(1R,3'S,4S,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-16-{[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-{[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-6-(hydroxymethyl)oxan-2-yl]oxy}-7,9,13-trimethyl-5'-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-oxaspiro[pentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-3'-yl acetate

• ChemBase ID: 127301
• Molecular Formular: C58H95NO29
• Molecular Mass: 1270.3642
• Monoisotopic Mass: 1269.59897603
• SMILES: C[C@]12[C@@H](CC[C@@H]3[C@@H]1CC[C@@]1(C)C3C[C@H]3[C@@H]1[C@H](C)[C@]1(NC[C@@H](CO[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)C[C@@H]1OC(=O)C)O3)C[C@@H](O[C@@H]1O[C@H](CO)[C@H](O[C@H]3[C@H](O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@H](O)CO4)[C@H](O)[C@@H](CO)O3)[C@H](O)[C@H]1O)CC2
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2)CC[C@@H]2[C@@H]3CC[C@]3(C2C[C@H]2[C@@H]3[C@H](C)[C@@]3(O2)NC[C@H](C[C@@H]3OC(=O)C)CO[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)C)C)[C@@H]([C@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)O)O)O
• InChI: InChI=1S/C58H95NO29/c1-21-36-30(88-58(21)35(79-22(2)64)11-23(14-59-58)19-77-51-45(74)41(70)38(67)31(15-60)81-51)13-28-26-6-5-24-12-25(7-9-56(24,3)27(26)8-10-57(28,36)4)80-53-47(76)43(72)48(34(18-63)84-53)85-55-50(87-54-46(75)42(71)39(68)32(16-61)82-54)49(40(69)33(17-62)83-55)86-52-44(73)37(66)29(65)20-78-52/h21,23-55,59-63,65-76H,5-20H2,1-4H3/t21-,23-,24-,25-,26+,27-,28?,29+,30-,31+,32+,33+,34+,35-,36-,37-,38+,39+,40+,41-,42-,43+,44+,45+,46+,47+,48-,49-,50+,51+,52-,53+,54-,55-,56-,57-,58-/m0/s1
• InChIKey: VSQBWNYALURFOT-KVABEBGASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3'S,4S,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-16-{[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-{[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-6-(hydroxymethyl)oxan-2-yl]oxy}-7,9,13-trimethyl-5'-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-oxaspiro[pentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosane-6,2'-piperidine]-3'-yl acetate
• IUPAC Traditional name: esculeoside A
• Synonyms: Esculeoside A

Database IDs

• CAS Number: 532387-86-3
• PubChem SID: 162221622
• PubChem CID: 71308194
• Wikipedia Title: Esculeoside_A

CALCULATED PROPERTIES

• Acid pKa: 11.698427
• H Acceptors: 29
• H Donor: 17
• LogD (pH = 5.5): -7.741776
• LogD (pH = 7.4): -6.041607
• Log P: -5.008585
• Molar Refractivity: 289.4333 cm^3
• Polarizability: 120.18219 Å^3
• Polar Surface Area: 463.54 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false