15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.04,12.06,10.018,22]tetracosa-1(24),4,6(10),11,17,22-hexaen-3-one hydrochloride

• ChemBase ID: 155645
• Molecular Formular: C20H20ClNO5
• Molecular Mass: 389.8295
• Monoisotopic Mass: 389.10300043
• SMILES: CN1CCc2cc3c(cc2C(=O)Cc2ccc4c(c2C1)OCO4)OCO3.Cl
• Canonical SMILES: CN1CCc2cc3OCOc3cc2C(=O)Cc2c(C1)c1OCOc1cc2.Cl
• InChI: InChI=1S/C20H19NO5.ClH/c1-21-5-4-13-7-18-19(25-10-24-18)8-14(13)16(22)6-12-2-3-17-20(15(12)9-21)26-11-23-17;/h2-3,7-8H,4-6,9-11H2,1H3;1H
• InChIKey: NWNVDSJZGYDVQW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.0^4,^1^2.0^6,^1^0.0^1^8,^2^2]tetracosa-1(24),4,6(10),11,17,22-hexaen-3-one hydrochloride
• IUPAC Traditional name: protopine hydrochloride
• Synonyms: Protopine hydrochloride

Database IDs

• CAS Number: 6164-47-2
• EC Number: 228-196-5
• MDL Number: MFCD00236406
• PubChem SID: 162249783
• PubChem CID: 22543

CALCULATED PROPERTIES

• Acid pKa: 15.816586
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 2.4857821
• LogD (pH = 7.4): 2.5914571
• Log P: 2.5929854
• Molar Refractivity: 94.5688 cm^3
• Polarizability: 36.68139 Å^3
• Polar Surface Area: 57.23 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• RTECS: UL2000000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• 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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98%
• Empirical Formula (Hill Notation): C20H19NO5·HCl

DETAILS

Sigma Aldrich - P8489

Biochem/physiol Actions
Protopine hydrochloride is a Ca2+ channel blocker and antiplatelet agent.
Caution
Protect from light.