(3S,4S)-4-[(2S,4E,6R,8S,9R,10R)-9-hydroxy-4,6,8,10-tetramethyl-7-oxododec-4-en-2-yl]-3-methyloxetan-2-one

• ChemBase ID: 132665
• Molecular Formular: C20H34O4
• Molecular Mass: 338.48156
• Monoisotopic Mass: 338.24570957
• SMILES: CC[C@@H](C)[C@H]([C@H](C)C(=O)[C@H](C)/C=C(\C)/C[C@H](C)[C@H]1[C@@H](C(=O)O1)C)O
• Canonical SMILES: CC[C@H]([C@H]([C@@H](C(=O)[C@@H](/C=C(/C[C@@H]([C@@H]1OC(=O)[C@H]1C)C)\C)C)C)O)C
• InChI: InChI=1S/C20H34O4/c1-8-12(3)17(21)15(6)18(22)13(4)9-11(2)10-14(5)19-16(7)20(23)24-19/h9,12-17,19,21H,8,10H2,1-7H3/b11-9+/t12-,13-,14+,15+,16+,17-,19+/m1/s1
• InChIKey: WOISDAHQBUYEAF-QIQXJRRPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S)-4-[(2S,4E,6R,8S,9R,10R)-9-hydroxy-4,6,8,10-tetramethyl-7-oxododec-4-en-2-yl]-3-methyloxetan-2-one
• IUPAC Traditional name: (3S,4S)-4-[(2S,4E,6R,8S,9R,10R)-9-hydroxy-4,6,8,10-tetramethyl-7-oxododec-4-en-2-yl]-3-methyloxetan-2-one
• Synonyms: 3,11-Dihydroxy-2,4,6,8,10,12-hexamethyl-9-oxo-6-tetradecenoic acid 1,3-lactone; Ebelactone A microbial

Database IDs

• CAS Number: 76808-16-7
• MDL Number: MFCD00036710
• PubChem SID: 24894373; 162226942
• PubChem CID: 6436820

CALCULATED PROPERTIES

• Acid pKa: 14.498025
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.6314206
• LogD (pH = 7.4): 4.6314206
• Log P: 4.6314206
• Molar Refractivity: 96.1271 cm^3
• Polarizability: 38.051186 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: RQ7730000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

DETAILS

Sigma Aldrich - E0761

General description
Esterase inhibitors produced by Streptomyces sp. MG7-G1 strain