Basic information
- CAS
6060-06-6- Standard SMILES
CC(=O)[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12- InChIKey
RVMPLOSJMIQORE-FUAAEJBOSA-N- Molecular formula
- C29H46O4
- Average molar mass
- 458.7 g/mol
- Monoisotopic mass
- 458.33960994
Overview
Platanic acid is a pentacyclic triterpenoid that is 30-norlupan-28-oic acid substituted by a 3beta-hydroxy and an oxo group at position 20. It is isolated from the leaves of Syzygium claviflorum and exhibits anti-HIV activity. It has a role as a metabolite and an anti-HIV agent. It is a pentacyclic triterpenoid, a hydroxy monocarboxylic acid and a methyl ketone.
Names & identifiers
- Preferred name
- Platanic Acid
- IUPAC
- (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-1-acetyl-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
- English name
- platanic acid
- Molecular formula
- C29H46O4
- Molecular weight
- 458.67314
Names & synonyms
Platanic acid6060-06-63beta-Hydroxy-20-oxo-30-norlupan-28-oic acidCHEBI:65487(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-1-acetyl-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-1-acetyl-9-hydroxy-5a,5b,8,8,11a-pentamethylicosahydro-3aH-cyclopenta[a]chrysene-3a-carboxylic acid30-Norlupan-28-oic acid, 3-hydroxy-20-oxo-, (3beta)-(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-1-acetyl-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta(a)chrysene-3a-carboxylic acid(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-1-acetyl-9-hydroxy-5a,5b,8,8,11a-pentamethylicosahydro-3aH-cyclopenta(a)chrysene-3a-carboxylic acidRefChem:174761CHEMBL80460SCHEMBL15918102
Show more names
3β-Hydroxy-20-oxo-30-norlupan-28-oic acid30-Norlupan-28-oic acid, 3-hydroxy-20-oxo-, (3β)-
DTXSID30976042RVMPLOSJMIQORE-FUAAEJBOSA-NBDBM501039623-Hydroxy-20-oxonorlupan-28-oic acid, (3.beta.)Q27133930(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-1-Acetyl-9-hydroxy-5a,5b,8,8,11a-pentamethyl-icosahydro-cyclopenta[a]chrysene-3a-carboxylic acid(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-1-acetyl-9-hydroxy-5a,5b,8,8,11a-pentamethylicosahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid1-Acetyl-9-hydroxy-5a,5b,8,8,11a-pentamethylicosahydro-3aH-cyclopenta[a]chrysene-3a-carboxylic acid
Database identifiers
- CAS
6060-06-6- PubChem CID
- 64980
- DTXSID
DTXSID30976042- ChEMBL
CHEMBL80460- ChEBI
CHEBI:65487- Nikkaji
- J126.777I
Properties
Computed structural properties
- XLogP
- 6.2
- Topological polar surface area
- 74.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 864
Physicochemical properties
- Melting point
- 284 · 284-286 °C
- Boiling point
- 568.1 · 568.1±25.0 °C(Predicted)
- Density
- 1.106 · 1.106±0.06 g/cm3(Predicted)
- pka
- 4.42 · 4.42±0.70(Predicted)
Chemistry & industry
Upstream & downstream products
Downstream products
Suppliers1 total
Alfa Chemistry[email protected]
Additional notes
DefinitionChEBI: A pentacyclic triterpenoid that is 30-norlupan-28-oic acid substituted by a 3beta-hydroxy and an oxo group at position 20. It is isolated from the leaves of Syzygium claviflorum and exhibits anti-HIV activity.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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