CAS 222050-77-3|(6S,7S,12R)-12-[(2S,6R,7R,9R)-7,9-dihydroxy-4,6-dimethyldec-4-en-2-yl]-7,9-dimethyl-2-oxo-1-oxacyclododec-9-en-6-yl (12S,13S,15S)-12,13,15-trihydroxy-4,6,10-trimethylhexadeca-2,4,6,8...

General Information

Structure

Molecular Formula

C₄₄H₇₀O₉

Molecular Mass

743.0212

Exact Mass

742.50198382

Charge

InChI

InChI=1S/C44H70O9/c1-28(13-11-14-29(2)25-39(48)40(49)27-37(10)46)21-30(3)18-20-44(51)52-41-15-12-16-43(50)53-42(19-17-31(4)22-34(41)7)35(8)24-32(5)23-33(6)38(47)26-36(9)45/h11,13-14,17-18,20-21,23,25,33-42,45-49H,12,15-16,19,22,24,26-27H2,1-10H3/t33-,34+,35+,36-,37+,38-,39+,40+,41+,42-/m1/s1

InChIKey

WKTLNJXZVDLRTJ-MFQPTTHLSA-N

Canonic Smiles

C/C(=C\C(=C\C=C\C(=C\[C@@H]([C@H](C[C@@H](O)C)O)O)\C)\C)/C=C/C(=O)O[C@@H]1CCCC(=O)O[C@H](CC=C(C[C@@H]1C)C)[C@H](C/C(=C/[C@H]([C@@H](C[C@H](O)C)O)C)/C)C

Isomeric Smiles

O=C1O[C@H](CC=C(C[C@@H]([C@H](OC(=O)/C=C/C(=C/C(=C/C=C/C(=C/[C@H](O)[C@@H](O)C[C@@H](O)C)/C)/C)/C)CCC1)C)C)[C@@H](C)C/C(=C/[C@@H](C)[C@H](O)C[C@H](O)C)/C

Calculated Properties

JChem

Acid pKa

13.584436

H Acceptors

H Donor

LogD (pH = 5.5)

6.4509315

LogD (pH = 7.4)

6.450931

Log P

6.4509315

Molar Refractivity

219.4958

Polarizability

83.97391

Polar Surface Area

153.75

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

(6S,7S,12R)-12-[(2S,6R,7R,9R)-7,9-dihydroxy-4,6-dimethyldec-4-en-2-yl]-7,9-dimethyl-2-oxo-1-oxacyclododec-9-en-6-yl (12S,13S,15S)-12,13,15-trihydroxy-4,6,10-trimethylhexadeca-2,4,6,8,10-pentaenoate

Synonyms

Mycolactone

IUPAC Traditional name

(6S,7S,12R)-12-[(2S,6R,7R,9R)-7,9-dihydroxy-4,6-dimethyldec-4-en-2-yl]-7,9-dimethyl-2-oxo-1-oxacyclododec-9-en-6-yl (12S,13S,15S)-12,13,15-trihydroxy-4,6,10-trimethylhexadeca-2,4,6,8,10-pentaenoate

Names and Identifiers

Registration numbers

Wikipedia Title

Chemspider ID

PubChem CID

MeSH Name

CAS Number