(9R,10S)-9,10,16-trihydroxyhexadecanoic acid

• ChemBase ID: 118948
• Molecular Formular: C16H32O5
• Molecular Mass: 304.42228
• Monoisotopic Mass: 304.22497412
• SMILES: C(=O)(O)CCCCCCC[C@H]([C@@H](O)CCCCCCO)O
• Canonical SMILES: OCCCCCC[C@@H]([C@@H](CCCCCCCC(=O)O)O)O
• InChI: InChI=1S/C16H32O5/c17-13-9-5-4-7-11-15(19)14(18)10-6-2-1-3-8-12-16(20)21/h14-15,17-19H,1-13H2,(H,20,21)/t14-,15+/m1/s1
• InChIKey: MEHUJCGAYMDLEL-CABCVRRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9R,10S)-9,10,16-trihydroxyhexadecanoic acid
• IUPAC Traditional name: (9R,10S)-9,10,16-trihydroxyhexadecanoic acid
• Synonyms: (9R,10S)-9,10,16-trihydroxyhexadecanoic acid; DL-threo-9,10,16-Trihydroxypalmitic acid; Aleuritic acid; DL-苏式-9,10,16-三羟基棕榈酸; 紫胶桐酸

Database IDs

• CAS Number: 533-87-9
• EC Number: 208-578-8
• MDL Number: MFCD00135596
• Beilstein Number: 1727724
• PubChem SID: 162107211; 24845855
• PubChem CID: 222178

CALCULATED PROPERTIES

• Acid pKa: 4.6153255
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 1.4213526
• LogD (pH = 7.4): -0.3552332
• Log P: 2.358282
• Molar Refractivity: 82.0433 cm^3
• Polarizability: 32.598763 Å^3
• Polar Surface Area: 97.99 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 100-101 °C(lit.); 90-97 °C

Safety Information

• RTECS: ML9850000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥90% (T)
• Grade: technical
• Empirical Formula (Hill Notation): C16H32O5
• Classification: Genuine Natural Compounds

DETAILS

Sigma Aldrich - 05540

Other Notes
An abundant source of prostanoid synthons1