Basic information
- CAS
464-71-1- Standard SMILES
CC(=O)OC[C@@]12[C@@H](OC(C)=O)C[C@@H](C)[C@](C)([C@@H]3C[C@H]4C=CO[C@H]4O3)[C@H]1CCC[C@]21CO1- InChIKey
CNIWQELMLPUFOS-NVSXQWMQSA-N- Molecular formula
- C24H34O7
- Average molar mass
- 434.5 g/mol
- Monoisotopic mass
- 434.23045342
Overview
Clerodin is a diterpenoid isolated from Ajuga bracteosa. It has a role as a plant metabolite. It is a spiro-epoxide, a diterpenoid, an acetate ester, a furofuran and a cyclic acetal.
Names & identifiers
- Preferred name
- Clerodin
- IUPAC
- [(4R,4aR,5S,7R,8S,8aR)-8-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate
Names & synonyms
Clerodin464-71-1CHEBI:67461[(4R,4aR,5S,7R,8S,8aR)-8-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate{(1R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-5,6-dimethyl-5-[(2S,3aS,6aS)-2,3,3a,6a-tetrahydrofuro[2,3-b]furan-2-yl]octahydro-8aH-spiro[naphthalene-1,2'-oxiran]-8a-yl}methyl acetate((1R,4AR,5S,6R,8S,8ar)-5-((2S,3as,6ar)-2H,3H,3ah,6ah-furo(2,3-b)furan-2-yl)-8-(acetyloxy)-5,6-dimethyl-octahydro-2H-spiro(naphthalene-1,2'-oxirane)-8a-yl)methyl acetic acid((1R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-5,6-dimethyl-5-((2S,3aS,6aS)-2,3,3a,6a-tetrahydrofuro(2,3-b)furan-2-yl)octahydro-8aH-spiro(naphthalene-1,2'-oxiran)-8a-yl)methyl acetate((4R,4aR,5S,7R,8S,8aR)-8-((3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro(2,3-b)furan-5-yl)-5-acetyloxy-7,8-dimethylspiro(2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane)-4a-yl)methyl acetate[(1R,4AR,5S,6R,8S,8ar)-5-[(2S,3as,6ar)-2H,3H,3ah,6ah-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-8a-yl]methyl acetic acidRefChem:1269463-Deoxycaryoptinolorb3178117
Show more names
CHEMBL2269422SCHEMBL21646206DTXSID40963564Clerodin, >=90% (LC/MS-ELSD)TN11721NCGC00347625-02C09075Q27104944
Database identifiers
- CAS
464-71-1- PubChem CID
- 442014
- DTXSID
DTXSID40963564- ChEMBL
CHEMBL2269422- ChEBI
CHEBI:67461- Nikkaji
- J11.343C
Properties
Computed structural properties
- XLogP
- 3.1
- Topological polar surface area
- 83.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 6
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 795
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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