(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-ol

• ChemBase ID: 72985
• Molecular Formular: C45H74O
• Molecular Mass: 631.06846
• Monoisotopic Mass: 630.57396699
• SMILES: OC/C=C(/CC/C=C(\C)/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)\C)\C)\C)\C
• Canonical SMILES: OC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)\C)\C)\C)\C)\C)\C
• InChI: InChI=1S/C45H74O/c1-37(2)19-11-20-38(3)21-12-22-39(4)23-13-24-40(5)25-14-26-41(6)27-15-28-42(7)29-16-30-43(8)31-17-32-44(9)33-18-34-45(10)35-36-46/h19,21,23,25,27,29,31,33,35,46H,11-18,20,22,24,26,28,30,32,34,36H2,1-10H3/b38-21+,39-23+,40-25+,41-27+,42-29+,43-31+,44-33+,45-35+
• InChIKey: AFPLNGZPBSKHHQ-MEGGAXOGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-ol; 3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-ol
• IUPAC Traditional name: solanesol; 3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-ol
• Synonyms: Nonaisoprenol; Betulanonaprenol; Solanesol; Solanesol from tobacco; trans-Solanesyl Bromide; (2E,6E,10E,14E,18E,22E,26E,30E)-1-Bromo-3,7,11,15,19,23,27,31,35-nonamethyl-; 2,6,10,14,18,22,26,30,34-hexatriacontanonaene; Solanesyl Bromide

Database IDs

• CAS Number: 52610-77-2; 13190-97-1
• MDL Number: MFCD00070279
• PubChem SID: 162037905; 24899813
• PubChem CID: 5477212

CALCULATED PROPERTIES

• Acid pKa: 16.330025
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 14.120383
• LogD (pH = 7.4): 14.120383
• Log P: 14.120383
• Molar Refractivity: 217.8003 cm^3
• Polarizability: 82.34973 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 25
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Hexanes
• Apperance: Light Brown Solid
• Melting Point: 26-28°C

Safety Information

• Storage Condition: -20°C; -20°C Freezer
• Storage Warning: Light Sensitive
• RTECS: MP5366666
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (HPLC)
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C45H74O

DETAILS

Selleck Chemicals - S2360

Related research area: Metabolic Disease

Sigma Aldrich - S8754

Biochem/physiol Actions
This C45 isoprenoid alcohol is the most abundant lipid in tobacco leaves. It may be an important precursor of the tumorigenic polynuclear aromatic hydrocarbons of smoke.

Toronto Research Chemicals - S676520

Solanesyl (S676500) derivative, a high molecular weight isoprenoid alcohol isolated from tobacco leaf.

REFERENCES

• www.springerlink.com/index/3l315l7uv0799473.pdf