(2S,3R)-3-hydroxy-N-{3-[(2R,3S,6S,8R)-8-[(3S,6S)-6-hydroxy-3,5-dimethylhept-4-en-1-yl]-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]propyl}-2-methyl-4-{2-[(2S,3S,6R)-3-methyl-6-(2-oxopent-3-en-1-yl)oxan...

General Information

Structure

Molecular Formula

C₄₀H₆₈N₂O₈

Molecular Mass

704.97652

Exact Mass

704.49756715

Charge

InChI

InChI=1S/C40H68N2O8/c1-8-11-32(44)23-34-17-15-27(3)37(48-34)24-38(46)42-25-35(45)30(6)39(47)41-21-10-13-36-28(4)18-20-40(50-36)19-9-12-33(49-40)16-14-26(2)22-29(5)31(7)43/h8,11,22,26-28,30-31,33-37,43,45H,9-10,12-21,23-25H2,1-7H3,(H,41,47)(H,42,46)/t26-,27-,28-,30-,31-,33+,34+,35-,36+,37-,40-/m0/s1

InChIKey

HXZRMADPDYFMEB-AJPQWLMSSA-N

Canonic Smiles

C/C=C/C(=O)C[C@H]1CC[C@@H]([C@@H](O1)CC(=O)NC[C@@H]([C@@H](C(=O)NCCC[C@H]1O[C@@]2(CCC[C@@H](O2)CC[C@@H](/C=C(/[C@@H](O)C)\C)C)CC[C@@H]1C)C)O)C

Isomeric Smiles

C/C=C/C(=O)C[C@H]1CC[C@H](C)[C@H](CC(=O)NC[C@H](O)[C@H](C)C(=O)NCCC[C@H]2O[C@@]3(CCC[C@H](CC[C@H](C)/C=C(\C)/[C@H](C)O)O3)CC[C@@H]2C)O1

Calculated Properties

JChem

Acid pKa

14.30282

H Acceptors

H Donor

LogD (pH = 5.5)

5.556342

LogD (pH = 7.4)

5.5563426

Log P

5.5563426

Molar Refractivity

197.7419

Polarizability

77.55061

Polar Surface Area

143.42

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

(2S,3R)-3-hydroxy-N-{3-[(2R,3S,6S,8R)-8-[(3S,6S)-6-hydroxy-3,5-dimethylhept-4-en-1-yl]-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]propyl}-2-methyl-4-{2-[(2S,3S,6R)-3-methyl-6-(2-oxopent-3-en-1-yl)oxan-2-yl]acetamido}butanamide

Synonyms

Bistramide A

IUPAC Traditional name

Names and Identifiers

Registration numbers

Chemspider ID

25053776

Wikipedia Title

Bistramide_A

CHEMBL

1221600

PubChem CID