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

ChEBI IDCHEBI:66029
ChEBI Name8-hydroxy-2-(1'-hydroxyethyl)naphtho-[2,3-b]-furan-4,9-dione
Stars
ASCII Name8-hydroxy-2-(1'-hydroxyethyl)naphtho-[2,3-b]-furan-4,9-dione
DefinitionA 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.
Last Modified3 June 2016
DownloadsMolfile
FormulaC14H10O5
Net Charge0
Average Mass258.229
Monoisotopic Mass258.05282
SMILESCC(O)c1cc2c(o1)C(=O)c1c(O)cccc1C2=O
InChIInChI=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
InChIKeyCKCXAMWUYPZVFL-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Kigelia pinnata (ncbitaxon:70070) - DOI (10.1016/0031-9422(81)80128-8)
Tabebuia barbata (IPNI:248629-2) bark (BTO:0001301) PubMed (9567326) (+)-enantiomer
Tabebuia ochracea ssp neochrysantha (ncbitaxon:429707) stem (BTO:0001300) DOI (10.1076/phbi.35.4.227.13306) Nonseperated mixture of 5- and 8-hydroxy regioisomers
Tabebuia incana (IPNI:248702-2) bark (BTO:0001301) DOI (10.1590/S0044-59672007000100011) Nonseperated mixture of 5- and 8-hydroxy regioisomers
Tabebuia impetiginosa (ncbitaxon:429701) - DOI (10.1039/P19910002323) Mixture of 5- and 8-hydroxy regioisomers
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.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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-dioneChEBI
Citations