8-hydroxy-2-(1'-hydroxyethyl)naphtho-[2,3-b]-furan-4,9-dione (CHEBI:66029)

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ChEBI Name	8-hydroxy-2-(1'-hydroxyethyl)naphtho-[2,3-b]-furan-4,9-dione

ChEBI ID	CHEBI:66029

ChEBI ASCII Name	8-hydroxy-2-(1'-hydroxyethyl)naphtho-[2,3-b]-furan-4,9-dione

Definition	A naphthofuran that is naphtho[2,3-b]furan-4,9-dione substituted by a hydroxy group at position 8 and a 1-hydroxyethyl group at position 2. Isolated from Tabebuia impetiginosa and Kigelia pinnata, it exhibits antineoplastic activity.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

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Formula

C14H10O5

Net Charge

Average Mass

258.22620

Monoisotopic Mass

258.05282

InChI

InChI=1S/C14H10O5/c1-6(15)10-5-8-12(17)7-3-2-4-9(16)11(7)13(18)14(8)19-10/h2-6,15-16H,1H3

InChIKey

CKCXAMWUYPZVFL-UHFFFAOYSA-N

SMILES

CC(O)c1cc2C(=O)c3cccc(O)c3C(=O)c2o1

Metabolite of Species	Details
Tabebuia barbata (IPNI:248629-2)	Found in bark (BTO:0001301). (+)-enantiomer See: PubMed
Tabebuia incana (IPNI:248702-2)	Found in bark (BTO:0001301). Nonseperated mixture of 5- and 8-hydroxy regioisomers See: DOI
Tabebuia impetiginosa (NCBI:txid429701)	Mixture of 5- and 8-hydroxy regioisomers See: DOI
Tabebuia ochracea ssp neochrysantha (NCBI:txid429707)	Found in stem (BTO:0001300). Nonseperated mixture of 5- and 8-hydroxy regioisomers See: DOI
Kigelia pinnata (NCBI:txid70070)	See: DOI

Roles Classification
Biological Role(s):	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	8-hydroxy-2-(1'-hydroxyethyl)naphtho-[2,3-b]-furan-4,9-dione (CHEBI:66029) has role antineoplastic agent (CHEBI:35610) 8-hydroxy-2-(1'-hydroxyethyl)naphtho-[2,3-b]-furan-4,9-dione (CHEBI:66029) has role metabolite (CHEBI:25212) 8-hydroxy-2-(1'-hydroxyethyl)naphtho-[2,3-b]-furan-4,9-dione (CHEBI:66029) is a p-quinones (CHEBI:25830) 8-hydroxy-2-(1'-hydroxyethyl)naphtho-[2,3-b]-furan-4,9-dione (CHEBI:66029) is a naphthofuran (CHEBI:39270) 8-hydroxy-2-(1'-hydroxyethyl)naphtho-[2,3-b]-furan-4,9-dione (CHEBI:66029) is a phenols (CHEBI:33853) 8-hydroxy-2-(1'-hydroxyethyl)naphtho-[2,3-b]-furan-4,9-dione (CHEBI:66029) is a secondary alcohol (CHEBI:35681)

IUPAC Name

8-hydroxy-2-(1-hydroxyethyl)naphtho[2,3-b]furan-4,9-dione

Synonym	Source
8-hydroxy-2-(1-hydroxyethyl)benzo[f][1]benzofuran-4,9-dione	ChEBI

Citation	Type	Source
9567326	PubMed citation	Europe PMC

Last Modified

03 June 2016