Basic information
- Standard SMILES
COC(=O)C12OCC34C(CC5C(C)C6=CC(=O)OC6=CC5(C)C3C(O)C1O)OC(=O)C(OC(C)=O)C24- InChIKey
ZZKFDOQILIXHHH-UHFFFAOYSA-N- Molecular formula
- C25H28O11
- Average molar mass
- 504.5 g/mol
- Monoisotopic mass
- 504.16316172
Overview
Sergiolide is a quassinoid phytochemical isolated from Cedronia granatensis and other plant species with potential antineoplastic activity. (NCI04)
Names & identifiers
- Preferred name
- Sergiolide
- IUPAC
- methyl 10-acetyloxy-3,4-dihydroxy-1,16-dimethyl-11,19-dioxo-6,12,20-trioxahexacyclo[13.7.0.02,8.05,9.08,13.017,21]docosa-17,21-diene-5-carboxylate
Names & synonyms
SergiolideNSC344025CHEMBL1975433DTXSID201002592NSC-344025FS1657743,10H-furo[3,4-c]furo[2',3':6,7]naphtho[2,3-b] pyran-3(3aH)-carboxylic acid, 4-(acetyloxy)-4,5,6a,7,7a,8, 12a,13-octahydro-14,15-dihydroxy-8,12a-dimethyl-5,10-dioxo-, methyl ester, (3S,3aS,4R,6aR,7aS,8S,12aS,13R,13aR,14R,15S)-Methyl 10-acetyloxy-3,4-dihydroxy-1,16-dimethyl-11,19-dioxo-6,12,20-trioxahexacyclo[13.7.0.02,8.05,9.08,13.017,21]docosa-17,21-diene-5-carboxylateMethyl 4-(acetyloxy)-1,2-dihydroxy-8,12a-dimethyl-5,10-dioxo-1,4,5,6a,7,7a,8,10,12a,12b-decahydro-2H-3,12c-(epoxymethano)furo[2',3':6,7]phenanthro[10,1-bc]pyran-3(3aH)-carboxylate
Database identifiers
- CAS
82290-17-3- PubChem CID
- 5201
- DTXSID
DTXSID201002592- ChEMBL
CHEMBL1975433
Properties
Computed structural properties
- XLogP
- 0.5
- Topological polar surface area
- 155 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 4
- Heavy atoms
- 36
- Formal charge
- 0
- Complexity
- 1,160
Related reactions
0 records
No reaction records under the current filter.
Linked notes
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