(17R)-17-ethynyl-2,18-dimethyl-7-oxa-6-azapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4(8),5,9-trien-17-ol

• ChemBase ID: 153329
• Molecular Formular: C22H27NO2
• Molecular Mass: 337.45528
• Monoisotopic Mass: 337.20417911
• SMILES: CC12CCC3C(C1CC[C@]2(C#C)O)CCC1=Cc2c(cno2)CC31C
• Canonical SMILES: C#C[C@]1(O)CCC2C1(C)CCC1C2CCC2=Cc3c(CC12C)cno3
• InChI: InChI=1S/C22H27NO2/c1-4-22(24)10-8-18-16-6-5-15-11-19-14(13-23-25-19)12-20(15,2)17(16)7-9-21(18,22)3/h1,11,13,16-18,24H,5-10,12H2,2-3H3/t16?,17?,18?,20?,21?,22-/m0/s1
• InChIKey: POZRVZJJTULAOH-ZIKCMSSPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (17R)-17-ethynyl-2,18-dimethyl-7-oxa-6-azapentacyclo[11.7.0.0^2,^1^0.0^4,^8.0^1^4,^1^8]icosa-4(8),5,9-trien-17-ol
• IUPAC Traditional name: (17R)-17-ethynyl-2,18-dimethyl-7-oxa-6-azapentacyclo[11.7.0.0^2,^1^0.0^4,^8.0^1^4,^1^8]icosa-4(8),5,9-trien-17-ol
• Synonyms: 17β-Hydroxy-2,4,17α-pregnadien-20-yno[2,3-d]isoxazole; 2,4,17α-Pregnadien-20-yno[2,3-d]-isoxa-zol-17-ol; Danazol

Database IDs

• CAS Number: 17230-88-5
• EC Number: 241-270-1
• MDL Number: MFCD00056838
• PubChem SID: 162247468; 24277708
• PubChem CID: 16219285

CALCULATED PROPERTIES

• Molar Refractivity: 98.5352 cm^3
• Polarizability: 37.660843 Å^3
• Polar Surface Area: 46.26 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: 17.594933
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.4620798
• LogD (pH = 7.4): 3.4620821
• Log P: 3.4620821

PROPERTIES

Safety Information

• RTECS: TU4157070
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 63-20/21/22
• Safety Statements: 22-36
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H312-H332-H361
• GHS Precautionary statements: P280
• 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%
• Empirical Formula (Hill Notation): C22H27NO2

DETAILS

Sigma Aldrich - D8399

Biochem/physiol Actions
Danazol is a weak androgen; anterior pituitary suppressant.