4-[(1S,2S,5S,7R,10R,11S,13S,14R,15R)-5-{[(2R,4S,5S,6R)-5-{[(2S,4S,5S,6R)-5-{[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-4-hydroxy-6-methyloxan-2-yl]oxy}-4-hydroxy-6-methyloxan-2-yl]oxy}-11,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]-2,5-dihydrofuran-2-one

• ChemBase ID: 154809
• Molecular Formular: C41H64O14
• Molecular Mass: 780.93846
• Monoisotopic Mass: 780.42960673
• SMILES: C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]1[C@H](O[C@H](C[C@@H]1O)O[C@@H]1[C@H](O[C@H](C[C@@H]1O)O[C@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@@]1(C[C@@H]([C@@H]2C1=CC(=O)OC1)O)O)C)C)C)C)O)O
• Canonical SMILES: O=C1OCC(=C1)[C@H]1[C@@H](O)C[C@]2([C@]1(C)CC[C@H]1[C@H]2CC[C@H]2[C@]1(C)CC[C@@H](C2)O[C@H]1C[C@H](O)[C@@H]([C@H](O1)C)O[C@H]1C[C@H](O)[C@@H]([C@H](O1)C)O[C@H]1C[C@H](O)[C@@H]([C@H](O1)C)O)O
• InChI: InChI=1S/C41H64O14/c1-19-36(47)27(42)14-33(50-19)54-38-21(3)52-34(16-29(38)44)55-37-20(2)51-32(15-28(37)43)53-24-8-10-39(4)23(13-24)6-7-26-25(39)9-11-40(5)35(22-12-31(46)49-18-22)30(45)17-41(26,40)48/h12,19-21,23-30,32-38,42-45,47-48H,6-11,13-18H2,1-5H3/t19-,20-,21-,23-,24+,25+,26-,27+,28+,29+,30+,32+,33+,34+,35+,36-,37-,38-,39+,40-,41+/m1/s1
• InChIKey: LKRDZKPBAOKJBT-CNPIRKNPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1S,2S,5S,7R,10R,11S,13S,14R,15R)-5-{[(2R,4S,5S,6R)-5-{[(2S,4S,5S,6R)-5-{[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy}-4-hydroxy-6-methyloxan-2-yl]oxy}-4-hydroxy-6-methyloxan-2-yl]oxy}-11,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-2,5-dihydrofuran-2-one
• IUPAC Traditional name: gitoxin
• Synonyms: Anhydrogitalin; Bigitalin; Pseudodigitoxin; Gitoxin

Database IDs

• CAS Number: 4562-36-1
• EC Number: 224-934-5
• MDL Number: MFCD00021173
• PubChem SID: 162248947
• PubChem CID: 91540

CALCULATED PROPERTIES

• Acid pKa: 6.831025
• H Acceptors: 13
• H Donor: 6
• LogD (pH = 5.5): 2.1961493
• LogD (pH = 7.4): 1.5450696
• Log P: 2.2159328
• Molar Refractivity: 193.2662 cm^3
• Polarizability: 79.00782 Å^3
• Polar Surface Area: 203.06 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: LZ0525000
• European Hazard Symbols: Highly toxic (T+)
• German water hazard class: 3
• Risk Statements: 26/27/28
• Safety Statements: 36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H330
• GHS Precautionary statements: P260-P264-P280-P284-P301 + P310-P302 + P350

Product Information

• Purity: ≥99% (HPLC)
• Empirical Formula (Hill Notation): C41H64O14