4,9-dimethoxy-7-methyl-5H-furo[3,2-g]chromen-5-one

• ChemBase ID: 104218
• Molecular Formular: C14H12O5
• Molecular Mass: 260.24208
• Monoisotopic Mass: 260.06847348
• SMILES: COc1c2oc(C)cc(=O)c2c(OC)c2c1occ2
• Canonical SMILES: COc1c2c(=O)cc(oc2c(c2c1cco2)OC)C
• InChI: 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
• InChIKey: HSMPDPBYAYSOBC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,9-dimethoxy-7-methyl-5H-furo[3,2-g]chromen-5-one
• IUPAC Traditional name: kelamin; 4,9-dimethoxy-7-methyl-5H-furo[3,2-g]chromen-5-one
• Synonyms: 4,9-Dimethoxy-7-methyl-5H-furo[3,2-g]-[1]benzopyran-5-one; KHELLIN; Visammimix; Viscardan; Visnagalin; Kalangin; Kelincor; Amicardine; Corafurone; Methafrone; Kelourin; Rykellin; Visammin; Ammispasmin; Ammivisnagen; Gynokhellan; Interkellin; Interkhellin; Amikellin; Ammipuran; Benecardin; Deltoside; Kelicorin; Khelangin; Khellamine; Khellanals; Khellinorm; Medekellin; 4,9-Dimethoxy-7-methyl-5H-furo[3,2-g][1]benzopyran-5-one; Khellin; Kellin; Eskel; 呋喃并色酮; 凯林

Database IDs

• CAS Number: 82-02-0
• EC Number: 201-392-8
• MDL Number: MFCD00005007
• Beilstein Number: 263185
• PubChem SID: 162091506
• PubChem CID: 3828
• CHEMBL: 44746
• KEGG ID: C09010
• Wikipedia Title: Khellin

CALCULATED PROPERTIES

• Acid pKa: 14.588093
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.7153342
• LogD (pH = 7.4): 1.7153342
• Log P: 1.7153342
• Molar Refractivity: 68.8747 cm^3
• Polarizability: 26.885628 Å^3
• Polar Surface Area: 57.9 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Yellow powder
• Melting Point: ≥98.0; 150-154 °C(lit.)
• Boiling Point: 180-200 °C/0.05 mmHg(lit.)

Safety Information

• Storage Condition: 0°C
• RTECS: LV1050000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Australian Hazchem: 2X
• Risk Statements: 25-38; R:25
• Safety Statements: 36/37/39-45; S:28-29-36/37/39-45
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Pharmacology Properties

• Mechanism of Action: Cholesterol antagonist

Product Information

• Purity: ≥98.0% (TLC); 98%
• Grade: for microscopy
• Biological Source: Constit. of the fruit of Ammi visnaga
• Application(s): Bronchodilator; Displays a range of pharmacol. activity including anthelmintic, antianaphylactic, antiarteriosclerotic, antiasthmatic and antidiabetic props.; Exhibits spasmolytic activity, used in treatment of heart disease; Photochemotherapeutic agent for treatment of vitiligo; Shows antitussive, antiulcerogenic, bronchodilator and vasodilator props.; Spasmolytic; Vasodilator
• Empirical Formula (Hill Notation): C14H12O5

DETAILS

MP Biomedicals - 02155156

(4,9-Dimethoxy-7-methyl-5H-furo[3,2-g]-[1]benzopyran-5-one) Light yellow crystals.

MP Biomedicals - 05202092

MP Biomedicals Rare Chemical collection

REFERENCES

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• Carpy, A. et al., Cryst. Struct. Commun., 1979, 8, 835, (cryst struct)
• Elgamal, M.H.A. et al., Phytochemistry, 1979, 18, 139, (cmr)
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• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 3, 173C, (nmr)
• Aldrich Library of FT-IR Spectra: Vapor Phase, 1989, 3, 1506B, (ir)
• Baxter, R.A. et al., J.C.S., Suppl., 1949, 30, (synth)
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