

Chemical Formula

C₂₄H₃₄O₉

Average Molecular Weight

466.5214

Monoisotopic Molecular Weight

466.220282686

IUPAC Name

(1'S,2S,2'R,4'S,7'R,9'R,10'R,11'S)-11'-(acetyloxy)-2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl pentanoate

Traditional Name

(1'S,2S,2'R,4'S,7'R,9'R,10'R,11'S)-11'-(acetyloxy)-2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl pentanoate

CAS Registry Number

116163-74-7

SMILES

[H][C@@]12O[C@]3([H])C=C(C)[C@H](C[C@]3(COC(C)=O)[C@@](C)([C@H](OC(C)=O)[C@H]1O)[C@]21CO1)OC(=O)CCCC

InChI Identifier

InChI=1S/C24H34O9/c1-6-7-8-18(27)32-16-10-23(11-29-14(3)25)17(9-13(16)2)33-21-19(28)20(31-15(4)26)22(23,5)24(21)12-30-24/h9,16-17,19-21,28H,6-8,10-12H2,1-5H3/t16-,17+,19+,20+,21+,22+,23+,24-/m0/s1

InChI Key

QXHICULSTMOREA-QYWOHJEZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Trichothecenes

Alternative Parents

Substituents

Trichothecene skeleton
Tricarboxylic acid or derivatives
Fatty acid ester
Oxepane
Oxane
Fatty acyl
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Alcohol
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0038558)

Cellular substructure

Extracellular (HMDB: HMDB0038558)
Cytoplasm (HMDB: HMDB0038558)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038558)

Source

Endogenous

Endogenous (HMDB: HMDB0038558)

Animal

Animal (HMDB: HMDB0038558)

Exogenous

Food

Food (HMDB: HMDB0038558)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0038558)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0038558)

Cellular process

Cell signaling (HMDB: HMDB0038558)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0038558)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0038558)

Nutrient

Nutrient (HMDB: HMDB0038558)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	152 - 153 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.33 g/L	ALOGPS
logP	2.12	ALOGPS
logP	1.18	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	13.07	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	120.89 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	113.6 m³·mol⁻¹	ChemAxon
Polarizability	48.47 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	208.498	31661259
DarkChem	[M-H]-	204.719	31661259
DeepCCS	[M-2H]-	235.317	30932474
DeepCCS	[M+Na]+	209.614	30932474
AllCCS	[M+H]+	208.5	32859911
AllCCS	[M+H-H2O]+	206.8	32859911
AllCCS	[M+NH4]+	210.1	32859911
AllCCS	[M+Na]+	210.6	32859911
AllCCS	[M-H]-	207.1	32859911
AllCCS	[M+Na-2H]-	208.3	32859911
AllCCS	[M+HCOO]-	209.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Pentanoylneosolaniol	[H][C@@]12O[C@]3([H])C=C(C)[C@H](C[C@]3(COC(C)=O)[C@@](C)([C@H](OC(C)=O)[C@H]1O)[C@]21CO1)OC(=O)CCCC	3683.2	Standard polar	33892256
8-Pentanoylneosolaniol	[H][C@@]12O[C@]3([H])C=C(C)[C@H](C[C@]3(COC(C)=O)[C@@](C)([C@H](OC(C)=O)[C@H]1O)[C@]21CO1)OC(=O)CCCC	2786.9	Standard non polar	33892256
8-Pentanoylneosolaniol	[H][C@@]12O[C@]3([H])C=C(C)[C@H](C[C@]3(COC(C)=O)[C@@](C)([C@H](OC(C)=O)[C@H]1O)[C@]21CO1)OC(=O)CCCC	2887.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8-Pentanoylneosolaniol,1TMS,isomer #1	CCCCC(=O)O[C@H]1C[C@@]2(COC(C)=O)[C@@H](C=C1C)O[C@@H]1[C@H](O[Si](C)(C)C)[C@@H](OC(C)=O)[C@@]2(C)[C@]12CO2	2825.4	Semi standard non polar	33892256
8-Pentanoylneosolaniol,1TBDMS,isomer #1	CCCCC(=O)O[C@H]1C[C@@]2(COC(C)=O)[C@@H](C=C1C)O[C@@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](OC(C)=O)[C@@]2(C)[C@]12CO2	3064.9	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 - 8-Pentanoylneosolaniol GC-MS (Non-derivatized) - 70eV, Positive	splash10-06rx-7059300000-b7814f9f0482c882251c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Pentanoylneosolaniol GC-MS (1 TMS) - 70eV, Positive	splash10-0773-9053420000-6e1b02d2a1992d213837	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Pentanoylneosolaniol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Pentanoylneosolaniol 10V, Positive-QTOF	splash10-0670-3104900000-c5c637b7458e327eb8d8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Pentanoylneosolaniol 20V, Positive-QTOF	splash10-05tr-8219400000-d6768b89a629b85aafe3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Pentanoylneosolaniol 40V, Positive-QTOF	splash10-0076-9206000000-c941fae3fdd65c64180f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Pentanoylneosolaniol 10V, Negative-QTOF	splash10-01c0-4003900000-b883e38318d389e0d4d5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Pentanoylneosolaniol 20V, Negative-QTOF	splash10-0ac0-9306600000-89b3e4f9b333a1f8df56	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Pentanoylneosolaniol 40V, Negative-QTOF	splash10-0a4j-5900000000-1f3160046294b507b1fd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Pentanoylneosolaniol 10V, Positive-QTOF	splash10-0aor-0009300000-68230138d2a14058f5a5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Pentanoylneosolaniol 20V, Positive-QTOF	splash10-0a4i-2009000000-a73841b8496427f5a738	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Pentanoylneosolaniol 40V, Positive-QTOF	splash10-00kf-9002000000-0cded395b8f22e3efa93	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Pentanoylneosolaniol 10V, Negative-QTOF	splash10-0089-9105500000-e635088f15b0af54f263	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Pentanoylneosolaniol 20V, Negative-QTOF	splash10-0a4i-9003000000-c15ddbb907ec19af04ef	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Pentanoylneosolaniol 40V, Negative-QTOF	splash10-016r-9100000000-5ead13ddf80075c35a54	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017945

KNApSAcK ID

Not Available

Chemspider ID

23224526

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13992184

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for 8-Pentanoylneosolaniol (HMDB0038558)

MOL for HMDB0038558 (8-Pentanoylneosolaniol)

3D MOL for HMDB0038558 (8-Pentanoylneosolaniol)

3D SDF for HMDB0038558 (8-Pentanoylneosolaniol)

3D-SDF for HMDB0038558 (8-Pentanoylneosolaniol)

PDB for HMDB0038558 (8-Pentanoylneosolaniol)

3D PDB for HMDB0038558 (8-Pentanoylneosolaniol)

SMILES for HMDB0038558 (8-Pentanoylneosolaniol)

INCHI for HMDB0038558 (8-Pentanoylneosolaniol)

Structure for HMDB0038558 (8-Pentanoylneosolaniol)

3D Structure for HMDB0038558 (8-Pentanoylneosolaniol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra