(1R,2R,7S,8aR)-1,8a-dimethyl-6-oxo-7-(prop-1-en-2-yl)-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl 3-(methylsulfanyl)prop-2-enoate

• ChemBase ID: 153678
• Molecular Formular: C19H26O3S
• Molecular Mass: 334.47294
• Monoisotopic Mass: 334.16026569
• SMILES: C[C@H]1[C@@H](CCC2=CC(=O)[C@@H](C[C@]12C)C(=C)C)OC(=O)/C=C/SC
• Canonical SMILES: CS/C=C/C(=O)O[C@@H]1CCC2=CC(=O)[C@@H](C[C@@]2([C@H]1C)C)C(=C)C
• InChI: InChI=1S/C19H26O3S/c1-12(2)15-11-19(4)13(3)17(22-18(21)8-9-23-5)7-6-14(19)10-16(15)20/h8-10,13,15,17H,1,6-7,11H2,2-5H3/t13-,15-,17+,19+/m0/s1
• InChIKey: OHANKWLYFDFHOJ-VGDUNAEUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,7S,8aR)-1,8a-dimethyl-6-oxo-7-(prop-1-en-2-yl)-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl 3-(methylsulfanyl)prop-2-enoate
• IUPAC Traditional name: (1R,2R,7S,8aR)-1,8a-dimethyl-6-oxo-7-(prop-1-en-2-yl)-1,2,3,4,7,8-hexahydronaphthalen-2-yl 3-(methylsulfanyl)prop-2-enoate
• Synonyms: (3S,4aR,5R,6R)-[2,3,4,4a,5,6,7,8-Octahydro-3-(2-propenyl)-4a,5-dimethyl-2-oxo-6-naphthyl] Z-3′-methylthio-1′-propenoate; S-Petasin

Database IDs

• CAS Number: 70238-51-6
• MDL Number: MFCD04040021
• PubChem SID: 162247817; 24898517
• PubChem CID: 12314128

CALCULATED PROPERTIES

• Acid pKa: 17.093773
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.3111973
• LogD (pH = 7.4): 4.3111973
• Log P: 4.3111973
• Molar Refractivity: 96.3372 cm^3
• Polarizability: 37.450184 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble24 mg/mL; H2O: insoluble
• Apperance: white powder

Safety Information

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

Product Information

• Purity: >98% (HPLC)
• Empirical Formula (Hill Notation): C19H26O3S

DETAILS

Sigma Aldrich - P4243

Biochem/physiol Actions
L-type voltage-dependent calcium channel blocker.