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CHEBI:72634 - impatienol

Default Structure
ChEBI IDCHEBI:72634
ChEBI Nameimpatienol
Stars
DefinitionA hydroxy-1,4-naphthoquinone that is ethane in which one of the carbons is substituted by two 3-hydroxy-1,4-naphthoquinon-2-yl groups.
Last Modified9 June 2016
Submitternamrata
DownloadsMolfile
FormulaC22H14O6
Net Charge0
Average Mass374.348
Monoisotopic Mass374.07904
SMILESCC(C1=C(O)C(=O)c2ccccc2C1=O)C1=C(O)C(=O)c2ccccc2C1=O
InChIInChI=1S/C22H14O6/c1-10(15-17(23)11-6-2-4-8-13(11)19(25)21(15)27)16-18(24)12-7-3-5-9-14(12)20(26)22(16)28/h2-10,27-28H,1H3
InChIKeyGCPCQGFKPFLVPN-UHFFFAOYSA-N
Roles Classification
Biological Roles:
cyclooxygenase 2 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor  An EC 1.3.1.* (oxidoreductase acting on CH-CH group of donor, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of of 3-oxo-5α-steroid 4-dehydrogenase (NADP+), EC 1.3.1.22, the enzyme which converts testosterone (CHEBI:17347) into the more potent androgen 5α-dihydrotestosterone.
Application:
antipruritic drug  A drug, usually applied topically, that relieves pruritus (itching).
ChEBI Ontology
Outgoing Relation(s)
impatienol (CHEBI:72634) has role antipruritic drug (CHEBI:59683)
impatienol (CHEBI:72634) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
impatienol (CHEBI:72634) has role EC 1.3.1.22 [3-oxo-5α-steroid 4-dehydrogenase (NADP+)] inhibitor (CHEBI:50781)
impatienol (CHEBI:72634) has role metabolite (CHEBI:25212)
impatienol (CHEBI:72634) is a hydroxy-1,4-naphthoquinone (CHEBI:132157)
impatienol (CHEBI:72634) is conjugate acid of impatienol(2−) (CHEBI:72635)
Incoming Relation(s)
impatienol(2−) (CHEBI:72635) is conjugate base of impatienol (CHEBI:72634)
IUPAC Name 
2,2'-ethane-1,1-diylbis(3-hydroxy-1,4-naphthoquinone)
Synonym  Source
2,2'-ethylenebis(3-hydroxy-1,4-naphthoquinone)ChEBI
Registry NumbersSources
Reaxys:2678514Reaxys
Citations