CHEBI:65487 - platanic acid

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ChEBI Name platanic acid
ChEBI ID CHEBI:65487
Definition A pentacyclic triterpenoid that is 30-norlupan-28-oic acid substituted by a 3β-hydroxy and an oxo group at position 20. It is isolated from the leaves of Syzygium claviflorum and exhibits anti-HIV activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C29H46O4
Net Charge 0
Average Mass 458.67310
Monoisotopic Mass 458.33961
InChI InChI=1S/C29H46O4/c1-17(30)18-9-14-29(24(32)33)16-15-27(5)19(23(18)29)7-8-21-26(4)12-11-22(31)25(2,3)20(26)10-13-28(21,27)6/h18-23,31H,7-16H2,1-6H3,(H,32,33)/t18-,19+,20-,21+,22-,23+,26-,27+,28+,29-/m0/s1
InChIKey RVMPLOSJMIQORE-FUAAEJBOSA-N
SMILES [H][C@]12CC[C@]3([H])[C@@]4(C)CC[C@H](O)C(C)(C)[C@]4([H])CC[C@@]3(C)[C@]1(C)CC[C@]1(CC[C@@H](C(C)=O)[C@]21[H])C(O)=O
Metabolite of Species Details
Syzygium claviflorum (NCBI:txid219860) Found in leaf (BTO:0000713). See: PubMed
Breynia fruticosa (NCBI:txid296042) Found in root (BTO:0001188). 90% Methanolic extract of air-dried, crushed roots. See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
anti-HIV agent
An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing platanic acid (CHEBI:65487) has role anti-HIV agent (CHEBI:64946)
platanic acid (CHEBI:65487) has role metabolite (CHEBI:25212)
platanic acid (CHEBI:65487) is a hydroxy monocarboxylic acid (CHEBI:35868)
platanic acid (CHEBI:65487) is a methyl ketone (CHEBI:51867)
platanic acid (CHEBI:65487) is a pentacyclic triterpenoid (CHEBI:25872)
IUPAC Name
(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 acid
Synonym Source
3β-hydroxy-20-oxo-30-norlupan-28-oic acid ChemIDplus
Registry Numbers Types Sources
2681373 Reaxys Registry Number Reaxys
6060-06-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22260251 PubMed citation Europe PMC
8176401 PubMed citation Europe PMC
9548878 PubMed citation Europe PMC
Last Modified
20 November 2012