(1R,2S,6S,9S,10R,11S,12S,14R,15S,18S,19S,22S,23S,25R)-1,10,11,12,14,23-hexahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl 2-methylbut-2-enoate hydrochloride

• ChemBase ID: 157731
• Molecular Formular: C32H50ClNO9
• Molecular Mass: 628.1937
• Monoisotopic Mass: 627.31740987
• SMILES: C/C=C(\C)/C(=O)O[C@H]1CC[C@]2([C@H]3[C@@]1(O[C@]12C[C@]2([C@@H]4CN5C[C@H](CC[C@H]5[C@@]([C@]4([C@H](C[C@]2([C@@H]1CC3)O)O)O)(C)O)C)O)O)C.Cl
• Canonical SMILES: C/C=C(/C(=O)O[C@H]1CC[C@]2([C@H]3[C@]1(O)O[C@]12C[C@@]2([C@@]([C@@H]1CC3)(O)C[C@@H]([C@]1([C@H]2CN2C[C@@H](C)CC[C@H]2[C@@]1(C)O)O)O)O)C)\C.Cl
• InChI: InChI=1S/C32H49NO9.ClH/c1-6-18(3)25(35)41-24-11-12-26(4)19-8-9-20-28(37)13-23(34)31(39)21(29(28,38)16-30(20,26)42-32(19,24)40)15-33-14-17(2)7-10-22(33)27(31,5)36;/h6,17,19-24,34,36-40H,7-16H2,1-5H3;1H/t17-,19-,20-,21-,22-,23-,24-,26-,27+,28+,29+,30+,31-,32-;/m0./s1
• InChIKey: VSARLHXBMYVYSM-DJMUDAKSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,6S,9S,10R,11S,12S,14R,15S,18S,19S,22S,23S,25R)-1,10,11,12,14,23-hexahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.0^2,^1^1.0^4,^9.0^1^5,^2^5.0^1^8,^2^3.0^1^9,^2^5]hexacosan-22-yl 2-methylbut-2-enoate hydrochloride
• IUPAC Traditional name: (1R,2S,6S,9S,10R,11S,12S,14R,15S,18S,19S,22S,23S,25R)-1,10,11,12,14,23-hexahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.0^2,^1^1.0^4,^9.0^1^5,^2^5.0^1^8,^2^3.0^1^9,^2^5]hexacosan-22-yl 2-methylbut-2-enoate hydrochloride
• Synonyms: Veratrine hydrochloride; 藜芦碱 盐酸盐

Database IDs

• CAS Number: 17666-25-0
• MDL Number: MFCD03414192
• PubChem SID: 162251868; 24900732
• PubChem CID: 71312608

CALCULATED PROPERTIES

• Acid pKa: 10.876743
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -2.2116275
• LogD (pH = 7.4): -0.5279856
• Log P: 0.8598461
• Molar Refractivity: 151.5922 cm^3
• Polarizability: 61.12232 Å^3
• Polar Surface Area: 160.15 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1
• Risk Statements: 26/27/28
• Safety Statements: 26-36-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H330
• GHS Precautionary statements: P260-P264-P280-P284-P302 + P350-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 2811 6.1/PG 1

Product Information

• Grade: analytical standard, for drug analysis

DETAILS

Sigma Aldrich - V2379

Other Notes
A mixture of alkaloids, including veratridine, cevadilline, sabadine, and cevadine hydrochlorides.