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CHEBI:72634 - impatienol

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