Wilforol A
Basic information
- CAS
167882-66-8- Standard SMILES
Cc1c(O)c(O)cc2c1C(=O)C=C1[C@@]2(C)CC[C@@]2(C)[C@@H]3C[C@](C)(C(=O)O)CC[C@]3(C)CC[C@]12C- InChIKey
MIQDJLKXHZPMHH-CPISFEQASA-N- Molecular formula
- C29H38O5
- Average molar mass
- 466.6 g/mol
- Monoisotopic mass
- 466.27192431
Overview
Wilforol A is a pentacyclic triterpenoid with formula C29H38O5, originally isolated from the stems of Tripterygium regelii. It has a role as a plant metabolite. It is a pentacyclic triterpenoid, a member of catechols, a hydroxy monocarboxylic acid, a cyclic terpene ketone and an enone.
Names & identifiers
- Preferred name
- Wilforol A
- IUPAC
- (2R,4aS,6aR,6aS,14aS,14bR)-10,11-dihydroxy-2,4a,6a,6a,9,14a-hexamethyl-8-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acid
- English name
- Wilforol A
- Molecular formula
- C29H38O5
- Molecular weight
- 466.61
Names & synonyms
Wilforol A(2R,4aS,6aR,6aS,14aS,14bR)-10,11-dihydroxy-2,4a,6a,6a,9,14a-hexamethyl-8-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acidCHEBI:132378RefChem:934212167882-66-8(-)-Wilforol ACHEMBL4207143(2R,4aS,6aS,12bR,14aS,14bR)-10,11-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-8-oxo-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acidorb1681465SCHEMBL21291521DTXSID501317344HY-N8879
Show more names
24,25,26-Trinoroleana-1,3,5(10),7-tetraen-29-oicacid, 2,3-dihydroxy-9,13-dimethyl-6-oxo-, (9b,13a,14b,20a)-24,25,26-Trinoroleana-1,3,5(10),7-tetraen-29-oic acid, 2,3-dihydroxy-9,13-dimethyl-6-oxo-, (9β,13α,14β,20α)-(9beta,13alpha,14beta,20alpha)-2,3-Dihydroxy-9,13-dimethyl-6-oxo-24,25,26-trinoroleana-1,3,5(10),7-tetraen-29-oic acid
BDBM50524691TN5255AKOS040762506FS-7490DA-59135CS-0149287H63467
Properties
Computed structural properties
- XLogP
- 6.6
- Topological polar surface area
- 94.8 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 1
- Heavy atoms
- 34
- Formal charge
- 0
- Complexity
- 956
Physicochemical properties
- Boiling point
- 655.5 · 655.5±55.0 °C(Predicted)
- Density
- 1.26 · 1.26±0.1 g/cm3(Predicted)
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- pka
- 4.78 · 4.78±0.70(Predicted)
- color
- Off-white to light yellow
Chemistry & industry
Applications
UsesWilforol A ((-)-Wilforol A), plant metabolite, is a pentacyclic triterpenoid. Wilforol A can be used for the research of various biochemical studies[1].
Additional notes
DefinitionChEBI: A pentacyclic triterpenoid with formula C29H38O5, originally isolated from the stems of Tripterygium regelii.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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