(1S,2R,5S,10R,11S,15S)-5-[2-(diethylamino)ethoxy]-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-7-en-14-one hydrochloride

• ChemBase ID: 154112
• Molecular Formular: C25H42ClNO2
• Molecular Mass: 424.05948
• Monoisotopic Mass: 423.29040727
• SMILES: CCN(CC)CCO[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3CC=C2C1)CCC4=O)C)C.Cl
• Canonical SMILES: CCN(CCO[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CCC2=O)C)C1)C)CC.Cl
• InChI: InChI=1S/C25H41NO2.ClH/c1-5-26(6-2)15-16-28-19-11-13-24(3)18(17-19)7-8-20-21-9-10-23(27)25(21,4)14-12-22(20)24;/h7,19-22H,5-6,8-17H2,1-4H3;1H/t19-,20-,21-,22-,24-,25-;/m0./s1
• InChIKey: GZFYZYBWLCYBMI-MYZJJQSMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10R,11S,15S)-5-[2-(diethylamino)ethoxy]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-14-one hydrochloride
• IUPAC Traditional name: (1S,2R,5S,10R,11S,15S)-5-[2-(diethylamino)ethoxy]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-14-one hydrochloride
• Synonyms: (3β)-3-[2-(Diethylamino)ethoxy]androst-5-en-17-one hydrochloride; U 18666A

Database IDs

• CAS Number: 3039-71-2
• MDL Number: MFCD00210908
• PubChem SID: 24724638; 162248251
• PubChem CID: 9954082

CALCULATED PROPERTIES

• Acid pKa: 19.957706
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.3775556
• LogD (pH = 7.4): 2.7325518
• Log P: 4.737092
• Molar Refractivity: 116.9264 cm^3
• Polarizability: 45.92313 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble10 mg/mL≥
• Apperance: white to off-white powder
• Melting Point: 195-196.5 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C25H41NO2·HCl

DETAILS

Sigma Aldrich - U3633

Biochem/physiol Actions
Inhibitor of cholesterol synthesis (inhibits desmosterol Δ24-reductase). Weak inhibitor of hedgehog (hh) signaling.