CAS 88899-55-2|(7R,8S,9R,15S,16R)-16-[(2S,3R,4S)-4-[(2R,4R,5S,6R)-2,4-dihydroxy-5-methyl-6-(propan-2-yl)oxan-2-yl]-3-hydroxypentan-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexad...

General Information

Structure

Molecular Formula

C₃₅H₅₈O₉

Molecular Mass

622.82962

Exact Mass

622.40808344

Charge

InChI

InChI=1S/C35H58O9/c1-19(2)32-24(7)27(36)18-35(40,44-32)26(9)31(38)25(8)33-28(41-10)14-12-13-20(3)15-22(5)30(37)23(6)16-21(4)17-29(42-11)34(39)43-33/h12-14,16-17,19,22-28,30-33,36-38,40H,15,18H2,1-11H3/t22-,23-,24+,25+,26+,27-,28+,30+,31-,32-,33-,35-/m1/s1

InChIKey

XDHNQDDQEHDUTM-OULGEOPXSA-N

Canonic Smiles

CO[C@H]1C=C/C=C(/C)\C[C@@H](C)[C@H](O)[C@@H](/C=C(/C=C(/C(=O)O[C@@H]1[C@H]([C@H]([C@@H]([C@@]1(O)C[C@@H](O)[C@@H]([C@H](O1)C(C)C)C)C)O)C)\OC)\C)C

Isomeric Smiles

O[C@@]1(C[C@@H](O)[C@H](C)[C@H](O1)C(C)C)[C@@H](C)[C@H](O)[C@H](C)[C@H]1OC(=O)/C(=C/C(=C/[C@@H](C)[C@@H](O)[C@H](C)C/C(=C\C=C[C@@H]1OC)/C)/C)/OC

Calculated Properties

JChem

Acid pKa

11.689453

H Acceptors

H Donor

LogD (pH = 5.5)

5.0815225

LogD (pH = 7.4)

5.0815005

Log P

5.081523

Molar Refractivity

174.5282

Polarizability

68.10323

Polar Surface Area

134.91

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

(7R,8S,9R,15S,16R)-16-[(2S,3R,4S)-4-[(2R,4R,5S,6R)-2,4-dihydroxy-5-methyl-6-(propan-2-yl)oxan-2-yl]-3-hydroxypentan-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one

IUPAC Traditional name

(7R,8S,9R,15S,16R)-16-[(2S,3R,4S)-4-[(2R,4R,5S,6R)-2,4-dihydroxy-6-isopropyl-5-methyloxan-2-yl]-3-hydroxypentan-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one

Synonyms

Bafilomycin

Names and Identifiers

Registration numbers

CAS Number

Chemspider ID

CHEMBL

DrugBank ID