CHEBI:66349 - variecolin

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ChEBI Name variecolin
ChEBI ID CHEBI:66349
Definition A natural product found in several Aspergillus species.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000066262657
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Variecolin is a terpenoid isolated from an ascomycete.
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Formula C25H36O2
Net Charge 0
Average Mass 368.561
Monoisotopic Mass 368.27153
InChI InChI=1S/C25H36O2/c1-15(2)18-8-9-24(4)10-11-25(5)13-19-16(3)12-21(27)22(19)17(14-26)6-7-20(25)23(18)24/h6,14,16,18-20,22-23H,1,7-13H2,2-5H3/b17-6-/t16-,18+,19-,20-,22-,23-,24-,25+/m0/s1
InChIKey XAYQASOMEVLRKN-NOJNFTMQSA-N
SMILES [H]C(=O)C1=C/C[C@@]2([H])[C@]3([H])[C@H](CC[C@@]3(C)CC[C@]2(C)C[C@@]2([H])[C@@H](C)CC(=O)[C@@]\12[H])C(C)=C
Metabolite of Species Details
Aspergillus japonicus (NCBI:txid34381) of strain CAM231 See: PubMed
Phoma (NCBI:txid37463) See: JPN PATENT JP 10045662
Aspergillus aurantiobrunneus (NCBI:txid41725) Species also known as Emericella aurantiobrunnea. See: PubMed
Aspergillus var.ecolor (NCBI:txid469282) of strain MF 138 See: DOI
Aspergillus aculeatus (NCBI:txid5053) of strain KKU-CT2 See: PubMed
Aspergillus oryzae (NCBI:txid5062) See: PubMed
Roles Classification
Biological Role(s): Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
chemokine receptor 5 antagonist
An antogonist that blocks chemokine receptor 5 (CCR5).
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ChEBI Ontology
Outgoing variecolin (CHEBI:66349) has role Aspergillus metabolite (CHEBI:76956)
variecolin (CHEBI:66349) has role chemokine receptor 5 antagonist (CHEBI:63673)
variecolin (CHEBI:66349) is a carbotetracyclic compound (CHEBI:177332)
variecolin (CHEBI:66349) is a cyclic ketone (CHEBI:3992)
variecolin (CHEBI:66349) is a enal (CHEBI:51688)
variecolin (CHEBI:66349) is a sesterterpenoid (CHEBI:26660)
IUPAC Name
(2aS,5S,5aS,5bS,7E,8aR,11S,11aS,12aR)-2a,11,12a-trimethyl-9-oxo-5-(prop-1-en-2-yl)-1,2,2a,3,4,5,5a,5b,6,8a,9,10,11,11a,12,12a-hexadecahydrocyclopenta[4,5]cycloocta[1,2-e]indene-8-carbaldehyde
Synonyms Sources
(−)-variecolin KNApSAcK
variecolin UniProt
Manual Xrefs Databases
C00033466 KNApSAcK
Variecolin Wikipedia
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Registry Number Type Source
133101-16-3 CAS Registry Number KNApSAcK
Citations
Last Modified
17 April 2024