(1R,2S,4R,5R,6S,7R,10S,11S,14S,16R)-14-hydroxy-7,11-dimethyl-6-(2-oxo-2H-pyran-5-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl acetate

• ChemBase ID: 126604
• Molecular Formular: C26H34O6
• Molecular Mass: 442.54456
• Monoisotopic Mass: 442.23553881
• SMILES: O=c1occ(cc1)[C@@H]1[C@@]2(C)CC[C@H]3[C@@H](CC[C@@H]4C[C@@H](O)CC[C@]34C)[C@@]32O[C@@H]3[C@@H]1OC(=O)C
• Canonical SMILES: O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@]31O[C@@H]3[C@@H]([C@@H]2c1ccc(=O)oc1)OC(=O)C)C)C
• InChI: InChI=1S/C26H34O6/c1-14(27)31-22-21(15-4-7-20(29)30-13-15)25(3)11-9-18-19(26(25)23(22)32-26)6-5-16-12-17(28)8-10-24(16,18)2/h4,7,13,16-19,21-23,28H,5-6,8-12H2,1-3H3/t16-,17+,18+,19-,21+,22-,23-,24+,25-,26-/m1/s1
• InChIKey: SCULJPGYOQQXTK-OLRINKBESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,4R,5R,6S,7R,10S,11S,14S,16R)-14-hydroxy-7,11-dimethyl-6-(2-oxo-2H-pyran-5-yl)-3-oxapentacyclo[8.8.0.0^2,^4.0^2,^7.0^1^1,^1^6]octadecan-5-yl acetate
• IUPAC Traditional name: (1R,2S,4R,5R,6S,7R,10S,11S,14S,16R)-14-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.0^2,^4.0^2,^7.0^1^1,^1^6]octadecan-5-yl acetate
• Synonyms: Cinobufagin; Cinobufagin; 14,15β-Epoxy-3β,16β-dihydroxy-5β,20(22)-bufadienolide 16-acetate; 5β,20(22)-Bufadienolide-3β,16β-diol-14,15β-epoxy 16-acetate; Cinobufagin

Database IDs

• CAS Number: 470-37-1
• MDL Number: MFCD00056825
• PubChem SID: 24892393; 162220934
• PubChem CID: 11969542
• CHEMBL: 250785
• Chemspider ID: 10142947
• Wikipedia Title: Cinobufagin

CALCULATED PROPERTIES

• Acid pKa: 18.296396
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.8077369
• LogD (pH = 7.4): 2.807737
• Log P: 2.807737
• Molar Refractivity: 116.7761 cm^3
• Polarizability: 46.63464 Å^3
• Polar Surface Area: 85.36 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: EI2955000
• 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: 22-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• Main Hazard: Toxic
• 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
• Storage Temperature: 2-8°C