CAS 127943-53-7|(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|(5S,6S...

General Information

Structure

Molecular Formula

C₃₃H₅₅NO₈

Molecular Mass

593.7917

Exact Mass

593.39276773

Charge

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

Canonic 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

Isomeric 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

Calculated Properties

JChem

Acid pKa

14.079867

H Acceptors

H Donor

LogD (pH = 5.5)

4.1734376

LogD (pH = 7.4)

4.1734376

Log P

4.173438

Molar Refractivity

166.7754

Polarizability

64.970764

Polar Surface Area

159.54

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Academic Data

Data Source

Names and Identifiers

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

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

Synonyms

Discodermolide

Names and Identifiers

Registration numbers

CHEMBL

KEGG ID

Chemspider ID

CAS Number