CHEBI:132615 - orthosphenic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name orthosphenic acid
ChEBI ID CHEBI:132615
Definition A tricyclic diterpenoid having formula C30H48O5, originally isolated from the bark of Tripterygium wilfordii.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter qingping liu
Supplier Information
Download Molfile XML SDF
Formula C30H48O5
Net Charge 0
Average Mass 488.700
Monoisotopic Mass 488.35017
InChI InChI=1S/C30H48O5/c1-18-29-8-7-19-26(4,20(29)15-22(31)30(18,34)35-17-29)12-14-28(6)21-16-25(3,23(32)33)10-9-24(21,2)11-13-27(19,28)5/h18-22,31,34H,7-17H2,1-6H3,(H,32,33)/t18-,19+,20+,21-,22-,24-,25-,26-,27-,28+,29+,30-/m1/s1
InChIKey JPAXVSRGFJVPEU-XCIUXINDSA-N
SMILES C[C@H]1[C@]2(O)[C@@H](C[C@]3([C@]4([C@](CC[C@]13CO2)([C@]5(CC[C@]6(CC[C@@](C[C@]6([C@@]5(CC4)C)[H])(C)C(=O)O)C)C)[H])C)[H])O
Metabolite of Species Details
Microtropis triflora (NCBI:txid1089421) See: PubMed
Tripterygium wilfordii (NCBI:txid458696) Found in bark (BTO:0001301). See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing orthosphenic acid (CHEBI:132615) has parent hydride friedelane (CHEBI:71575)
orthosphenic acid (CHEBI:132615) is a cyclic hemiketal (CHEBI:59780)
orthosphenic acid (CHEBI:132615) is a diol (CHEBI:23824)
orthosphenic acid (CHEBI:132615) is a hexacyclic triterpenoid (CHEBI:70994)
orthosphenic acid (CHEBI:132615) is a hydroxy monocarboxylic acid (CHEBI:35868)
IUPAC Name
(2R,3R,5aR,7aS,7bR,9aS,12R,13aR,13bS,15aR,15bS,16R)-2,3-dihydroxy-7b,9a,12,13b,15a,16-hexamethylicosahydro-5H-3,5a-methanochryseno[2,1-c]oxepine-12-carboxylic acid
Manual Xrefs Databases
20056194 PubChem
C00037588 KNApSAcK
View more database links
Registry Numbers Types Sources
7836089 Reaxys Registry Number Reaxys
86632-20-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17972583 PubMed citation Europe PMC
2534610 PubMed citation Europe PMC
338605 Chinese Abstracts citation Europe PMC
Last Modified
23 November 2016