Basic information
- CAS
42975-12-2- Standard SMILES
CCC1=C(C)C(=O)O[C@@H]([C@](C)(O)[C@H]2CC[C@@]3(O)C4=CC(=O)[C@@H]5C[C@@H](O)[C@@H](O)C[C@]5(C)[C@H]4CC(=O)[C@]23C)C1- InChIKey
LLPOMLNTBDOEOC-LYUHEGIFSA-N- Molecular formula
- C29H40O8
- Average molar mass
- 516.6 g/mol
- Monoisotopic mass
- 516.27231823
Overview
Ajugalactone is a phytoecdysteroid, a steroid lactone, a 3beta-hydroxy steroid, a 20-hydroxy steroid, a 2beta-hydroxy steroid, a 14alpha-hydroxy steroid, a 6-oxo steroid and a 12-oxo steroid.
Names & identifiers
- Preferred name
- Stigmasta-7,24-dien-26-oic acid, 2,3,14,20,22-pentahydroxy-6,12-dioxo-, delta-lactone, (2beta,3beta,5beta,22R)-
- IUPAC
- (2S,3R,5R,9R,10R,13R,14R,17S)-17-[(1R)-1-[(2R)-4-ethyl-5-methyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,11,15,16,17-decahydrocyclopenta[a]phenanthrene-6,12-dione
- English name
- Ajugalactone
- Molecular formula
- C29H40O8
- Molecular weight
- 516.6231
Names & synonyms
Ajugalactone42975-12-2(2S,3R,5R,9R,10R,13R,14R,17S)-17-[(1R)-1-[(2R)-4-ethyl-5-methyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,11,15,16,17-decahydrocyclopenta[a]phenanthrene-6,12-dioneCHEBI:27984(22R)-2beta,3beta,14,20-tetrahydroxy-22,26-epoxy-5beta-stigmasta-7,24-diene-6,12,26-trioneStigmasta-7,24-dien-26-oic acid, 2,3,14,20,22-pentahydroxy-6,12-dioxo-, delta-lactone, (2beta,3beta,5beta,22R)-(2S,3R,5R,9R,10R,13R,14R,17S)-17-((1R)-1-((2R)-4-ethyl-5-methyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl)-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,11,15,16,17-decahydrocyclopenta(a)phenanthrene-6,12-dioneRefChem:1099068orb1698620CHEMBL2087160SCHEMBL26485882DTXSID80962819
Show more names
LMST01040152AKOS040750252ST 29:6;O8C08810T29786Q271034412,3,14,20-Tetrahydroxy-22,26-epoxystigmasta-7,24-diene-6,12,26-trione(22R)-2beta,3beta,14,20-Tetrahydroxy-5beta-22,26-epoxystigmasta-7,24-diene-6,12,26-trione
Properties
Computed structural properties
- XLogP
- 0.2
- Topological polar surface area
- 141 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 3
- Heavy atoms
- 37
- Formal charge
- 0
- Complexity
- 1,120
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Stigmasterols and C24-ethyl derivatives [ST0104]
Chemistry & industry
Suppliers2 total
TargetMol中国（陶术生物）15002134094 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
Additional notes
DefinitionChEBI: Ajugalactone is a steroid lactone, a 20-hydroxy steroid, a 2beta-hydroxy steroid, a 3beta-hydroxy steroid, a 14alpha-hydroxy steroid, a 6-oxo steroid, a 12-oxo steroid and a phytoecdysteroid.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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