InChI=1S/C25H36O4/c1-16(2)10-8-11-17(3)12-9-13-18(4)14-15-25(7)20(6)21(24(28)29)22(26)19(5)23(25)27/h10,12,14,26H,8-9,11,13,15H2,1-7H3,(H,28,29)/b17-12+,18-14+/t25-/m1/s1 |
BAJLPQKQXYOBIY-MNPZXIHOSA-N |
C1([C@@](C(=C(C(=C1C)O)C(=O)O)C)(C/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)C)=O |
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Aspergillus terreus NIH2624
(NCBI:txid341663)
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of strain
NIH2624
See:
PubMed
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Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Aspergillus .
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View more via ChEBI Ontology
Outgoing
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(3R)-farnesyl-6-hydroxy-2,3,5-trimethyl-4-oxocyclohexa-1,5-diene-1-carboxylic acid
(CHEBI:132128)
has role
Aspergillus metabolite
(CHEBI:76956)
(3R)-farnesyl-6-hydroxy-2,3,5-trimethyl-4-oxocyclohexa-1,5-diene-1-carboxylic acid
(CHEBI:132128)
is a
α,β-unsaturated monocarboxylic acid
(CHEBI:79020)
(3R)-farnesyl-6-hydroxy-2,3,5-trimethyl-4-oxocyclohexa-1,5-diene-1-carboxylic acid
(CHEBI:132128)
is a
3-hydroxy monocarboxylic acid
(CHEBI:35969)
(3R)-farnesyl-6-hydroxy-2,3,5-trimethyl-4-oxocyclohexa-1,5-diene-1-carboxylic acid
(CHEBI:132128)
is a
5-oxo monocarboxylic acid
(CHEBI:35952)
(3R)-farnesyl-6-hydroxy-2,3,5-trimethyl-4-oxocyclohexa-1,5-diene-1-carboxylic acid
(CHEBI:132128)
is a
cyclic terpene ketone
(CHEBI:36130)
(3R)-farnesyl-6-hydroxy-2,3,5-trimethyl-4-oxocyclohexa-1,5-diene-1-carboxylic acid
(CHEBI:132128)
is a
enol
(CHEBI:33823)
(3R)-farnesyl-6-hydroxy-2,3,5-trimethyl-4-oxocyclohexa-1,5-diene-1-carboxylic acid
(CHEBI:132128)
is a
enone
(CHEBI:51689)
(3R)-farnesyl-6-hydroxy-2,3,5-trimethyl-4-oxocyclohexa-1,5-diene-1-carboxylic acid
(CHEBI:132128)
is a
sesterterpenoid
(CHEBI:26660)
(3R)-farnesyl-6-hydroxy-2,3,5-trimethyl-4-oxocyclohexa-1,5-diene-1-carboxylic acid
(CHEBI:132128)
is conjugate acid of
(3R)-farnesyl-2,3,5-trimethyl-6-oxido-4-oxocyclohexa-1,5-diene-1-carboxylate
(CHEBI:131857)
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Incoming
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(3R)-farnesyl-2,3,5-trimethyl-6-oxido-4-oxocyclohexa-1,5-diene-1-carboxylate
(CHEBI:131857)
is conjugate base of
(3R)-farnesyl-6-hydroxy-2,3,5-trimethyl-4-oxocyclohexa-1,5-diene-1-carboxylic acid
(CHEBI:132128)
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(3R)-6-hydroxy-2,3,5-trimethyl-4-oxo-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]cyclohexa-1,5-diene-1-carboxylic acid
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Matsuda Y, Awakawa T, Itoh T, Wakimoto T, Kushiro T, Fujii I, Ebizuka Y, Abe I (2012) Terretonin biosynthesis requires methylation as essential step for cyclization. Chembiochem : a European journal of chemical biology 13, 1738-1741 [PubMed:22782788] | Guo CJ, Knox BP, Chiang YM, Lo HC, Sanchez JF, Lee KH, Oakley BR, Bruno KS, Wang CC (2012) Molecular genetic characterization of a cluster in A. terreus for biosynthesis of the meroterpenoid terretonin. Organic letters 14, 5684-5687 [PubMed:23116177] [show Abstract] Meroterpenoids are natural products produced from polyketide and terpenoid precursors. A gene targeting system for A. terreus NIH2624 was developed, and a gene cluster for terretonin biosynthesis was characterized. The intermediates and shunt products were isolated from the mutant strains, and a pathway for terretonin biosynthesis is proposed. Analysis of two meroterpenoid pathways corresponding to terretonin in A. terreus and austinol in A. nidulans reveals that they are closely related evolutionarily. |
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