(1R,4aR,4bR,7R,9aR,10S,10aS)-4a-(hydroxymethyl)-1-methyl-8-methylenedodecahydro-1H-7,9a-methanobenzo[a]azulene-1,10-dicarboxylic acid
Basic information
- CAS
88373-66-4- Standard SMILES
C=C1C[C@]23C[C@H]1CC[C@H]2[C@]1(CO)CCC[C@@](C)(C(=O)O)[C@H]1[C@@H]3C(=O)O- InChIKey
TZGXVFYTKTWKCU-CXXOJBQZSA-N- Molecular formula
- C20H28O5
- Average molar mass
- 348.4 g/mol
- Monoisotopic mass
- 348.19367399
Overview
Gibberellin A15 (diacid form) is a C20-gibberellin and a dicarboxylic acid. It is a conjugate acid of a gibberellin A15(2-) (diacid form).
Names & identifiers
- Preferred name
- (1R,4aR,4bR,7R,9aR,10S,10aS)-4a-(hydroxymethyl)-1-methyl-8-methylenedodecahydro-1H-7,9a-methanobenzo[a]azulene-1,10-dicarboxylic acid
- IUPAC
- (1R,2S,3S,4R,8R,9R,12R)-8-(hydroxymethyl)-4-methyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-2,4-dicarboxylic acid
Names & synonyms
88373-66-4(1R,2S,3S,4R,8R,9R,12R)-8-(hydroxymethyl)-4-methyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-2,4-dicarboxylic acid(1R,4aR,4bR,7R,9aR,10S,10aS)-4a-(hydroxymethyl)-1-methyl-8-methylenedodecahydro-1H-7,9a-methanobenzo[a]azulene-1,10-dicarboxylic acidGibberellin A15 open lactoneGA15 open lactonegibberellin A15 (diacid form)SCHEMBL20604625CHEBI:29590DTXSID501008101LMPR0104170017Q271040754a-(Hydroxymethyl)-1-methyl-8-methylidenegibbane-1,10-dicarboxylic acid
Show more names
(1R,2S,3S,4R,8R,9R,12R)-8-(hydroxymethyl)-4-methyl-13-methylidenetetracyclo[10.2.1.0(1,9).0(3,8)]pentadecane-2,4-dicarboxylic acid4a-(hydroxymethyl)-1beta-methyl-8-methylidene-4aalpha,4bbeta-gibbane-1alpha,10beta-dicarboxylic acid4abeta-(Hydroxymethyl)-1beta-methyl-8-methylidene-4bbeta-gibbane-1alpha,10beta-dicarboxylic acid
Database identifiers
- CAS
88373-66-4
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 94.8 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 3
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 656
Experimental & physicochemical properties
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C20 isoprenoids (diterpenes) [PR0104]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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