Khellin

HCID 3828CAS 82-02-0
Substructure searchFind similar structures

Basic information

Standard SMILES
COc1c2occc2c(OC)c2c(=O)cc(C)oc12
InChIKey
HSMPDPBYAYSOBC-UHFFFAOYSA-N
Molecular formula
C14H12O5
Average molar mass
260.24 g/mol
Monoisotopic mass
260.06847348

Overview

Khellin is a furanochrome in which the basic tricyclic skeleton is substituted at positions 4 and 9 with methoxy groups and at position 7 with a methyl group. A major constituent of the plant Ammi visnaga it is a herbal folk medicine used for various illnesses, its main effect being as a vasodilator. It has a role as a bronchodilator agent, a cardiovascular drug, a vasodilator agent and an anti-asthmatic agent. It is a furanochromone, an organic heterotricyclic compound and an oxacycle. It is functionally related to a 5H-furo[3,2-g]chromen-5-one.

Names & identifiers

Preferred name
Khellin
IUPAC
4,9-dimethoxy-7-methylfuro[3,2-g]chromen-5-one
English name
KHELLIN
Molecular formula
C14H12O5
Molecular weight
260.24

Names & synonyms

khellin82-02-0VisamminViscardanKhelloydAmmivinKellinaKhellineKhellinumQuelina4,9-Dimethoxy-7-methyl-5H-furo(3,2-g)(1)benzopyran-5-oneDTXSID9045267
Show more names
VISNAGINeskelnorkelKHELINkeloidchellinkelaminkelicor
4,9-Dimethoxy-7-methyl-5H-furo[3,2-g][1]benzopyran-5-one4,9-Dimethoxy-7-methyl-5-oxofuro(3,2-g)-1,2-chromenekelina5H-Furo[3,2-g][1]benzopyran-5-one, 4,9-dimethoxy-7-methyl-CHEBI:6133NSC-25509NSC-377445G117T0TJZ

Database identifiers

CAS
82-02-0
PubChem CID
3828
DTXSID
DTXSID9045267
ChEMBL
CHEMBL44746
ChEBI
CHEBI:6133
UNII
5G117T0TJZ
EC Number
201-392-8
Nikkaji
J24.827D

Properties

Computed structural properties

XLogP
2.3
Topological polar surface area
57.9 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
5
Rotatable bonds
2
Heavy atoms
19

Experimental & physicochemical properties

LipidsPolyketides [PK] -> Aromatic polyketides [PK13] -> Benzopyranoids [PK1311]
Collision Cross Section151.6 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID9045267]

Physicochemical properties

Melting point
150154 °C · 150154°C
Boiling point
180200 °C0.05mm · 180200°C0.05mm Hg
Density
1.1954 · 1.1954 (rough estimate)
refractive index
1.456 · 1.4560 (estimate)
storage temp.
Sealed in dry,Room Temperature
solubility
Chloroform (Slightly), Methanol (Slightly)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P280, P301+P316, P302+P352, P321, P330, P332+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 3 (100%)

Safety data

wgk
3
rtecs
LV1050000
ridadr
UN 2811 6.1/PG 3
hs_code
2932.99.7000
Toxicity
LD50 in mice, rats (mg/kg): 30.6, 34.4 i.v.; 50.8, 68.8 orally (Busch)
risk_code
25-38-36/37/38-23/24/25

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Agents that cause an increase in the expansion of a bronchus or bronchial tubes.

Drugs used to cause dilation of the blood vessels.

Applications · 3 items

Usesvasodilator (coronary), photosensitizer

UsesKhellin has been used as a reference standard for supercritical fluid extraction of khellin from Ammi visnaga L. fruits to understand the various medicinal effects of γ-Pyrones by reversed phase HPLC method.

General DescriptionKhellin, is reported to be an efficient drug for treating vitiligo when combined with ultraviolet A irradiation.

Suppliers50 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Khellin is a furanochrome in which the basic tricyclic skeleton is substituted at positions 4 and 9 with methoxy groups and at position 7 with a methyl group. A major constituent of the plant Ammi visnaga it is a herbal folk medicine used for various illnesses, its main effect being as a vasodilator. It has a role as a vasodilator agent, a bronchodilator agent, an anti-asthmatic agent and a cardiovascular drug. It is an organic heterotricyclic compound, an oxacycle and a furanochromone. It is functionally related to a 5H-furo[3,2-g]chromen-5-one.

Related reactions

6 records
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Linked notes

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