(1S,4aS,10aR)-6-hydroxy-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylic acid

• ChemBase ID: 111042
• Molecular Formular: C17H22O3
• Molecular Mass: 274.35478
• Monoisotopic Mass: 274.15689456
• SMILES: C[C@@]1(CCC[C@@]2(C)[C@H]1CCc1ccc(O)cc21)C(=O)O
• Canonical SMILES: Oc1ccc2c(c1)[C@@]1(C)CCC[C@]([C@@H]1CC2)(C)C(=O)O
• InChI: InChI=1S/C17H22O3/c1-16-8-3-9-17(2,15(19)20)14(16)7-5-11-4-6-12(18)10-13(11)16/h4,6,10,14,18H,3,5,7-9H2,1-2H3,(H,19,20)/t14-,16-,17+/m1/s1
• InChIKey: VJILEYKNALCDDV-OIISXLGYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4aS,10aR)-6-hydroxy-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylic acid
• IUPAC Traditional name: podocarpic acid
• Synonyms: Podocarpic acid; PODOCARPIC ACID; 罗汉松酸

Database IDs

• CAS Number: 5947-49-9
• EC Number: 227-706-3
• MDL Number: MFCD00074825
• PubChem SID: 162103226; 24847299
• PubChem CID: 93017

CALCULATED PROPERTIES

• Acid pKa: 4.4461694
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.1110218
• LogD (pH = 7.4): 1.3462749
• Log P: 4.20019
• Molar Refractivity: 77.2341 cm^3
• Polarizability: 30.160748 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 193-196 °C(lit.)
• Optical Rotation: [α]20/D +133°, c = 4 in ethanol

Safety Information

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

Pharmacology Properties

• Gene Information: human ... TNF(7124)

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C17H22O3

DETAILS

MP Biomedicals - 05217537

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 119792

Packaging
1 g in glass bottle
100 mg in glass bottle