(5S,6S,7S,8R,9S,13S,14S,15S,18S)-8,14,18-trihydroxy-19-[(2S,3R,4S,5R)-4-hydroxy-3,5-dimethyl-6-oxooxan-2-yl]-5,7,9,11,13,15-hexamethylnonadeca-1,3,11,16-tetraen-6-yl carbamate

• ChemBase ID: 127145
• Molecular Formular: C33H55NO8
• Molecular Mass: 593.7917
• Monoisotopic Mass: 593.39276773
• SMILES: C[C@H]1[C@@H](OC(=O)[C@@H]([C@H]1O)C)C[C@@H](C=C[C@H](C)[C@@H]([C@@H](C)/C=C(\C)/C[C@H](C)[C@H]([C@H](C)[C@H]([C@@H](C)/C=C/C=C)OC(=O)N)O)O)O
• Canonical SMILES: C=C/C=C/[C@@H]([C@@H]([C@H]([C@@H]([C@H](C/C(=C/[C@@H]([C@H]([C@H](C=C[C@H](C[C@@H]1OC(=O)[C@@H]([C@H]([C@H]1C)O)C)O)C)O)C)/C)C)O)C)OC(=O)N)C
• InChI: InChI=1S/C33H55NO8/c1-10-11-12-20(4)31(42-33(34)40)24(8)29(37)22(6)16-18(2)15-21(5)28(36)19(3)13-14-26(35)17-27-23(7)30(38)25(9)32(39)41-27/h10-15,19-31,35-38H,1,16-17H2,2-9H3,(H2,34,40)/t19-,20-,21-,22-,23-,24-,25+,26+,27-,28-,29+,30-,31-/m0/s1
• InChIKey: AADVCYNFEREWOS-HHXMGHKNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S,6S,7S,8R,9S,13S,14S,15S,18S)-8,14,18-trihydroxy-19-[(2S,3R,4S,5R)-4-hydroxy-3,5-dimethyl-6-oxooxan-2-yl]-5,7,9,11,13,15-hexamethylnonadeca-1,3,11,16-tetraen-6-yl carbamate
• IUPAC Traditional name: (5S,6S,7S,8R,9S,13S,14S,15S,18S)-8,14,18-trihydroxy-19-[(2S,3R,4S,5R)-4-hydroxy-3,5-dimethyl-6-oxooxan-2-yl]-5,7,9,11,13,15-hexamethylnonadeca-1,3,11,16-tetraen-6-yl carbamate
• Synonyms: Discodermolide

Database IDs

• CAS Number: 127943-53-7
• PubChem SID: 162221467
• PubChem CID: 643668; 71308185
• CHEMBL: 364447
• Chemspider ID: 558787
• KEGG ID: C16746
• Unique Ingredient Identifier: DHG59994DN
• Wikipedia Title: Discodermolide

CALCULATED PROPERTIES

• Acid pKa: 14.079867
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 4.1734376
• LogD (pH = 7.4): 4.1734376
• Log P: 4.173438
• Molar Refractivity: 166.7754 cm^3
• Polarizability: 64.970764 Å^3
• Polar Surface Area: 159.54 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 112–113 °C