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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:17:58 UTC

Update Date

2022-03-07 02:55:10 UTC

HMDB ID

HMDB0037056

Secondary Accession Numbers

HMDB37056

Metabolite Identification

Common Name

8-Oxodiacetoxyscirpenol

Description

8-Oxodiacetoxyscirpenol 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-Oxodiacetoxyscirpenol 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 01111301592D          

 29 32  0  0  0  0            999 V2000
   -1.4828    0.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1973   -0.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1973   -0.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828   -1.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7683   -0.9068    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7683   -0.0818    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0538   -1.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6606   -0.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6606   -0.0818    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0538    0.3307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9117    0.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9117   -1.3193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7683    0.7432    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7683   -1.7318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828   -2.1443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828   -2.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1973   -3.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7683   -3.3818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4856   -0.9068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731   -0.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6937    0.0066    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0538   -2.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7158   -1.2309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2589    0.6076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3135   -1.7996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1048   -1.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7025   -2.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2985   -0.7643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6606    0.7432    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
  5  7  1  0  0  0  0
  6  5  1  0  0  0  0
  6 10  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
  2 11  1  0  0  0  0
  3 12  2  0  0  0  0
  6 13  1  6  0  0  0
  5 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
  8 19  1  0  0  0  0
  8 20  1  0  0  0  0
 19 20  1  0  0  0  0
  9 21  1  0  0  0  0
  7 22  1  0  0  0  0
  7 23  1  0  0  0  0
 23 21  1  0  0  0  0
 21 24  1  6  0  0  0
 23 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
  9 29  1  1  0  0  0
M  END

HMDB0037056
     RDKit          3D
8-Oxodiacetoxyscirpenol
 51 54  0  0  0  0  0  0  0  0999 V2000
    4.3629   -2.8886   -1.7028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0885   -2.5234   -0.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9707   -2.8813    0.1923 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1025   -1.8453   -1.5917 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8805   -1.3544   -1.2341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7814   -0.1362   -0.4030 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4643    0.9579   -1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0070    2.0549   -0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6793    2.9258   -1.0440 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8061    2.1714    0.9922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8836    3.4671    1.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5540    1.0627    1.6440 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4861   -0.2521    0.9065 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8067   -1.1450    1.7228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4758   -0.7730    1.9985 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5357   -1.5752    1.2288 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3516   -2.9248    1.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5928   -0.9383   -0.1165 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9028   -0.3493   -0.2446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7603   -0.6273   -1.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1090    0.0382   -1.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3996   -1.4343   -2.1634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6485    0.2458   -0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2028    1.3140   -0.9685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7498    0.5868    1.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3118    1.6996    1.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2448    0.7864    1.6008 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1386   -3.1721   -2.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8436   -3.7370   -1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0771   -2.0450   -1.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825   -2.2159   -0.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2954   -1.2607   -2.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7637    1.2933   -2.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3445    0.4894   -1.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3857    4.2925    1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3903    3.4786    2.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9381    3.8121    1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4004    1.0802    2.7029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5427   -0.5658    0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6575   -0.7960    3.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4857   -1.3839    1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5934   -3.3184    0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4980   -1.5874   -0.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6956   -0.2600   -0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9596    1.1528   -1.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6328   -0.2248   -2.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2450    0.9479   -2.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2337    1.5400   -0.5787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6630    2.2700   -0.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1113    1.8722    3.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3148    2.6757    1.4440 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
  6  5  1  6
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 18 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 13  6  1  0
 25 15  1  0
 23  6  1  0
 27 25  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  5 32  1  0
  7 33  1  0
  7 34  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  6
 15 40  1  1
 16 41  1  1
 17 42  1  0
 18 43  1  6
 21 44  1  0
 21 45  1  0
 21 46  1  0
 24 47  1  0
 24 48  1  0
 24 49  1  0
 26 50  1  0
 26 51  1  0
M  END


  Mrv0541 01111301592D          

 29 32  0  0  0  0            999 V2000
   -1.4828    0.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1973   -0.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1973   -0.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828   -1.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7683   -0.9068    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7683   -0.0818    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0538   -1.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6606   -0.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6606   -0.0818    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0538    0.3307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9117    0.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9117   -1.3193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7683    0.7432    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7683   -1.7318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828   -2.1443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828   -2.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1973   -3.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7683   -3.3818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4856   -0.9068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731   -0.1923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6937    0.0066    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0538   -2.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7158   -1.2309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2589    0.6076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3135   -1.7996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1048   -1.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7025   -2.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2985   -0.7643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6606    0.7432    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
  5  7  1  0  0  0  0
  6  5  1  0  0  0  0
  6 10  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
  2 11  1  0  0  0  0
  3 12  2  0  0  0  0
  6 13  1  6  0  0  0
  5 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
  8 19  1  0  0  0  0
  8 20  1  0  0  0  0
 19 20  1  0  0  0  0
  9 21  1  0  0  0  0
  7 22  1  0  0  0  0
  7 23  1  0  0  0  0
 23 21  1  0  0  0  0
 21 24  1  6  0  0  0
 23 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
  9 29  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0037056

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12O[C@]3([H])C=C(C)C(=O)C[C@]3(COC(C)=O)C(C)([C@H](OC(C)=O)[C@H]1O)C21CO1

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O8/c1-9-5-13-18(6-12(9)22,7-24-10(2)20)17(4)15(26-11(3)21)14(23)16(27-13)19(17)8-25-19/h5,13-16,23H,6-8H2,1-4H3/t13-,14-,15-,16-,17?,18-,19?/m1/s1

> <INCHI_KEY>
FAQMCKSIBZGZIB-WGTJCWDGSA-N

> <FORMULA>
C19H24O8

> <MOLECULAR_WEIGHT>
380.3891

> <EXACT_MASS>
380.147117744

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
37.482730005497615

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.16

> <JCHEM_LOGP>
-0.2902837559999998

> <ALOGPS_LOGS>
-2.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.328594278363745

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.072020083955028

> <JCHEM_PKA_STRONGEST_BASIC>
-3.641981396780544

> <JCHEM_POLAR_SURFACE_AREA>
111.66

> <JCHEM_REFRACTIVITY>
89.7929

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.05e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037056
     RDKit          3D
8-Oxodiacetoxyscirpenol
 51 54  0  0  0  0  0  0  0  0999 V2000
    4.3629   -2.8886   -1.7028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0885   -2.5234   -0.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9707   -2.8813    0.1923 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1025   -1.8453   -1.5917 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8805   -1.3544   -1.2341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7814   -0.1362   -0.4030 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4643    0.9579   -1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0070    2.0549   -0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6793    2.9258   -1.0440 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8061    2.1714    0.9922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8836    3.4671    1.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5540    1.0627    1.6440 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4861   -0.2521    0.9065 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8067   -1.1450    1.7228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4758   -0.7730    1.9985 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5357   -1.5752    1.2288 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3516   -2.9248    1.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5928   -0.9383   -0.1165 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9028   -0.3493   -0.2446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7603   -0.6273   -1.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1090    0.0382   -1.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3996   -1.4343   -2.1634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6485    0.2458   -0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2028    1.3140   -0.9685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7498    0.5868    1.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3118    1.6996    1.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2448    0.7864    1.6008 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1386   -3.1721   -2.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8436   -3.7370   -1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0771   -2.0450   -1.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825   -2.2159   -0.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2954   -1.2607   -2.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7637    1.2933   -2.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3445    0.4894   -1.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3857    4.2925    1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3903    3.4786    2.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9381    3.8121    1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4004    1.0802    2.7029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5427   -0.5658    0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6575   -0.7960    3.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4857   -1.3839    1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5934   -3.3184    0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4980   -1.5874   -0.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6956   -0.2600   -0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9596    1.1528   -1.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6328   -0.2248   -2.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2450    0.9479   -2.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2337    1.5400   -0.5787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6630    2.2700   -0.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1113    1.8722    3.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3148    2.6757    1.4440 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
  6  5  1  6
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 18 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 13  6  1  0
 25 15  1  0
 23  6  1  0
 27 25  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  5 32  1  0
  7 33  1  0
  7 34  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  6
 15 40  1  1
 16 41  1  1
 17 42  1  0
 18 43  1  6
 21 44  1  0
 21 45  1  0
 21 46  1  0
 24 47  1  0
 24 48  1  0
 24 49  1  0
 26 50  1  0
 26 51  1  0
M  END

HEADER    PROTEIN                                 11-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-JAN-13         0                                  
HETATM    1  C   UNK     0      -2.768   0.617   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.102  -0.153   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.102  -1.693   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.768  -2.463   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.434  -1.693   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.434  -0.153   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.100  -2.463   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.233  -1.693   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.233  -0.153   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.100   0.617   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -5.435   0.617   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -5.435  -2.463   0.000  0.00  0.00           O+0
HETATM   13  H   UNK     0      -1.434   1.387   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0      -1.434  -3.233   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.768  -4.003   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.768  -5.543   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.102  -6.313   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.434  -6.313   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.773  -1.693   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.003  -0.359   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.028   0.012   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.100  -4.003   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.069  -2.298   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.083   1.134   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.185  -3.359   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       7.662  -2.924   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.778  -3.985   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.024  -1.427   0.000  0.00  0.00           O+0
HETATM   29  H   UNK     0       1.233   1.387   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    7    6   14                                             
CONECT    6    1    5   10   13                                             
CONECT    7    5    8   22   23                                             
CONECT    8    7    9   19   20                                             
CONECT    9    8   10   21   29                                             
CONECT   10    6    9                                                       
CONECT   11    2                                                            
CONECT   12    3                                                            
CONECT   13    6                                                            
CONECT   14    5   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    8   20                                                       
CONECT   20    8   19                                                       
CONECT   21    9   23   24                                                  
CONECT   22    7                                                            
CONECT   23    7   21   25                                                  
CONECT   24   21                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29    9                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0037056
HETATM    1  C1  UNL     1       4.363  -2.889  -1.703  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.089  -2.523  -0.999  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.971  -2.881   0.192  1.00  0.00           O  
HETATM    4  O2  UNL     1       2.102  -1.845  -1.592  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.880  -1.354  -1.234  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.781  -0.136  -0.403  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.464   0.958  -1.250  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.007   2.055  -0.437  1.00  0.00           C  
HETATM    9  O3  UNL     1       2.679   2.926  -1.044  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.806   2.171   0.992  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.884   3.467   1.660  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.554   1.063   1.644  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.486  -0.252   0.906  1.00  0.00           C  
HETATM   14  O4  UNL     1       0.807  -1.145   1.723  1.00  0.00           O  
HETATM   15  C11 UNL     1      -0.476  -0.773   1.998  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.536  -1.575   1.229  1.00  0.00           C  
HETATM   17  O5  UNL     1      -1.352  -2.925   1.274  1.00  0.00           O  
HETATM   18  C13 UNL     1      -1.593  -0.938  -0.116  1.00  0.00           C  
HETATM   19  O6  UNL     1      -2.903  -0.349  -0.245  1.00  0.00           O  
HETATM   20  C14 UNL     1      -3.760  -0.627  -1.277  1.00  0.00           C  
HETATM   21  C15 UNL     1      -5.109   0.038  -1.324  1.00  0.00           C  
HETATM   22  O7  UNL     1      -3.400  -1.434  -2.163  1.00  0.00           O  
HETATM   23  C16 UNL     1      -0.648   0.246  -0.090  1.00  0.00           C  
HETATM   24  C17 UNL     1      -1.203   1.314  -0.968  1.00  0.00           C  
HETATM   25  C18 UNL     1      -0.750   0.587   1.380  1.00  0.00           C  
HETATM   26  C19 UNL     1      -1.312   1.700   1.989  1.00  0.00           C  
HETATM   27  O8  UNL     1      -2.245   0.786   1.601  1.00  0.00           O  
HETATM   28  H1  UNL     1       4.139  -3.172  -2.747  1.00  0.00           H  
HETATM   29  H2  UNL     1       4.844  -3.737  -1.202  1.00  0.00           H  
HETATM   30  H3  UNL     1       5.077  -2.045  -1.697  1.00  0.00           H  
HETATM   31  H4  UNL     1       0.382  -2.216  -0.646  1.00  0.00           H  
HETATM   32  H5  UNL     1       0.295  -1.261  -2.199  1.00  0.00           H  
HETATM   33  H6  UNL     1       0.764   1.293  -2.018  1.00  0.00           H  
HETATM   34  H7  UNL     1       2.345   0.489  -1.773  1.00  0.00           H  
HETATM   35  H8  UNL     1       1.386   4.293   1.083  1.00  0.00           H  
HETATM   36  H9  UNL     1       1.390   3.479   2.662  1.00  0.00           H  
HETATM   37  H10 UNL     1       2.938   3.812   1.846  1.00  0.00           H  
HETATM   38  H11 UNL     1       1.400   1.080   2.703  1.00  0.00           H  
HETATM   39  H12 UNL     1       2.543  -0.566   0.838  1.00  0.00           H  
HETATM   40  H13 UNL     1      -0.658  -0.796   3.080  1.00  0.00           H  
HETATM   41  H14 UNL     1      -2.486  -1.384   1.824  1.00  0.00           H  
HETATM   42  H15 UNL     1      -1.593  -3.318   0.412  1.00  0.00           H  
HETATM   43  H16 UNL     1      -1.498  -1.587  -0.974  1.00  0.00           H  
HETATM   44  H17 UNL     1      -5.696  -0.260  -0.434  1.00  0.00           H  
HETATM   45  H18 UNL     1      -4.960   1.153  -1.246  1.00  0.00           H  
HETATM   46  H19 UNL     1      -5.633  -0.225  -2.255  1.00  0.00           H  
HETATM   47  H20 UNL     1      -1.245   0.948  -2.005  1.00  0.00           H  
HETATM   48  H21 UNL     1      -2.234   1.540  -0.579  1.00  0.00           H  
HETATM   49  H22 UNL     1      -0.663   2.270  -0.939  1.00  0.00           H  
HETATM   50  H23 UNL     1      -1.111   1.872   3.081  1.00  0.00           H  
HETATM   51  H24 UNL     1      -1.315   2.676   1.444  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   31   32
CONECT    6    7   13   23
CONECT    7    8   33   34
CONECT    8    9    9   10
CONECT   10   11   12   12
CONECT   11   35   36   37
CONECT   12   13   38
CONECT   13   14   39
CONECT   14   15
CONECT   15   16   25   40
CONECT   16   17   18   41
CONECT   17   42
CONECT   18   19   23   43
CONECT   19   20
CONECT   20   21   22   22
CONECT   21   44   45   46
CONECT   23   24   25
CONECT   24   47   48   49
CONECT   25   26   27
CONECT   26   27   50   51
END

HMDB0037056
     RDKit          3D
8-Oxodiacetoxyscirpenol
 51 54  0  0  0  0  0  0  0  0999 V2000
    4.3629   -2.8886   -1.7028 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0885   -2.5234   -0.9988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9707   -2.8813    0.1923 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1025   -1.8453   -1.5917 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8805   -1.3544   -1.2341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7814   -0.1362   -0.4030 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4643    0.9579   -1.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0070    2.0549   -0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6793    2.9258   -1.0440 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8061    2.1714    0.9922 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8836    3.4671    1.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5540    1.0627    1.6440 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4861   -0.2521    0.9065 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8067   -1.1450    1.7228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4758   -0.7730    1.9985 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5357   -1.5752    1.2288 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3516   -2.9248    1.2742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5928   -0.9383   -0.1165 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9028   -0.3493   -0.2446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7603   -0.6273   -1.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1090    0.0382   -1.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3996   -1.4343   -2.1634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6485    0.2458   -0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2028    1.3140   -0.9685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7498    0.5868    1.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3118    1.6996    1.9886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2448    0.7864    1.6008 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1386   -3.1721   -2.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8436   -3.7370   -1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0771   -2.0450   -1.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825   -2.2159   -0.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2954   -1.2607   -2.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7637    1.2933   -2.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3445    0.4894   -1.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3857    4.2925    1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3903    3.4786    2.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9381    3.8121    1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4004    1.0802    2.7029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5427   -0.5658    0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6575   -0.7960    3.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4857   -1.3839    1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5934   -3.3184    0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4980   -1.5874   -0.9743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6956   -0.2600   -0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9596    1.1528   -1.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6328   -0.2248   -2.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2450    0.9479   -2.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2337    1.5400   -0.5787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6630    2.2700   -0.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1113    1.8722    3.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3148    2.6757    1.4440 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
  6  5  1  6
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 18 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 13  6  1  0
 25 15  1  0
 23  6  1  0
 27 25  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  5 32  1  0
  7 33  1  0
  7 34  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  6
 15 40  1  1
 16 41  1  1
 17 42  1  0
 18 43  1  6
 21 44  1  0
 21 45  1  0
 21 46  1  0
 24 47  1  0
 24 48  1  0
 24 49  1  0
 26 50  1  0
 26 51  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(3alpha,4beta)-4,15-Bis(acetyloxy)-12,13-epoxy-3-hydroxytrichothec-9-en-8-one	HMDB
4,15-Diacetyl-7-deoxynivalenol	HMDB
[(2'r,7'r,9'r,10'r,11's)-11'-(Acetyloxy)-10'-hydroxy-1',5'-dimethyl-4'-oxo-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-yl]methyl acetic acid	Generator

Chemical Formula

C₁₉H₂₄O₈

Average Molecular Weight

380.3891

Monoisotopic Molecular Weight

380.147117744

IUPAC Name

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

Traditional Name

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

CAS Registry Number

77620-47-4

SMILES

[H][C@@]12O[C@]3([H])C=C(C)C(=O)C[C@]3(COC(C)=O)C(C)([C@H](OC(C)=O)[C@H]1O)C21CO1

InChI Identifier

InChI=1S/C19H24O8/c1-9-5-13-18(6-12(9)22,7-24-10(2)20)17(4)15(26-11(3)21)14(23)16(27-13)19(17)8-25-19/h5,13-16,23H,6-8H2,1-4H3/t13-,14-,15-,16-,17?,18-,19?/m1/s1

InChI Key

FAQMCKSIBZGZIB-WGTJCWDGSA-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

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0037056)

Cellular substructure

Extracellular (HMDB: HMDB0037056)
Cytoplasm (HMDB: HMDB0037056)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037056)

Source

Endogenous

Endogenous (HMDB: HMDB0037056)

Animal

Animal (HMDB: HMDB0037056)

Exogenous

Food

Food (HMDB: HMDB0037056)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0037056)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0037056)

Cellular process

Cell signaling (HMDB: HMDB0037056)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0037056)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0037056)

Nutrient

Nutrient (HMDB: HMDB0037056)

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
Water Solubility	2.05 g/L	ALOGPS
logP	0.16	ALOGPS
logP	-0.29	ChemAxon
logS	-2.3	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	111.66 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	89.79 m³·mol⁻¹	ChemAxon
Polarizability	37.48 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	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	186.49	31661259
DarkChem	[M-H]-	181.736	31661259
DeepCCS	[M-2H]-	211.687	30932474
DeepCCS	[M+Na]+	187.111	30932474
AllCCS	[M+H]+	186.1	32859911
AllCCS	[M+H-H2O]+	183.6	32859911
AllCCS	[M+NH4]+	188.5	32859911
AllCCS	[M+Na]+	189.2	32859911
AllCCS	[M-H]-	191.5	32859911
AllCCS	[M+Na-2H]-	191.6	32859911
AllCCS	[M+HCOO]-	191.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Oxodiacetoxyscirpenol	[H][C@@]12O[C@]3([H])C=C(C)C(=O)C[C@]3(COC(C)=O)C(C)([C@H](OC(C)=O)[C@H]1O)C21CO1	4100.6	Standard polar	33892256
8-Oxodiacetoxyscirpenol	[H][C@@]12O[C@]3([H])C=C(C)C(=O)C[C@]3(COC(C)=O)C(C)([C@H](OC(C)=O)[C@H]1O)C21CO1	2343.1	Standard non polar	33892256
8-Oxodiacetoxyscirpenol	[H][C@@]12O[C@]3([H])C=C(C)C(=O)C[C@]3(COC(C)=O)C(C)([C@H](OC(C)=O)[C@H]1O)C21CO1	2616.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8-Oxodiacetoxyscirpenol,1TMS,isomer #1	CC(=O)OC[C@]12CC(=O)C(C)=C[C@H]1O[C@@H]1[C@H](O[Si](C)(C)C)[C@@H](OC(C)=O)C2(C)C12CO2	2586.7	Semi standard non polar	33892256
8-Oxodiacetoxyscirpenol,1TMS,isomer #2	CC(=O)OC[C@]12C=C(O[Si](C)(C)C)C(C)=C[C@H]1O[C@@H]1[C@H](O)[C@@H](OC(C)=O)C2(C)C12CO2	2606.8	Semi standard non polar	33892256
8-Oxodiacetoxyscirpenol,2TMS,isomer #1	CC(=O)OC[C@]12C=C(O[Si](C)(C)C)C(C)=C[C@H]1O[C@@H]1[C@H](O[Si](C)(C)C)[C@@H](OC(C)=O)C2(C)C12CO2	2633.4	Semi standard non polar	33892256
8-Oxodiacetoxyscirpenol,2TMS,isomer #1	CC(=O)OC[C@]12C=C(O[Si](C)(C)C)C(C)=C[C@H]1O[C@@H]1[C@H](O[Si](C)(C)C)[C@@H](OC(C)=O)C2(C)C12CO2	2629.8	Standard non polar	33892256
8-Oxodiacetoxyscirpenol,1TBDMS,isomer #1	CC(=O)OC[C@]12CC(=O)C(C)=C[C@H]1O[C@@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](OC(C)=O)C2(C)C12CO2	2804.4	Semi standard non polar	33892256
8-Oxodiacetoxyscirpenol,1TBDMS,isomer #2	CC(=O)OC[C@]12C=C(O[Si](C)(C)C(C)(C)C)C(C)=C[C@H]1O[C@@H]1[C@H](O)[C@@H](OC(C)=O)C2(C)C12CO2	2847.8	Semi standard non polar	33892256
8-Oxodiacetoxyscirpenol,2TBDMS,isomer #1	CC(=O)OC[C@]12C=C(O[Si](C)(C)C(C)(C)C)C(C)=C[C@H]1O[C@@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](OC(C)=O)C2(C)C12CO2	3096.6	Semi standard non polar	33892256
8-Oxodiacetoxyscirpenol,2TBDMS,isomer #1	CC(=O)OC[C@]12C=C(O[Si](C)(C)C(C)(C)C)C(C)=C[C@H]1O[C@@H]1[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](OC(C)=O)C2(C)C12CO2	3013.1	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-Oxodiacetoxyscirpenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-004l-9276000000-d6ed3dc847737cb7b64b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Oxodiacetoxyscirpenol GC-MS (1 TMS) - 70eV, Positive	splash10-004i-8093100000-88cb63e6391e0374e78a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Oxodiacetoxyscirpenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Oxodiacetoxyscirpenol 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-Oxodiacetoxyscirpenol 10V, Positive-QTOF	splash10-008i-0009000000-272edc2f63f59664fb37	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Oxodiacetoxyscirpenol 20V, Positive-QTOF	splash10-0fk9-0239000000-1e6dda4f5041f38018a5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Oxodiacetoxyscirpenol 40V, Positive-QTOF	splash10-004i-3294000000-8bfb63f511ceb0d0914b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Oxodiacetoxyscirpenol 10V, Negative-QTOF	splash10-004r-2009000000-469c982ceb03adee2d6f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Oxodiacetoxyscirpenol 20V, Negative-QTOF	splash10-0a70-7319000000-5f3134de0154c54dc2c0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Oxodiacetoxyscirpenol 40V, Negative-QTOF	splash10-0a4i-6900000000-23269370b8999519ad34	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Oxodiacetoxyscirpenol 10V, Positive-QTOF	splash10-00e9-0009000000-e9f0dd021c25733bc238	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Oxodiacetoxyscirpenol 20V, Positive-QTOF	splash10-074i-0079000000-31e9de625d1ee15da62c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Oxodiacetoxyscirpenol 40V, Positive-QTOF	splash10-002o-5957000000-fd7d9677be16abd0d055	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Oxodiacetoxyscirpenol 10V, Negative-QTOF	splash10-056r-3019000000-cd7c79c764c69c7abd06	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Oxodiacetoxyscirpenol 20V, Negative-QTOF	splash10-0a4i-9005000000-7b45340cf6d9899a0221	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Oxodiacetoxyscirpenol 40V, Negative-QTOF	splash10-054n-8139000000-e325f105c5e6f2f8bfbc	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

FDB016039

KNApSAcK ID

C00012641

Chemspider ID

292181

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752136

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-Oxodiacetoxyscirpenol (HMDB0037056)

MOL for HMDB0037056 (8-Oxodiacetoxyscirpenol)

3D MOL for HMDB0037056 (8-Oxodiacetoxyscirpenol)

3D SDF for HMDB0037056 (8-Oxodiacetoxyscirpenol)

3D-SDF for HMDB0037056 (8-Oxodiacetoxyscirpenol)

PDB for HMDB0037056 (8-Oxodiacetoxyscirpenol)

3D PDB for HMDB0037056 (8-Oxodiacetoxyscirpenol)

SMILES for HMDB0037056 (8-Oxodiacetoxyscirpenol)

INCHI for HMDB0037056 (8-Oxodiacetoxyscirpenol)

Structure for HMDB0037056 (8-Oxodiacetoxyscirpenol)

3D Structure for HMDB0037056 (8-Oxodiacetoxyscirpenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra