CHEBI:66251 - tolypodiol

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ChEBI Name tolypodiol
ChEBI ID CHEBI:66251
Definition A diterpenoid natural product obtained from the cyanobacterium Tolypothrix nodosa. It shows strong anti-inflammatory activity in the mouse ear edema assay.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C28H40O5
Net Charge 0
Average Mass 456.61420
Monoisotopic Mass 456.28757
InChI InChI=1S/C28H40O5/c1-25(2)11-10-22(30)28(5)20-9-12-27(4)21(26(20,3)15-18(29)23(25)28)14-17-13-16(24(31)32-6)7-8-19(17)33-27/h7-8,13,18,20-23,29-30H,9-12,14-15H2,1-6H3/t18-,20+,21+,22-,23+,26-,27+,28+/m1/s1
InChIKey NQNQLGPYASRQND-KNFPFGBTSA-N
SMILES [H][C@]12CC[C@]3(C)Oc4ccc(cc4C[C@@]3([H])[C@]1(C)C[C@@H](O)[C@@]1([H])C(C)(C)CC[C@@H](O)[C@]21C)C(=O)OC
Metabolite of Species Details
Tolypothrix nodosa (NCBI:txid882386) of strain HT 58-2 See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing tolypodiol (CHEBI:66251) has role anti-inflammatory agent (CHEBI:67079)
tolypodiol (CHEBI:66251) has role metabolite (CHEBI:25212)
tolypodiol (CHEBI:66251) is a diol (CHEBI:23824)
tolypodiol (CHEBI:66251) is a diterpenoid (CHEBI:23849)
tolypodiol (CHEBI:66251) is a methyl ester (CHEBI:25248)
tolypodiol (CHEBI:66251) is a organic heteropentacyclic compound (CHEBI:38164)
tolypodiol (CHEBI:66251) is a oxacycle (CHEBI:38104)
tolypodiol (CHEBI:66251) is a polycyclic ether (CHEBI:36468)
tolypodiol (CHEBI:66251) is a secondary alcohol (CHEBI:35681)
IUPAC Name
methyl (4R,4aR,4bS,6aS,12aS,12bR,14R,14aS)-4,14-dihydroxy-1,1,4a,6a,12b-pentamethyl-2,3,4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-tetradecahydro-1H-naphtho[2,1-a]xanthene-10-carboxylate
Synonyms Sources
16,24-Cyclo-D(17a)-homo-21-nor-17a-oxachola-16,20(22),23-triene-23-carboxylic acid, 1,6-dihydroxy-4,4,8-trimethyl-,methyl ester, (1beta,5alpha,6beta)- ChEBI
1H-Naphtho(2,1-a)xanthene-10-carboxylic acid,2,3,4,4a,4b,5,6,6a,12,12a,12b,13,14,14a-tetradecahydro-4,14-dihydroxy-1,1,4a,6a,12b-pentamethyl-, methyl ester,(4R,4aR,4bS,6aS,12aS,12bR,14R,14aS)- ChEBI
Registry Numbers Types Sources
178948-67-9 CAS Registry Number ChemIDplus
7726367 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
8792625 PubMed citation Europe PMC
Last Modified
14 April 2015