3-(aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one

• ChemBase ID: 132866
• Molecular Formular: C15H15NO3
• Molecular Mass: 257.2845
• Monoisotopic Mass: 257.10519335
• SMILES: Cc1cc(=O)oc2c1cc1c(c(oc1c2C)C)CN
• Canonical SMILES: NCc1c(C)oc2c1cc1c(C)cc(=O)oc1c2C
• InChI: InChI=1S/C15H15NO3/c1-7-4-13(17)19-14-8(2)15-11(5-10(7)14)12(6-16)9(3)18-15/h4-5H,6,16H2,1-3H3
• InChIKey: WBIICVGYYRRURR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(aminomethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one
• IUPAC Traditional name: 3-(aminomethyl)-2,5,9-trimethylfuro[3,2-g]chromen-7-one
• Synonyms: 4′-Aminomethyl-4,5′,8-trimethylpsoralen hydrochloride; 4′-Aminomethyltrioxsalen hydrochloride

Database IDs

• CAS Number: 62442-61-9
• MDL Number: MFCD00134837
• PubChem SID: 162227143; 24890846
• PubChem CID: 107680

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.87844217
• LogD (pH = 7.4): 0.23977669
• Log P: 2.0806289
• Molar Refractivity: 73.336 cm^3
• Polarizability: 28.810226 Å^3
• Polar Surface Area: 65.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble2 mg/mL; H2O: soluble1 mg/mL

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 1759
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 20/21/22-34-40
• Safety Statements: 26-27-36-36/37/39-45
• GHS Pictograms: GHS05; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H312-H314-H332-H351
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1759 8/PG 2
• Storage Temperature: 2-8°C

DETAILS

Sigma Aldrich - A4330

Biochem/physiol Actions
4′-Aminomethyltrioxsalen hydrochloride is used to inactivate DNA and RNA viruses, including HIV-1, by nucleic acid cross-linking followed by UV irradiation.
Application
4′-Aminomethyltrioxsalen hydrochloride inactivates DNA and RNA viruses, including HIV-1. 4′-Aminomethyltrioxsalen hydrochloride can covalently bind to nucleic acids when irradiated with UV light.