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CHEBI:142278 - zealexin A1

ChEBI IDCHEBI:142278
ChEBI Namezealexin A1
Stars
DefinitionA sesquiterpene phytoalexin that is (S)-β-macrocarpene in which the methyl group that is attached to a double bond has undergone formal oxidation to give the corresponding carboxylic acid. It is produced by maize (Zea mays) to provide biochemical protection against fungal infection.
Last Modified2 October 2018
SubmitterGareth Owen
DownloadsMolfile
FormulaC15H22O2
Net Charge0
Average Mass234.339
Monoisotopic Mass234.16198
SMILES[H][C@@]1(C2=CCCC(C)(C)C2)CC=C(C(=O)O)CC1
InChIInChI=1S/C15H22O2/c1-15(2)9-3-4-13(10-15)11-5-7-12(8-6-11)14(16)17/h4,7,11H,3,5-6,8-10H2,1-2H3,(H,16,17)/t11-/m1/s1
InChIKeyIQKSHFZTCNUYOT-LLVKDONJSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
phytoalexin  A toxin made by a plant that acts against an organism attacking it.
ChEBI Ontology
Outgoing Relation(s)
zealexin A1 (CHEBI:142278) has functional parent (S)-β-macrocarpen-15-ol (CHEBI:141850)
zealexin A1 (CHEBI:142278) is a sesquiterpene phytoalexin (CHEBI:142279)
zealexin A1 (CHEBI:142278) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
zealexin A1 (CHEBI:142278) is conjugate acid of zealexin A1(1−) (CHEBI:141852)
Incoming Relation(s)
zealexin A1(1−) (CHEBI:141852) is conjugate base of zealexin A1 (CHEBI:142278)
IUPAC Name 
(1S)-5',5'-dimethyl[1,1'-bi(cyclohexane)-1',3-diene]-4-carboxylic acid
Synonym  Source
(4S)-4-(5,5-dimethylcyclohex-1-en-1-yl)-cyclohex-1-ene-1-carboxylic acidMetaCyc
Manual XrefsDatabases
CPD-13573MetaCyc
Registry NumbersSources
Reaxys:28861710Reaxys
Citations