ascofuranol (CHEBI:146279)

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CHEBI:146279 - ascofuranol

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ChEBI ID	CHEBI:146279
ChEBI Name	ascofuranol
Stars
Definition	A dihydroxybenzaldehyde that is 2,4-dihydroxybenzaldehyde which is substituted by a {(2E,6E)-7-[(2S,4S)-4-hydroxy-5,5-dimethyltetrahydrofuran-2-yl]-3-methylocta-2,6-dien-1-yl} group at position 3, chlorine at position 5, and a methyl group at position 6. A meroterpenoid produced by various filamentous fungi, including Acremonium egyptiacum.
Last Modified	9 March 2020
Submitter	Gareth Owen
Downloads	Molfile

Formula	C23H31ClO5
Net Charge	0
Average Mass	422.949
Monoisotopic Mass	422.18600
SMILES	[H][C@@]1(/C(C)=C/CC/C(C)=C/Cc2c(O)c(Cl)c(C)c(C=O)c2O)C[C@H](O)C(C)(C)O1
InChI	InChI=1S/C23H31ClO5/c1-13(7-6-8-14(2)18-11-19(26)23(4,5)29-18)9-10-16-21(27)17(12-25)15(3)20(24)22(16)28/h8-9,12,18-19,26-28H,6-7,10-11H2,1-5H3/b13-9+,14-8+/t18-,19-/m0/s1
InChIKey	YHXSUSPTGLHIRR-UZFWGDPLSA-N

Roles Classification

Biological Role:

metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

ChEBI Ontology

Outgoing Relation(s)
	ascofuranol (CHEBI:146279) is a dihydroxybenzaldehyde (CHEBI:50196)
	ascofuranol (CHEBI:146279) is a meroterpenoid (CHEBI:64419)
	ascofuranol (CHEBI:146279) is a monochlorobenzenes (CHEBI:83403)
	ascofuranol (CHEBI:146279) is a monohydroxytetrahydrofuran (CHEBI:47018)
	ascofuranol (CHEBI:146279) is a olefinic compound (CHEBI:78840)
	ascofuranol (CHEBI:146279) is a resorcinols (CHEBI:33572)
	ascofuranol (CHEBI:146279) is a sesquiterpenoid (CHEBI:26658)
	ascofuranol (CHEBI:146279) is conjugate acid of ascofuranol(1−) (CHEBI:146159)
Incoming Relation(s)
Incoming Relation(s)	ascofuranol(1−) (CHEBI:146159) is conjugate base of ascofuranol (CHEBI:146279)

IUPAC Name
3-chloro-4,6-dihydroxy-5-{(2E,6E)-7-[(2S,4S)-4-hydroxy-5,5-dimethyltetrahydrofuran-2-yl]-3-methylocta-2,6-dien-1-yl}-2-methylbenzaldehyde

Synonyms	Source
(2S-(2α(2E,6E),4α))-3-chloro-4,6-dihydroxy-2-methyl-5-(3-methyl-7-(tetrahydro-4-hydroxy-5,5-dimethyl-2-furanyl)-2,6-octadienyl)-benzaldehyde	ChemIDplus
(−)-ascofuranol	ChEBI
(2'E,6'E,1'S,4'S )-(−)-5-chloro-2,4-dihydroxy-6-methyl-3-[7'-(3',3'-dimethyl-4'-hydroxy-2'-oxacyclopentyl)-3',7'-dimethyl-2',6'-hepta-dienyl]benzaldehyde	ChEBI

Manual Xrefs	Databases
C00017974	KNApSAcK

Registry Numbers	Sources
CAS:51759-79-6	ChemIDplus

Citations