EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:70414 - 1,2-dehydro-2,3-secofriedelan-3-oic acid

ChEBI IDCHEBI:70414
ChEBI Name1,2-dehydro-2,3-secofriedelan-3-oic acid
Stars
DefinitionA tetracyclic triterpenoid isolated from the leaves of Garcia parviflora.
Last Modified1 June 2015
DownloadsMolfile
FormulaC30H50O2
Net Charge0
Average Mass442.728
Monoisotopic Mass442.38108
SMILES[H][C@]1(C=C)[C@]2(C)CC[C@@]3(C)[C@]4([H])CC(C)(C)CC[C@]4(C)CC[C@]3(C)[C@@]2([H])CC[C@]1(C)[C@@H](C)C(=O)O
InChIInChI=1S/C30H50O2/c1-10-21-27(6,20(2)24(31)32)12-11-22-28(21,7)16-18-30(9)23-19-25(3,4)13-14-26(23,5)15-17-29(22,30)8/h10,20-23H,1,11-19H2,2-9H3,(H,31,32)/t20-,21+,22-,23+,26+,27+,28-,29+,30-/m0/s1
InChIKeyJIJBCKTUZZUZGI-DIEYUIMASA-N
Species of MetaboliteComponentSourceComments
Garcia parviflora (IPNI:107401-2)
branch (BTO:0000148) PubMed (20958014) n-hexane extract of air-dried, powdered branch and leaves
leaf (BTO:0000713) PubMed (20958014) n-hexane extract of air-dried, powdered branch and leaves
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
1,2-dehydro-2,3-secofriedelan-3-oic acid (CHEBI:70414) has role plant metabolite (CHEBI:76924)
1,2-dehydro-2,3-secofriedelan-3-oic acid (CHEBI:70414) is a monocarboxylic acid (CHEBI:25384)
1,2-dehydro-2,3-secofriedelan-3-oic acid (CHEBI:70414) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name 
(2R)-2-[(1S,2S,4aS,4bR,6aR,10aR,10bS,12aR)-1-ethenyl-2,4b,6a,9,9,10b,12a-heptamethyloctadecahydrochrysen-2-yl]propanoic acid
Citations