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CHEBI:66251 - tolypodiol

ChEBI IDCHEBI:66251
ChEBI Nametolypodiol
Stars
DefinitionA diterpenoid natural product obtained from the cyanobacterium Tolypothrix nodosa. It shows strong anti-inflammatory activity in the mouse ear edema assay.
Last Modified14 April 2015
DownloadsMolfile
FormulaC28H40O5
Net Charge0
Average Mass456.623
Monoisotopic Mass456.28757
SMILES[H][C@]12CC[C@]3(C)Oc4ccc(C(=O)OC)cc4C[C@@]3([H])[C@]1(C)C[C@@H](O)[C@@]1([H])C(C)(C)CC[C@@H](O)[C@]21C
InChIInChI=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
InChIKeyNQNQLGPYASRQND-KNFPFGBTSA-N
Species of MetaboliteComponentSourceComments
Tolypothrix nodosa (ncbitaxon:882386) - PubMed (8792625) Strain: HT 58-2
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
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  Source
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 NumbersSources
Reaxys:7726367Reaxys
CAS:178948-67-9ChemIDplus
Citations