CHEBI:143197 - culmorin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name culmorin
ChEBI ID CHEBI:143197
Definition A sesquiterpenoid fungal metabolite isolated from Fusarium culmorum.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C15H26O2
Net Charge 0
Average Mass 238.371
Monoisotopic Mass 238.19328
InChI InChI=1S/C15H26O2/c1-13(2)6-5-7-14(3)10-9(16)8-15(14,4)12(17)11(10)13/h9-12,16-17H,5-8H2,1-4H3/t9-,10+,11+,12-,14-,15-/m1/s1
InChIKey VWMGBHVRRNKOAE-ZLSAFIHNSA-N
SMILES [C@]12([C@@]3(CCCC([C@]([C@@]3([C@@H](C1)O)[H])([H])[C@H]2O)(C)C)C)C
Metabolite of Species Details
Fusarium culmorum (NCBI:txid5516) See: PubMed
Roles Classification
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
mycotoxin
Poisonous substance produced by fungi.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing culmorin (CHEBI:143197) has role fungal metabolite (CHEBI:76946)
culmorin (CHEBI:143197) has role mycotoxin (CHEBI:25442)
culmorin (CHEBI:143197) is a carbotricyclic compound (CHEBI:38032)
culmorin (CHEBI:143197) is a diol (CHEBI:23824)
culmorin (CHEBI:143197) is a secondary alcohol (CHEBI:35681)
culmorin (CHEBI:143197) is a sesquiterpenoid (CHEBI:26658)
IUPAC Name
(1S,3R,3aS,4R,8aR,9R)-1,5,5,8a-tetramethyldecahydro-1,4-methanoazulene-3,9-diol
Synonym Source
(−)-culmorin ChEBI
Manual Xref Database
C00021971 KNApSAcK
View more database links
Registry Numbers Types Sources
18374-83-9 CAS Registry Number KNApSAcK
18374-83-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1034641 PubMed citation Europe PMC
10866628 PubMed citation Europe PMC
11122521 PubMed citation Europe PMC
11694092 PubMed citation Europe PMC
11761144 PubMed citation Europe PMC
16746350 PubMed citation Europe PMC
19880637 PubMed citation Europe PMC
20740541 PubMed citation Europe PMC
26673640 PubMed citation Europe PMC
27690101 PubMed citation Europe PMC
29465119 PubMed citation Europe PMC
Last Modified
18 March 2019
General Comment
2019-03-04 Relevant Articles: 1) Barton, D.H.R (1968) The constitution and stereochemistry of culmorin. J. Chem. Soc. C., 0, 148-155. 2) Roberts, B.W., Poonian, M.S. and Welch S.C. (1969) Total synthesis of culmorin. J. Am. Chem. Soc., 91(12), 3400-3401.