(1R,11S,18S,20R,21R,22S)-4,5-dimethoxy-12-oxa-8,17-diazaheptacyclo[15.5.2.01,18.02,7.08,22.011,21.015,20]tetracosa-2(7),3,5,14-tetraen-9-one hydrate

• ChemBase ID: 147665
• Molecular Formular: C23H28N2O5
• Molecular Mass: 412.47882
• Monoisotopic Mass: 412.19982201
• SMILES: COc1cc2c(cc1OC)N1[C@@H]3[C@@]42CCN2[C@H]4C[C@@H]4[C@H]3[C@H](CC1=O)OCC=C4C2.O
• Canonical SMILES: COc1cc2c(cc1OC)N1[C@@H]3[C@@]42CCN2[C@H]4C[C@@H]4[C@H]3[C@H](CC1=O)OCC=C4C2.O
• InChI: InChI=1S/C23H26N2O4.H2O/c1-27-16-8-14-15(9-17(16)28-2)25-20(26)10-18-21-13-7-19-23(14,22(21)25)4-5-24(19)11-12(13)3-6-29-18;/h3,8-9,13,18-19,21-22H,4-7,10-11H2,1-2H3;1H2/t13-,18-,19-,21-,22-,23+;/m0./s1
• InChIKey: IEJIBKWJYHZFNW-SUJBTXFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,11S,18S,20R,21R,22S)-4,5-dimethoxy-12-oxa-8,17-diazaheptacyclo[15.5.2.0^1,^1^8.0^2,^7.0^8,^2^2.0^1^1,^2^1.0^1^5,^2^0]tetracosa-2(7),3,5,14-tetraen-9-one hydrate
• IUPAC Traditional name: brucine hydrate
• Synonyms: Brucine hydrate; 马钱子碱水合物

Database IDs

• CAS Number: 5892-11-5
• MDL Number: MFCD00149385
• PubChem SID: 24862854; 162241852
• PubChem CID: 16212366

CALCULATED PROPERTIES

• Acid pKa: 17.238964
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -2.5058765
• LogD (pH = 7.4): -0.84809655
• Log P: 0.6111788
• Molar Refractivity: 107.4341 cm^3
• Polarizability: 41.799164 Å^3
• Polar Surface Area: 51.24 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 177-180 °C(lit.)
• Optical Rotation: [α]20/D -67°, c = 1.3 in ethanol

Safety Information

• European Hazard Symbols: Highly toxic (T+)
• UN Number: 1570
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1
• Risk Statements: 26/27/28-36/37/38
• Safety Statements: 28-36/37-45
• RID/ADR: UN 1570 6.1/PG 1

Product Information

• Grade: technical grade
• Empirical Formula (Hill Notation): C23H26N2O4 · xH2O

DETAILS

Sigma Aldrich - 367869

Packaging
100 g in glass bottle