(1R,2S,4R,5R,6S,7R,10S,11R,14S,16S)-14,16-dihydroxy-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: 134214
• Molecular Formular: C26H34O7
• Molecular Mass: 458.54396
• Monoisotopic Mass: 458.23045343
• SMILES: CC(=O)O[C@@H]1[C@@H]([C@]2(CC[C@H]3[C@H]([C@]42[C@@H]1O4)CC[C@]1([C@@]3(CC[C@@H](C1)O)C)O)C)c1ccc(=O)oc1
• Canonical SMILES: O[C@H]1CC[C@]2([C@](C1)(O)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/C26H34O7/c1-14(27)32-21-20(15-4-5-19(29)31-13-15)24(3)10-7-17-18(26(24)22(21)33-26)8-11-25(30)12-16(28)6-9-23(17,25)2/h4-5,13,16-18,20-22,28,30H,6-12H2,1-3H3/t16-,17-,18+,20-,21+,22+,23+,24+,25-,26+/m0/s1
• InChIKey: KBKUJJFDSHBPPA-ZNCGZLKOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,4R,5R,6S,7R,10S,11R,14S,16S)-14,16-dihydroxy-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,11R,14S,16S)-14,16-dihydroxy-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: 14,15β-Epoxy-3β,5α,16β-trihydroxy-5β,20(22)-bufadienolide 16-acetate; 5β,20(22)-Bufadienolide-14,15β-epoxy-3β,5α,16β-triol 16-acetate; Cinobufotalin

Database IDs

• CAS Number: 1108-68-5
• MDL Number: MFCD00055946
• PubChem SID: 162228491; 24892362
• PubChem CID: 259776

CALCULATED PROPERTIES

• Acid pKa: 14.223748
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.5756432
• LogD (pH = 7.4): 1.5756432
• Log P: 1.5756432
• Molar Refractivity: 118.2606 cm^3
• Polarizability: 47.28477 Å^3
• Polar Surface Area: 105.59 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: EI2991000
• 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
• 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