impatienol (CHEBI:72634)

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ChEBI Name	impatienol

ChEBI ID	CHEBI:72634

Definition	A 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.

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

Supplier Information

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Formula

C22H14O6

Net Charge

Average Mass

374.34300

Monoisotopic Mass

374.07904

InChI

InChI=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

InChIKey

GCPCQGFKPFLVPN-UHFFFAOYSA-N

SMILES

CC(C1=C(O)C(=O)c2ccccc2C1=O)C1=C(O)C(=O)c2ccccc2C1=O

Roles Classification
Biological Role(s):	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-5alpha-steroid 4-dehydrogenase (NADP+), EC 1.3.1.22, the enzyme which converts testosterone (CHEBI:17347) into the more potent androgen 5alpha-dihydrotestosterone. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. cyclooxygenase 2 inhibitor A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.

Application(s):	antipruritic drug A drug, usually applied topically, that relieves pruritus (itching).

ChEBI Ontology
Outgoing	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	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 Number	Type	Source
2678514	Reaxys Registry Number	Reaxys

Last Modified

09 June 2016