1-methyl-3H,4H,9H-pyrido[3,4-b]indol-7-ol dihydrate hydrochloride

• ChemBase ID: 134480
• Molecular Formular: C12H17ClN2O3
• Molecular Mass: 272.72798
• Monoisotopic Mass: 272.09277009
• SMILES: CC1=NCCc2c1[nH]c1c2ccc(c1)O.O.O.Cl
• Canonical SMILES: Oc1ccc2c(c1)[nH]c1c2CCN=C1C.O.O.Cl
• InChI: InChI=1S/C12H12N2O.ClH.2H2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12;;;/h2-3,6,14-15H,4-5H2,1H3;1H;2*1H2
• InChIKey: OYKGNQNESCZSHQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-3H,4H,9H-pyrido[3,4-b]indol-7-ol dihydrate hydrochloride
• IUPAC Traditional name: harmalol dihydrate hydrochloride
• Synonyms: 4,9-Dihydro-1-methyl-3H-pyrido[3,4-b]indol-7-ol hydrochloride; Harmalol hydrochloride dihydrate; 4,9-二氢-1-甲基-3H-吡啶并[3,4-b]吲哚-7-醇 盐酸盐; 骆驼蓬酚 盐酸盐 二水合物

Database IDs

• CAS Number: 6028-00-8
• EC Number: 227-898-9
• MDL Number: MFCD00150053
• Beilstein Number: 3729233
• PubChem SID: 24895441; 24873701; 162228756
• PubChem CID: 6419937

CALCULATED PROPERTIES

• Acid pKa: 9.519034
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.5683272
• LogD (pH = 7.4): 1.4772949
• Log P: 1.5223172
• Molar Refractivity: 59.6691 cm^3
• Polarizability: 23.432415 Å^3
• Polar Surface Area: 48.38 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 264-267 °C (dec.)(lit.); 265-268 °C (dec.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Drug Control: regulated under CDSA - not available from Sigma-Aldrich Canada; stupéfiantregulated under CDSA - not available from Sigma-Aldrich Canada

Product Information

• Purity: ≥98.0% (AT)
• Salt Data: HCl, 2 H2O
• Empirical Formula (Hill Notation): C12H12N2O · HCl · 2H2O
• Classification: Genuine Natural Compounds

DETAILS

Sigma Aldrich - H125

Packaging
1 g in glass bottle
Biochem/physiol Actions
Harmalol, a harmala (β-carboline) alkaloid, is a monoamine oxidase inhibitor (MAOi) useful for studies involving melanogenesis. Harmalol is use in β-carboline nucleic acid (DNA and RNA) binding studies.