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CHEBI:132615 - orthosphenic acid

ChEBI IDCHEBI:132615
ChEBI Nameorthosphenic acid
Stars
DefinitionA tricyclic diterpenoid having formula C30H48O5, originally isolated from the bark of Tripterygium wilfordii .
Last Modified23 November 2016
Submitterliuqingping
DownloadsMolfile
FormulaC30H48O5
Net Charge0
Average Mass488.709
Monoisotopic Mass488.35017
SMILES[H][C@]12CC[C@@]34CO[C@@](O)([C@H](O)C[C@@]3([H])[C@]1(C)CC[C@@]1(C)[C@]3([H])C[C@](C)(C(=O)O)CC[C@]3(C)CC[C@]21C)[C@@H]4C
InChIInChI=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
InChIKeyJPAXVSRGFJVPEU-XCIUXINDSA-N
Species of MetaboliteComponentSourceComments
Tripterygium wilfordii (ncbitaxon:458696) bark (BTO:0001301) PubMed (2534610)
Microtropis triflora (ncbitaxon:1089421) - PubMed (17972583)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
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 XrefsDatabases
20056194PubChem Compound
C00037588KNApSAcK
Registry NumbersSources
Reaxys:7836089Reaxys
CAS:86632-20-4ChemIDplus
Citations