CHEBI:133838 - yanuthone J

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name yanuthone J
ChEBI ID CHEBI:133838
Definition A class I yanuthone that is yanuthone E in which the sesquiterpenoid double bond furthest from the epoxycyclohexenone ring has undergone formal addition of water to give the corresponding tertiary alcohol.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Julian Brandl
Supplier Information ZINC000535385293
Download Molfile XML SDF
Formula C28H42O9
Net Charge 0
Average Mass 522.629
Monoisotopic Mass 522.28288
InChI InChI=1S/C28H42O9/c1-18(10-7-12-26(3,4)34)8-6-9-19(2)11-13-28-21(29)14-20(24(33)25(28)37-28)17-36-23(32)16-27(5,35)15-22(30)31/h8,11,14,24-25,33-35H,6-7,9-10,12-13,15-17H2,1-5H3,(H,30,31)/b18-8+,19-11+/t24-,25-,27?,28+/m1/s1
InChIKey HMSKAMXAOALZEP-LXRXXDTASA-N
SMILES C/C(=C\CC\C(\C)=C\C[C@]12C(C=C([C@H]([C@H]1O2)O)COC(CC(CC(O)=O)(O)C)=O)=O)/CCCC(C)(C)O
Metabolite of Species Details
Aspergillus niger ATCC 1015 (NCBI:txid380704) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via meroterpenoid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing yanuthone J (CHEBI:133838) has functional parent 3-hydroxy-3-methylglutaric acid (CHEBI:16831)
yanuthone J (CHEBI:133838) has functional parent yanuthone E (CHEBI:133840)
yanuthone J (CHEBI:133838) has role Aspergillus metabolite (CHEBI:76956)
yanuthone J (CHEBI:133838) is a class I yanuthone (CHEBI:133075)
yanuthone J (CHEBI:133838) is a dicarboxylic acid monoester (CHEBI:36244)
yanuthone J (CHEBI:133838) is a secondary alcohol (CHEBI:35681)
yanuthone J (CHEBI:133838) is a tertiary alcohol (CHEBI:26878)
yanuthone J (CHEBI:133838) is a triol (CHEBI:27136)
IUPAC Name
3-hydroxy-5-({(1R,2R,6R)-2-hydroxy-6-[(2E,6E)-11-hydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl]-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl}methoxy)-3-methyl-5-oxopentanoic acid
Registry Number Type Source
27020145 Reaxys Registry Number Reaxys
Citations Types Sources
24684908 PubMed citation Europe PMC
25293978 PubMed citation Europe PMC
Last Modified
26 November 2016