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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:52:17 UTC

Update Date

2022-03-07 02:54:39 UTC

HMDB ID

HMDB0035848

Secondary Accession Numbers

HMDB35848

Metabolite Identification

Common Name

Monoacetoxyscirpenol

Description

Ergocristine belongs to the class of organic compounds known as ergotamines, dihydroergotamines, and derivatives. These are organic compounds containing an ergotamine moiety, which is structurally characterized by a benzyl substituent attached to the piperazine ring of the ergopeptine backbone. Ingestion of ergoline alkaloids is known to cause the disease ergotism. Ergocristine is a very strong basic compound (based on its pKa). Ergocristine is a potentially toxic compound. Ergocristine is an alkaloid of the ergoline family. Ergoline alkaloids tend to act as a group, producing complex and variable effects of partial agonism or antagonism at adrenergic, dopaminergic, and serotonergic receptors. Ergometrine is also known to have a non-receptor specific oxytocic activity. In particular, ergoline alkaloids have been shown to have the significant affinity towards the 5-HT1 and 5-HT2 serotonin receptors, D1 and D2 dopamine receptors, and alpha-adrenergic receptors. If necessary, a sympathetic nerve blockade may be carried out, such as brachial plexus blockade.

Structure

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

HMDB0035848
     RDKit          3D
Monoacetoxyscirpenol
 47 50  0  0  0  0  0  0  0  0999 V2000
    2.8294    3.7045    1.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5281    2.7213    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1881    2.7528   -0.8668 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5650    1.7489    0.3279 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053    0.8389   -0.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1736   -0.1052   -0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6190   -0.8072    0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0218   -2.2696    0.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -2.4134   -0.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1369   -3.1469   -0.4716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3762   -1.8149   -1.5940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0842   -1.1253   -1.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9508   -1.9998   -1.1601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1483   -1.3006   -1.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5064   -1.1426    0.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9101   -1.1823    0.5017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0740    0.2324    0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1668    1.1312    0.7466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1150    0.6113   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0452    2.0935   -0.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9253    0.1131   -1.4298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3428    0.8381   -2.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2206    0.8471   -1.4110 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3980    3.2613    2.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9150    4.1768    1.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4306    4.5276    0.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2257    0.1998   -0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0470    1.2594   -1.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0895   -0.8547    1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5513   -0.3418    1.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6148   -2.5901    1.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1278   -2.9284    0.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3356   -3.7244   -1.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0626   -3.9137    0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9723   -2.4811   -0.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9298   -1.8735   -2.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0874   -0.4926   -2.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9749   -1.7223   -1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0866   -1.9556    1.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2552   -2.0185    0.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7207    0.3484    1.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6628    1.1492    1.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5942    2.4052   -1.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1112    2.4679   -0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6060    2.5801    0.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9325    1.8422   -2.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7818    0.3534   -3.3949 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
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 12  6  1  0
 21 14  1  0
 19  6  1  0
 23 21  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 20 43  1  0
 20 44  1  0
 20 45  1  0
 22 46  1  0
 22 47  1  0
M  END


  Mrv0541 09061400492D          

 23 26  0  0  0  0            999 V2000
    4.4116    1.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5435   -2.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5788   -0.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5844    0.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8344    0.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9889    1.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1461   -0.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8930    1.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6617    1.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8369   -1.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2390    1.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4010    1.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6878    0.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8270    1.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4714    0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1617    0.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3665    0.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1148   -1.9932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4204    1.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1153   -0.3063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8526   -0.7695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1798    0.8408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6450    1.8752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  9  1  1  0  0  0  0
  9  4  1  0  0  0  0
  9  6  2  0  0  0  0
 10  2  1  0  0  0  0
 11  6  1  0  0  0  0
 13 12  1  0  0  0  0
 14 12  1  0  0  0  0
 15  3  1  0  0  0  0
 15 13  1  0  0  0  0
 16  5  1  0  0  0  0
 16  7  1  0  0  0  0
 16 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17  8  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 10  2  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 21  7  1  0  0  0  0
 21 10  1  0  0  0  0
 22  8  1  0  0  0  0
 22 17  1  0  0  0  0
 23 11  1  0  0  0  0
 23 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035848

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OCC12CCC(C)=CC1OC1C(O)C(O)C2(C)C11CO1

> <INCHI_IDENTIFIER>
InChI=1S/C17H24O6/c1-9-4-5-16(7-21-10(2)18)11(6-9)23-14-12(19)13(20)15(16,3)17(14)8-22-17/h6,11-14,19-20H,4-5,7-8H2,1-3H3

> <INCHI_KEY>
IRXDUBNENLKYTC-UHFFFAOYSA-N

> <FORMULA>
C17H24O6

> <MOLECULAR_WEIGHT>
324.3689

> <EXACT_MASS>
324.1572885

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
33.22176088218522

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10',11'-dihydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-ylmethyl acetate

> <ALOGPS_LOGP>
0.57

> <JCHEM_LOGP>
-0.06412580500000041

> <ALOGPS_LOGS>
-1.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.505241415439805

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.975677325389725

> <JCHEM_PKA_STRONGEST_BASIC>
-3.427785626626804

> <JCHEM_POLAR_SURFACE_AREA>
88.52000000000001

> <JCHEM_REFRACTIVITY>
79.9482

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.40e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10',11'-dihydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-ylmethyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035848
     RDKit          3D
Monoacetoxyscirpenol
 47 50  0  0  0  0  0  0  0  0999 V2000
    2.8294    3.7045    1.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5281    2.7213    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1881    2.7528   -0.8668 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5650    1.7489    0.3279 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053    0.8389   -0.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1736   -0.1052   -0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6190   -0.8072    0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0218   -2.2696    0.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -2.4134   -0.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1369   -3.1469   -0.4716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3762   -1.8149   -1.5940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0842   -1.1253   -1.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9508   -1.9998   -1.1601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1483   -1.3006   -1.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5064   -1.1426    0.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9101   -1.1823    0.5017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0740    0.2324    0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1668    1.1312    0.7466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1150    0.6113   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0452    2.0935   -0.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9253    0.1131   -1.4298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3428    0.8381   -2.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2206    0.8471   -1.4110 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3980    3.2613    2.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9150    4.1768    1.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4306    4.5276    0.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2257    0.1998   -0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0470    1.2594   -1.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0895   -0.8547    1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5513   -0.3418    1.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6148   -2.5901    1.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1278   -2.9284    0.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3356   -3.7244   -1.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0626   -3.9137    0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9723   -2.4811   -0.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9298   -1.8735   -2.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0874   -0.4926   -2.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9749   -1.7223   -1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0866   -1.9556    1.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2552   -2.0185    0.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7207    0.3484    1.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6628    1.1492    1.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5942    2.4052   -1.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1112    2.4679   -0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6060    2.5801    0.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9325    1.8422   -2.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7818    0.3534   -3.3949 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
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 12  6  1  0
 21 14  1  0
 19  6  1  0
 23 21  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 20 43  1  0
 20 44  1  0
 20 45  1  0
 22 46  1  0
 22 47  1  0
M  END

HEADER    PROTEIN                                 06-SEP-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-14         0                                  
HETATM    1  C   UNK     0       8.235   2.824   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.614  -3.771   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.947  -1.472   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.691   0.649   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.291   0.007   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.579   3.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.006  -0.641   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.534   3.013   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.835   2.182   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.296  -2.976   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.179   2.432   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.749   1.981   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.284   0.537   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.544   3.300   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.747   0.055   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.035   0.898   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.551   1.828   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.948  -3.721   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.785   2.125   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.215  -0.572   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.325  -1.436   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.069   1.570   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.071   3.500   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3   15                                                            
CONECT    4    5    9                                                       
CONECT    5    4   16                                                       
CONECT    6    9   11                                                       
CONECT    7   16   21                                                       
CONECT    8   17   22                                                       
CONECT    9    1    4    6                                                  
CONECT   10    2   18   21                                                  
CONECT   11    6   16   23                                                  
CONECT   12   13   14   19                                                  
CONECT   13   12   15   20                                                  
CONECT   14   12   17   23                                                  
CONECT   15    3   13   16   17                                             
CONECT   16    5    7   11   15                                             
CONECT   17    8   14   15   22                                             
CONECT   18   10                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21    7   10                                                       
CONECT   22    8   17                                                       
CONECT   23   11   14                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0035848
HETATM    1  C1  UNL     1       2.829   3.704   1.294  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.528   2.721   0.228  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.188   2.753  -0.867  1.00  0.00           O  
HETATM    4  O2  UNL     1       1.565   1.749   0.328  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.305   0.839  -0.692  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.174  -0.105  -0.254  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.619  -0.807   0.958  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.022  -2.270   0.724  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.870  -2.413  -0.488  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.137  -3.147  -0.472  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.376  -1.815  -1.594  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.084  -1.125  -1.404  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.951  -2.000  -1.160  1.00  0.00           O  
HETATM   14  C11 UNL     1      -2.148  -1.301  -1.027  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.506  -1.143   0.460  1.00  0.00           C  
HETATM   16  O4  UNL     1      -3.910  -1.182   0.502  1.00  0.00           O  
HETATM   17  C13 UNL     1      -2.074   0.232   0.866  1.00  0.00           C  
HETATM   18  O5  UNL     1      -3.167   1.131   0.747  1.00  0.00           O  
HETATM   19  C14 UNL     1      -1.115   0.611  -0.224  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.045   2.093  -0.328  1.00  0.00           C  
HETATM   21  C16 UNL     1      -1.925   0.113  -1.430  1.00  0.00           C  
HETATM   22  C17 UNL     1      -2.343   0.838  -2.501  1.00  0.00           C  
HETATM   23  O6  UNL     1      -3.221   0.847  -1.411  1.00  0.00           O  
HETATM   24  H1  UNL     1       3.398   3.261   2.142  1.00  0.00           H  
HETATM   25  H2  UNL     1       1.915   4.177   1.705  1.00  0.00           H  
HETATM   26  H3  UNL     1       3.431   4.528   0.856  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.226   0.200  -0.807  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.047   1.259  -1.660  1.00  0.00           H  
HETATM   29  H6  UNL     1      -0.090  -0.855   1.800  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.551  -0.342   1.400  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.615  -2.590   1.608  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.128  -2.928   0.700  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.336  -3.724  -1.400  1.00  0.00           H  
HETATM   34  H11 UNL     1       3.063  -3.914   0.355  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.972  -2.481  -0.185  1.00  0.00           H  
HETATM   36  H13 UNL     1       1.930  -1.873  -2.509  1.00  0.00           H  
HETATM   37  H14 UNL     1      -0.087  -0.493  -2.320  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.975  -1.722  -1.604  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.087  -1.956   1.056  1.00  0.00           H  
HETATM   40  H17 UNL     1      -4.255  -2.019   0.860  1.00  0.00           H  
HETATM   41  H18 UNL     1      -1.721   0.348   1.880  1.00  0.00           H  
HETATM   42  H19 UNL     1      -3.663   1.149   1.611  1.00  0.00           H  
HETATM   43  H20 UNL     1      -0.594   2.405  -1.271  1.00  0.00           H  
HETATM   44  H21 UNL     1      -2.111   2.468  -0.360  1.00  0.00           H  
HETATM   45  H22 UNL     1      -0.606   2.580   0.566  1.00  0.00           H  
HETATM   46  H23 UNL     1      -1.933   1.842  -2.738  1.00  0.00           H  
HETATM   47  H24 UNL     1      -2.782   0.353  -3.395  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   27   28
CONECT    6    7   12   19
CONECT    7    8   29   30
CONECT    8    9   31   32
CONECT    9   10   11   11
CONECT   10   33   34   35
CONECT   11   12   36
CONECT   12   13   37
CONECT   13   14
CONECT   14   15   21   38
CONECT   15   16   17   39
CONECT   16   40
CONECT   17   18   19   41
CONECT   18   42
CONECT   19   20   21
CONECT   20   43   44   45
CONECT   21   22   23
CONECT   22   23   46   47
END

HMDB0035848
     RDKit          3D
Monoacetoxyscirpenol
 47 50  0  0  0  0  0  0  0  0999 V2000
    2.8294    3.7045    1.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5281    2.7213    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1881    2.7528   -0.8668 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5650    1.7489    0.3279 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053    0.8389   -0.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1736   -0.1052   -0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6190   -0.8072    0.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0218   -2.2696    0.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -2.4134   -0.4876 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1369   -3.1469   -0.4716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3762   -1.8149   -1.5940 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0842   -1.1253   -1.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9508   -1.9998   -1.1601 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1483   -1.3006   -1.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5064   -1.1426    0.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9101   -1.1823    0.5017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0740    0.2324    0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1668    1.1312    0.7466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1150    0.6113   -0.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0452    2.0935   -0.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9253    0.1131   -1.4298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3428    0.8381   -2.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2206    0.8471   -1.4110 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3980    3.2613    2.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9150    4.1768    1.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4306    4.5276    0.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2257    0.1998   -0.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0470    1.2594   -1.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0895   -0.8547    1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5513   -0.3418    1.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6148   -2.5901    1.6084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1278   -2.9284    0.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3356   -3.7244   -1.4003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0626   -3.9137    0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9723   -2.4811   -0.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9298   -1.8735   -2.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0874   -0.4926   -2.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9749   -1.7223   -1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0866   -1.9556    1.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2552   -2.0185    0.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7207    0.3484    1.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6628    1.1492    1.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5942    2.4052   -1.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1112    2.4679   -0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6060    2.5801    0.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9325    1.8422   -2.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7818    0.3534   -3.3949 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
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 12  6  1  0
 21 14  1  0
 19  6  1  0
 23 21  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 20 43  1  0
 20 44  1  0
 20 45  1  0
 22 46  1  0
 22 47  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
15-Acetoxyscirpen-3,4-diol	HMDB
15-Acetoxyscirpendiol	HMDB
15-Acetoxyscirpenol	HMDB
15-Acetylscirpenetriol	HMDB
15-mono-O-Acetylscirpenol	HMDB
15-O-Acetylscirpenetriol	HMDB
4-Deacetylanguidin	HMDB
ANGUIDINE, desacetyl(15-acetoxyscirpene-3,4-diol-BL5732)	HMDB
Deacetylanguidin	HMDB
Desacetylanguidine	HMDB
{10',11'-dihydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-yl}methyl acetic acid	Generator
Monoacetoxyscirpenol	MeSH

Chemical Formula

C₁₇H₂₄O₆

Average Molecular Weight

324.3689

Monoisotopic Molecular Weight

324.1572885

IUPAC Name

10',11'-dihydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-ylmethyl acetate

Traditional Name

10',11'-dihydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-2'-ylmethyl acetate

CAS Registry Number

2623-22-5

SMILES

CC(=O)OCC12CCC(C)=CC1OC1C(O)C(O)C2(C)C11CO1

InChI Identifier

InChI=1S/C17H24O6/c1-9-4-5-16(7-21-10(2)18)11(6-9)23-14-12(19)13(20)15(16,3)17(14)8-22-17/h6,11-14,19-20H,4-5,7-8H2,1-3H3

InChI Key

IRXDUBNENLKYTC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergotamines, dihydroergotamines, and derivatives. These are organic compounds containing an ergotamine moiety, which is structurally characterized by a benzyl substituent attached to the piperazine ring of the ergopeptine backbone.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ergoline and derivatives

Sub Class

Lysergic acids and derivatives

Direct Parent

Ergotamines, dihydroergotamines, and derivatives

Alternative Parents

Substituents

Ergotamine
Hybrid peptide
Alpha-dipeptide
Lysergic acid amide
Indoloquinoline
Benzoquinoline
Quinoline-3-carboxamide
N-acyl-alpha amino acid or derivatives
Pyrroloquinoline
Quinoline
Alpha-amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Isoindole or derivatives
Aralkylamine
N-alkylpiperazine
Monocyclic benzene moiety
1,4-diazinane
Benzenoid
Oxazolidinone
Piperazine
Pyrrole
Pyrrolidine
Heteroaromatic compound
Oxazolidine
Tertiary carboxylic acid amide
Carboxamide group
Tertiary amine
Amino acid or derivatives
Lactam
Tertiary aliphatic amine
Secondary carboxylic acid amide
Orthocarboxylic acid derivative
Carboxylic acid derivative
Organoheterocyclic compound
Alkanolamine
Oxacycle
Azacycle
Organooxygen compound
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Amine
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Digestive system disorder

Gastrointestinal disorder

Vomiting (HMDB: HMDB0035848)
Nausea (HMDB: HMDB0035848)

Circulatory system disorder

Vascular disorder

Hypotension (HMDB: HMDB0035848)

Nervous system disorder

Peripheral nervous system disorder

Sympathetic nervous system disorder

Visual system disorder

Blurred vision (HMDB: HMDB0035848)

Disposition

Biological location

Cell membrane (HMDB: HMDB0035848)

Cellular substructure

Extracellular (HMDB: HMDB0035848)
Cytoplasm (HMDB: HMDB0035848)

Route of exposure

Parenteral

Dermal (HMDB: HMDB0035848)
Inhalation (HMDB: HMDB0035848)

Enteral

Ingestion (HMDB: HMDB0035848)

Source

Endogenous

Endogenous (HMDB: HMDB0035848)

Animal

Animal (HMDB: HMDB0035848)

Exogenous

Food

Food (HMDB: HMDB0035848)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035848)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035848)

Cellular process

Cell signaling (HMDB: HMDB0035848)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035848)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035848)

Nutrient

Nutrient (HMDB: HMDB0035848)

Environmental role

Environmental contaminant (HMDB: HMDB0035848)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	172 - 173 °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	4.4 g/L	ALOGPS
logP	0.57	ALOGPS
logP	-0.064	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	12.98	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	88.52 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	79.95 m³·mol⁻¹	ChemAxon
Polarizability	33.22 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]+	177.805	31661259
DarkChem	[M-H]-	169.779	31661259
DeepCCS	[M-2H]-	201.561	30932474
DeepCCS	[M+Na]+	176.788	30932474
AllCCS	[M+H]+	176.3	32859911
AllCCS	[M+H-H2O]+	173.3	32859911
AllCCS	[M+NH4]+	179.1	32859911
AllCCS	[M+Na]+	179.9	32859911
AllCCS	[M-H]-	180.7	32859911
AllCCS	[M+Na-2H]-	180.6	32859911
AllCCS	[M+HCOO]-	180.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Monoacetoxyscirpenol	CC(=O)OCC12CCC(C)=CC1OC1C(O)C(O)C2(C)C11CO1	3630.8	Standard polar	33892256
Monoacetoxyscirpenol	CC(=O)OCC12CCC(C)=CC1OC1C(O)C(O)C2(C)C11CO1	2237.4	Standard non polar	33892256
Monoacetoxyscirpenol	CC(=O)OCC12CCC(C)=CC1OC1C(O)C(O)C2(C)C11CO1	2415.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Monoacetoxyscirpenol,1TMS,isomer #1	CC(=O)OCC12CCC(C)=CC1OC1C(O[Si](C)(C)C)C(O)C2(C)C12CO2	2386.0	Semi standard non polar	33892256
Monoacetoxyscirpenol,1TMS,isomer #2	CC(=O)OCC12CCC(C)=CC1OC1C(O)C(O[Si](C)(C)C)C2(C)C12CO2	2380.6	Semi standard non polar	33892256
Monoacetoxyscirpenol,2TMS,isomer #1	CC(=O)OCC12CCC(C)=CC1OC1C(O[Si](C)(C)C)C(O[Si](C)(C)C)C2(C)C12CO2	2414.3	Semi standard non polar	33892256
Monoacetoxyscirpenol,1TBDMS,isomer #1	CC(=O)OCC12CCC(C)=CC1OC1C(O[Si](C)(C)C(C)(C)C)C(O)C2(C)C12CO2	2630.2	Semi standard non polar	33892256
Monoacetoxyscirpenol,1TBDMS,isomer #2	CC(=O)OCC12CCC(C)=CC1OC1C(O)C(O[Si](C)(C)C(C)(C)C)C2(C)C12CO2	2626.9	Semi standard non polar	33892256
Monoacetoxyscirpenol,2TBDMS,isomer #1	CC(=O)OCC12CCC(C)=CC1OC1C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C2(C)C12CO2	2882.2	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 - Monoacetoxyscirpenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-8983000000-2b3ece0fc071e0a02ae9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Monoacetoxyscirpenol GC-MS (2 TMS) - 70eV, Positive	splash10-0uml-9457500000-f0e1f929dc06f83e63b1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Monoacetoxyscirpenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Monoacetoxyscirpenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0a4l-7910000000-ee625a230f247ef2a1b9	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monoacetoxyscirpenol 10V, Positive-QTOF	splash10-00or-1069000000-8a4acc9ad6cac1bfcdab	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monoacetoxyscirpenol 20V, Positive-QTOF	splash10-066r-1692000000-99bcb7b55345010c80a6	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monoacetoxyscirpenol 40V, Positive-QTOF	splash10-014m-9750000000-f52ad6fdbbd8ca8364c1	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monoacetoxyscirpenol 10V, Negative-QTOF	splash10-00di-3029000000-24597e127f3228e2aac5	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monoacetoxyscirpenol 20V, Negative-QTOF	splash10-0a4l-9445000000-1e097d94c61293160cca	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monoacetoxyscirpenol 40V, Negative-QTOF	splash10-1001-9800000000-44db093f8409c92cb252	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monoacetoxyscirpenol 10V, Positive-QTOF	splash10-014i-0092000000-b8bd80fe17ca733ae85a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monoacetoxyscirpenol 20V, Positive-QTOF	splash10-014i-1091000000-e2b4db216b5792f8eeae	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monoacetoxyscirpenol 40V, Positive-QTOF	splash10-0adl-3795000000-3e73cb01a148dd3b7cac	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monoacetoxyscirpenol 10V, Negative-QTOF	splash10-0089-2094000000-79008c91e52055b40fa5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monoacetoxyscirpenol 20V, Negative-QTOF	splash10-0a4i-8090000000-2d13b1b0a398f7c82ecb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monoacetoxyscirpenol 40V, Negative-QTOF	splash10-0a4l-9300000000-9cebaa91e008a1743094	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

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

Ergocristine

METLIN ID

Not Available

PubChem Compound

98255

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 Monoacetoxyscirpenol (HMDB0035848)

MOL for HMDB0035848 (Monoacetoxyscirpenol)

3D MOL for HMDB0035848 (Monoacetoxyscirpenol)

3D SDF for HMDB0035848 (Monoacetoxyscirpenol)

3D-SDF for HMDB0035848 (Monoacetoxyscirpenol)

PDB for HMDB0035848 (Monoacetoxyscirpenol)

3D PDB for HMDB0035848 (Monoacetoxyscirpenol)

SMILES for HMDB0035848 (Monoacetoxyscirpenol)

INCHI for HMDB0035848 (Monoacetoxyscirpenol)

Structure for HMDB0035848 (Monoacetoxyscirpenol)

3D Structure for HMDB0035848 (Monoacetoxyscirpenol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra