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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:25:18 UTC

Update Date

2021-09-26 22:57:06 UTC

HMDB ID

HMDB0247414

Secondary Accession Numbers

None

Metabolite Identification

Common Name

8-Acetylneosolaniol

Description

[4',11'-bis(acetyloxy)-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-yl]methyl acetate 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. [4',11'-bis(acetyloxy)-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-yl]methyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). 8-acetylneosolaniol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 8-Acetylneosolaniol 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


  Mrv1533004241516502D          

 30 33  0  0  0  0            999 V2000
    3.9220   -1.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2475   -1.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4989   -1.4457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3216   -0.2774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6471    0.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7212    1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3584    0.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1308    0.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7680    0.2608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5404    0.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1775    0.0264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6757    1.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2661    1.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6290    2.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8566    1.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3047    2.4463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4811    2.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0061    1.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1923    1.8580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2373    0.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6241    0.3788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1605    0.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7737    0.0820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3319    1.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0006    0.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0498   -0.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5184    1.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482    0.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170    1.6383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0386    1.8885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 20 25  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 17 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 29  1  0  0  0  0
 13 30  1  0  0  0  0
M  END

HMDB0247414
     RDKit          3D
8-Acetylneosolaniol
 58 61  0  0  0  0  0  0  0  0999 V2000
   -1.4512    4.4075    1.9611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0446    3.6951    0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0995    4.3535   -0.3700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6230    2.3901    0.6993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2634    1.8217   -0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1801    0.3733   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3630    0.3333    0.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5915   -0.2507   -0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6938   -0.1694    0.7301 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3443   -1.2804    1.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5074   -1.2592    2.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -2.4123    0.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8107    0.5377   -1.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1176    1.1821   -1.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7607    0.6117   -2.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4952   -0.0891   -1.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6659   -1.4342   -1.9190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2967   -2.2015   -1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6472   -1.7183   -1.7913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5854   -2.7668   -1.7705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0778   -0.6123   -0.8178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2441   -1.0242   -0.1632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3845   -0.2442   -0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6549   -0.6334    0.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3960    0.8294   -0.9250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9133   -0.4976    0.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3939   -0.0450    1.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4327   -1.9108    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9140   -2.9664    1.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3700   -2.4427    1.1193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8474    5.3306    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3174    3.7257    2.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5374    4.6234    1.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0316    1.9500   -1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6385    2.3768   -0.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6676    1.3708    0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1591   -0.2058    1.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3966   -1.3155   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4663   -1.4178    1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5437   -0.3437    2.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3973   -2.1251    2.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7159    0.6387   -2.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939    2.2232   -2.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6736    1.3055   -0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8521    1.1656   -3.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3256    0.2652   -2.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1086   -3.2542   -1.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5920   -1.3194   -2.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8328   -3.0155   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2606    0.3221   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6725   -0.2052    1.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5154   -0.2351   -0.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6561   -1.7571    0.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7335   -0.8725    2.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6437    0.5180    2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3211    0.5712    1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6181   -2.8832    1.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020   -4.0138    0.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 21 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 16  6  1  0
 28 18  1  0
 26  6  1  0
 30 28  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
 29 57  1  0
 29 58  1  0
M  END


  Mrv1533004241516502D          

 30 33  0  0  0  0            999 V2000
    3.9220   -1.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2475   -1.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4989   -1.4457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3216   -0.2774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6471    0.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7212    1.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3584    0.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1308    0.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7680    0.2608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5404    0.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1775    0.0264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6757    1.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2661    1.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6290    2.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8566    1.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3047    2.4463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4811    2.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0061    1.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1923    1.8580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2373    0.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6241    0.3788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1605    0.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7737    0.0820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3319    1.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0006    0.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0498   -0.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5184    1.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482    0.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170    1.6383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0386    1.8885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 20 25  1  0  0  0  0
  6 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 17 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 29  1  0  0  0  0
 13 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247414

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OCC12CC(OC(C)=O)C(C)=CC1OC1C(O)C(OC(C)=O)C2(C)C11CO1

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O9/c1-10-6-15-20(8-26-11(2)22,7-14(10)28-12(3)23)19(5)17(29-13(4)24)16(25)18(30-15)21(19)9-27-21/h6,14-18,25H,7-9H2,1-5H3

> <INCHI_KEY>
BIQPSTSCCIEMEI-UHFFFAOYSA-N

> <FORMULA>
C21H28O9

> <MOLECULAR_WEIGHT>
424.446

> <EXACT_MASS>
424.173332482

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
42.331801291307464

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.88

> <JCHEM_LOGP>
-0.4126860513333325

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.072305054496212

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6419737691633562

> <JCHEM_POLAR_SURFACE_AREA>
120.89000000000001

> <JCHEM_REFRACTIVITY>
99.76669999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.57e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4',11'-bis(acetyloxy)-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-ylmethyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247414
     RDKit          3D
8-Acetylneosolaniol
 58 61  0  0  0  0  0  0  0  0999 V2000
   -1.4512    4.4075    1.9611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0446    3.6951    0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0995    4.3535   -0.3700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6230    2.3901    0.6993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2634    1.8217   -0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1801    0.3733   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3630    0.3333    0.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5915   -0.2507   -0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6938   -0.1694    0.7301 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3443   -1.2804    1.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5074   -1.2592    2.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -2.4123    0.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8107    0.5377   -1.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1176    1.1821   -1.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7607    0.6117   -2.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4952   -0.0891   -1.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6659   -1.4342   -1.9190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2967   -2.2015   -1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6472   -1.7183   -1.7913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5854   -2.7668   -1.7705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0778   -0.6123   -0.8178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2441   -1.0242   -0.1632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3845   -0.2442   -0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6549   -0.6334    0.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3960    0.8294   -0.9250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9133   -0.4976    0.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3939   -0.0450    1.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4327   -1.9108    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9140   -2.9664    1.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3700   -2.4427    1.1193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8474    5.3306    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3174    3.7257    2.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5374    4.6234    1.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0316    1.9500   -1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6385    2.3768   -0.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6676    1.3708    0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1591   -0.2058    1.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3966   -1.3155   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4663   -1.4178    1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5437   -0.3437    2.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3973   -2.1251    2.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7159    0.6387   -2.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939    2.2232   -2.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6736    1.3055   -0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8521    1.1656   -3.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3256    0.2652   -2.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1086   -3.2542   -1.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5920   -1.3194   -2.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8328   -3.0155   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2606    0.3221   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6725   -0.2052    1.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5154   -0.2351   -0.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6561   -1.7571    0.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7335   -0.8725    2.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6437    0.5180    2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3211    0.5712    1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6181   -2.8832    1.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020   -4.0138    0.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 21 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 16  6  1  0
 28 18  1  0
 26  6  1  0
 30 28  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
 29 57  1  0
 29 58  1  0
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       7.321  -2.938   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.062  -2.052   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.665  -2.699   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       6.200  -0.518   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.941   0.369   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.080   1.903   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.269   0.924   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.711   1.465   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.900   0.487   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      10.342   1.028   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      11.531   0.049   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      10.595   2.547   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.963   2.984   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.774   3.963   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.332   3.422   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.302   4.567   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.765   4.475   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.878   3.216   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.359   3.468   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.310   1.737   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.165   0.707   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.300   1.183   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.444   0.153   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.619   2.690   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.734   1.153   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.826  -0.384   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.834   2.693   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.770   1.580   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.338   3.058   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       9.405   3.525   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   15   25                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14   30                                                  
CONECT   14   13   15                                                       
CONECT   15   14    6   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   27                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   20    6   26   27                                             
CONECT   26   25                                                            
CONECT   27   25   17   28   29                                             
CONECT   28   27   29                                                       
CONECT   29   28   27                                                       
CONECT   30   13                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0247414
HETATM    1  C1  UNL     1      -1.451   4.407   1.961  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.045   3.695   0.719  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.099   4.353  -0.370  1.00  0.00           O  
HETATM    4  O2  UNL     1      -0.623   2.390   0.699  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.263   1.822  -0.537  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.180   0.373  -0.390  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.363   0.333   0.521  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.592  -0.251  -0.144  1.00  0.00           C  
HETATM    9  O3  UNL     1       3.694  -0.169   0.730  1.00  0.00           O  
HETATM   10  C7  UNL     1       4.344  -1.280   1.186  1.00  0.00           C  
HETATM   11  C8  UNL     1       5.507  -1.259   2.105  1.00  0.00           C  
HETATM   12  O4  UNL     1       3.933  -2.412   0.802  1.00  0.00           O  
HETATM   13  C9  UNL     1       2.811   0.538  -1.391  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.118   1.182  -1.677  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.761   0.612  -2.205  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.495  -0.089  -1.793  1.00  0.00           C  
HETATM   17  O5  UNL     1       0.666  -1.434  -1.919  1.00  0.00           O  
HETATM   18  C13 UNL     1      -0.297  -2.201  -1.293  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.647  -1.718  -1.791  1.00  0.00           C  
HETATM   20  O6  UNL     1      -2.585  -2.767  -1.770  1.00  0.00           O  
HETATM   21  C15 UNL     1      -2.078  -0.612  -0.818  1.00  0.00           C  
HETATM   22  O7  UNL     1      -3.244  -1.024  -0.163  1.00  0.00           O  
HETATM   23  C16 UNL     1      -4.384  -0.244  -0.260  1.00  0.00           C  
HETATM   24  C17 UNL     1      -5.655  -0.633   0.416  1.00  0.00           C  
HETATM   25  O8  UNL     1      -4.396   0.829  -0.925  1.00  0.00           O  
HETATM   26  C18 UNL     1      -0.913  -0.498   0.179  1.00  0.00           C  
HETATM   27  C19 UNL     1      -1.394  -0.045   1.518  1.00  0.00           C  
HETATM   28  C20 UNL     1      -0.433  -1.911   0.180  1.00  0.00           C  
HETATM   29  C21 UNL     1      -0.914  -2.966   1.024  1.00  0.00           C  
HETATM   30  O9  UNL     1       0.370  -2.443   1.119  1.00  0.00           O  
HETATM   31  H1  UNL     1      -0.847   5.331   2.066  1.00  0.00           H  
HETATM   32  H2  UNL     1      -1.317   3.726   2.823  1.00  0.00           H  
HETATM   33  H3  UNL     1      -2.537   4.623   1.873  1.00  0.00           H  
HETATM   34  H4  UNL     1      -1.032   1.950  -1.306  1.00  0.00           H  
HETATM   35  H5  UNL     1       0.638   2.377  -0.891  1.00  0.00           H  
HETATM   36  H6  UNL     1       1.668   1.371   0.850  1.00  0.00           H  
HETATM   37  H7  UNL     1       1.159  -0.206   1.478  1.00  0.00           H  
HETATM   38  H8  UNL     1       2.397  -1.316  -0.354  1.00  0.00           H  
HETATM   39  H9  UNL     1       6.466  -1.418   1.551  1.00  0.00           H  
HETATM   40  H10 UNL     1       5.544  -0.344   2.725  1.00  0.00           H  
HETATM   41  H11 UNL     1       5.397  -2.125   2.790  1.00  0.00           H  
HETATM   42  H12 UNL     1       4.716   0.639  -2.421  1.00  0.00           H  
HETATM   43  H13 UNL     1       3.994   2.223  -2.084  1.00  0.00           H  
HETATM   44  H14 UNL     1       4.674   1.305  -0.724  1.00  0.00           H  
HETATM   45  H15 UNL     1       1.852   1.166  -3.122  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.326   0.265  -2.449  1.00  0.00           H  
HETATM   47  H17 UNL     1      -0.109  -3.254  -1.516  1.00  0.00           H  
HETATM   48  H18 UNL     1      -1.592  -1.319  -2.816  1.00  0.00           H  
HETATM   49  H19 UNL     1      -2.833  -3.016  -0.846  1.00  0.00           H  
HETATM   50  H20 UNL     1      -2.261   0.322  -1.338  1.00  0.00           H  
HETATM   51  H21 UNL     1      -5.673  -0.205   1.436  1.00  0.00           H  
HETATM   52  H22 UNL     1      -6.515  -0.235  -0.136  1.00  0.00           H  
HETATM   53  H23 UNL     1      -5.656  -1.757   0.455  1.00  0.00           H  
HETATM   54  H24 UNL     1      -1.734  -0.872   2.181  1.00  0.00           H  
HETATM   55  H25 UNL     1      -0.644   0.518   2.098  1.00  0.00           H  
HETATM   56  H26 UNL     1      -2.321   0.571   1.340  1.00  0.00           H  
HETATM   57  H27 UNL     1      -1.618  -2.883   1.862  1.00  0.00           H  
HETATM   58  H28 UNL     1      -0.902  -4.014   0.598  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   34   35
CONECT    6    7   16   26
CONECT    7    8   36   37
CONECT    8    9   13   38
CONECT    9   10
CONECT   10   11   12   12
CONECT   11   39   40   41
CONECT   13   14   15   15
CONECT   14   42   43   44
CONECT   15   16   45
CONECT   16   17   46
CONECT   17   18
CONECT   18   19   28   47
CONECT   19   20   21   48
CONECT   20   49
CONECT   21   22   26   50
CONECT   22   23
CONECT   23   24   25   25
CONECT   24   51   52   53
CONECT   26   27   28
CONECT   27   54   55   56
CONECT   28   29   30
CONECT   29   30   57   58
END

HMDB0247414
     RDKit          3D
8-Acetylneosolaniol
 58 61  0  0  0  0  0  0  0  0999 V2000
   -1.4512    4.4075    1.9611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0446    3.6951    0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0995    4.3535   -0.3700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6230    2.3901    0.6993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2634    1.8217   -0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1801    0.3733   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3630    0.3333    0.5207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5915   -0.2507   -0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6938   -0.1694    0.7301 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3443   -1.2804    1.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5074   -1.2592    2.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335   -2.4123    0.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8107    0.5377   -1.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1176    1.1821   -1.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7607    0.6117   -2.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4952   -0.0891   -1.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6659   -1.4342   -1.9190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2967   -2.2015   -1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6472   -1.7183   -1.7913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5854   -2.7668   -1.7705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0778   -0.6123   -0.8178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2441   -1.0242   -0.1632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3845   -0.2442   -0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6549   -0.6334    0.4158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3960    0.8294   -0.9250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9133   -0.4976    0.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3939   -0.0450    1.5176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4327   -1.9108    0.1797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9140   -2.9664    1.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3700   -2.4427    1.1193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8474    5.3306    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3174    3.7257    2.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5374    4.6234    1.8732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0316    1.9500   -1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6385    2.3768   -0.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6676    1.3708    0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1591   -0.2058    1.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3966   -1.3155   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4663   -1.4178    1.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5437   -0.3437    2.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3973   -2.1251    2.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7159    0.6387   -2.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939    2.2232   -2.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6736    1.3055   -0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8521    1.1656   -3.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3256    0.2652   -2.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1086   -3.2542   -1.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5920   -1.3194   -2.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8328   -3.0155   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2606    0.3221   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6725   -0.2052    1.4361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5154   -0.2351   -0.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6561   -1.7571    0.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7335   -0.8725    2.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6437    0.5180    2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3211    0.5712    1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6181   -2.8832    1.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020   -4.0138    0.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 21 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 16  6  1  0
 28 18  1  0
 26  6  1  0
 30 28  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 27 54  1  0
 27 55  1  0
 27 56  1  0
 29 57  1  0
 29 58  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
[4',11'-Bis(acetyloxy)-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0,]dodecan]-5'-en-2'-yl]methyl acetic acid	Generator
[4',11'-Bis(acetyloxy)-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-yl]methyl acetic acid	Generator

Chemical Formula

C₂₁H₂₈O₉

Average Molecular Weight

424.446

Monoisotopic Molecular Weight

424.173332482

IUPAC Name

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

Traditional Name

4',11'-bis(acetyloxy)-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-ylmethyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OCC12CC(OC(C)=O)C(C)=CC1OC1C(O)C(OC(C)=O)C2(C)C11CO1

InChI Identifier

InChI=1S/C21H28O9/c1-10-6-15-20(8-26-11(2)22,7-14(10)28-12(3)23)19(5)17(29-13(4)24)16(25)18(30-15)21(19)9-27-21/h6,14-18,25H,7-9H2,1-5H3

InChI Key

BIQPSTSCCIEMEI-UHFFFAOYSA-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
Oxepane
Oxane
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Alcohol
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	0.88	ALOGPS
logP	-0.41	ChemAxon
logS	-2.4	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	7	ChemAxon
Refractivity	99.77 m³·mol⁻¹	ChemAxon
Polarizability	42.33 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
DeepCCS	[M-2H]-	220.618	30932474
DeepCCS	[M+Na]+	195.809	30932474
AllCCS	[M+H]+	196.7	32859911
AllCCS	[M+H-H2O]+	194.5	32859911
AllCCS	[M+NH4]+	198.7	32859911
AllCCS	[M+Na]+	199.3	32859911
AllCCS	[M-H]-	200.6	32859911
AllCCS	[M+Na-2H]-	201.2	32859911
AllCCS	[M+HCOO]-	202.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Acetylneosolaniol	CC(=O)OCC12CC(OC(C)=O)C(C)=CC1OC1C(O)C(OC(C)=O)C2(C)C11CO1	4126.5	Standard polar	33892256
8-Acetylneosolaniol	CC(=O)OCC12CC(OC(C)=O)C(C)=CC1OC1C(O)C(OC(C)=O)C2(C)C11CO1	2541.1	Standard non polar	33892256
8-Acetylneosolaniol	CC(=O)OCC12CC(OC(C)=O)C(C)=CC1OC1C(O)C(OC(C)=O)C2(C)C11CO1	2759.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Acetylneosolaniol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0j4i-2059000000-6b10bd4a43ed548c4fe8	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Acetylneosolaniol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Acetylneosolaniol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Acetylneosolaniol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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-Acetylneosolaniol 10V, Negative-QTOF	splash10-05fr-4019200000-44fde12d580656258c52	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Acetylneosolaniol 20V, Negative-QTOF	splash10-0a4i-9005000000-aab99cf436d44d6ceab6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Acetylneosolaniol 40V, Negative-QTOF	splash10-0a4l-9111000000-1262afc5655a155d137c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Acetylneosolaniol 10V, Positive-QTOF	splash10-066r-0009100000-38ea2c1a120fa2b514b1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Acetylneosolaniol 20V, Positive-QTOF	splash10-0q2c-2009100000-fba0e74118a9cb059a4c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Acetylneosolaniol 40V, Positive-QTOF	splash10-0ufr-4059200000-cddd707e2878ae6017df	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 8-Acetylneosolaniol (HMDB0247414)

MOL for HMDB0247414 (8-Acetylneosolaniol)

3D MOL for HMDB0247414 (8-Acetylneosolaniol)

3D SDF for HMDB0247414 (8-Acetylneosolaniol)

3D-SDF for HMDB0247414 (8-Acetylneosolaniol)

PDB for HMDB0247414 (8-Acetylneosolaniol)

3D PDB for HMDB0247414 (8-Acetylneosolaniol)

SMILES for HMDB0247414 (8-Acetylneosolaniol)

INCHI for HMDB0247414 (8-Acetylneosolaniol)

Structure for HMDB0247414 (8-Acetylneosolaniol)

3D Structure for HMDB0247414 (8-Acetylneosolaniol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra