(1S,4R)-1,7,7-trimethyl-3-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one

• ChemBase ID: 154125
• Molecular Formular: C18H22O
• Molecular Mass: 254.36668
• Monoisotopic Mass: 254.16706532
• SMILES: Cc1ccc(cc1)/C=C/1\[C@@H]2CC[C@](C1=O)(C2(C)C)C
• Canonical SMILES: Cc1ccc(cc1)/C=C\1/C(=O)[C@@]2(C([C@H]1CC2)(C)C)C
• InChI: InChI=1S/C18H22O/c1-12-5-7-13(8-6-12)11-14-15-9-10-18(4,16(14)19)17(15,2)3/h5-8,11,15H,9-10H2,1-4H3/t15-,18+/m0/s1
• InChIKey: HEOCBCNFKCOKBX-MAUKXSAKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4R)-1,7,7-trimethyl-3-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one
• IUPAC Traditional name: (1S,4R)-1,7,7-trimethyl-3-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one
• Synonyms: 1,7,7-Trimethyl-3-(4-methylbenzylidene)-norbornan-2-one; 1,7,7-Trimethyl-3-[(4-methylphenyl)methylene]-bicyclo[2.2.1]heptan-2-one; 4-MBC; 4-Methylbenzylidene camphor; 3-(4-Methylbenzylidene)camphor

Database IDs

• CAS Number: 36861-47-9
• EC Number: 253-242-6
• Beilstein Number: 9213949
• PubChem SID: 162248264
• PubChem CID: 6989205

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.1208534
• LogD (pH = 7.4): 5.1208534
• Log P: 5.1208534
• Molar Refractivity: 79.6796 cm^3
• Polarizability: 30.83798 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: DT5099565
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 63
• Safety Statements: 36/37
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H361
• GHS Precautionary statements: P281
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

Product Information

• Purity: ≥98.0% (GC)
• Empirical Formula (Hill Notation): C18H22O

DETAILS

Sigma Aldrich - 78551

General description
An estrogenic endocrine disruptor found to affect the development processes of ductal outgrowth and branching morphogenesis.