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Details

Stereochemistry ACHIRAL
Molecular Formula C14H12O5
Molecular Weight 260.2421
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of KHELLIN

SMILES

COC1=C2OC(C)=CC(=O)C2=C(OC)C3=C1OC=C3

InChI

InChIKey=HSMPDPBYAYSOBC-UHFFFAOYSA-N
InChI=1S/C14H12O5/c1-7-6-9(15)10-11(16-2)8-4-5-18-12(8)14(17-3)13(10)19-7/h4-6H,1-3H3

HIDE SMILES / InChI

Description

Khellin is a crystalline extract of a crude drug, which has long been used in Egypt for the treatment of ureteral colic. It is used in the management of bronchial asthma and angina pectoris. Interest in khellin as an adjunct to ultraviolet (UV) light therapy in the treatment of vitiligo is based on the structural similarity between khellin and the psoralens. Success has been reported using oral and topical khellin in clinical studies but it is not likely that khellin will be approved for the treatment of vitiligo. Unwanted side effects of khellin include dizziness, reversible cholestatic jaundice, pseudoallergic reaction, and elevated levels of liver enzymes (transaminases and gamma-glutamyltransferase).

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Ammivin
Palliative
Ammivin
Palliative
Ammivin

Overview

OverviewOther

Other InhibitorOther SubstrateOther Inducer







Drug as perpetrator​

PubMed

Sample Use Guides

In Vivo Use Guide
Oral: 200 mg/day Topical: as a 2% preparation
Route of Administration: Other
In Vitro Use Guide
In neutral O2-saturated aqueous solution, the photosensitized His degradation quantum yield is about 8x10(-5) for khellin. In O2-saturated aqueous solution, khellin photosensitized the oxidation of Trp with a quantum yield of 1.5x10(-4), which is quite low.