4-{[(1S,10R,11S,14S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-trien-14-yl]oxy}-4-oxobutanoic acid

• ChemBase ID: 5523
• Molecular Formular: C22H28O5
• Molecular Mass: 372.45472
• Monoisotopic Mass: 372.193674
• SMILES: O=C(O)CCC(=O)O[C@@H]1[C@]2(C)[C@@H](CC1)[C@H]1[C@H](CC2)c2c(CC1)cc(O)cc2
• Canonical SMILES: OC(=O)CCC(=O)O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)O
• InChI: InChI=1S/C22H28O5/c1-22-11-10-16-15-5-3-14(23)12-13(15)2-4-17(16)18(22)6-7-19(22)27-21(26)9-8-20(24)25/h3,5,12,16-19,23H,2,4,6-11H2,1H3,(H,24,25)/t16-,17-,18+,19+,22+/m1/s1
• InChIKey: YJPIDPAGJSWWBE-FNIAAEIWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(1S,10R,11S,14S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-yl]oxy}-4-oxobutanoic acid; 4-{[(1S,10R,11S,14S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-14-yl]oxy}-4-oxobutanoic acid
• IUPAC Traditional name: 4-{[(1S,10R,11S,14S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-yl]oxy}-4-oxobutanoic acid; 4-{[(1S,10R,11S,14S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-14-yl]oxy}-4-oxobutanoic acid
• Synonyms: 1,3,5(10)-Estratriene-3,17β-diol 17-hemisuccinate; 3,17β-Hydroxy-1,3,5(10)-estratriene 17-hemisuccinate; β-Estradiol 17-hemisuccinate; 4-{[(14beta,17alpha)-3-hydroxyestra-1,3,5(10)-trien-17-yl]oxy}-4-oxobutanoic acid

Database IDs

• CAS Number: 7698-93-3
• MDL Number: MFCD00056186
• PubChem SID: 24894692; 160968951; 99444362
• PubChem CID: 66440

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.310468
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.7967315
• LogD (pH = 7.4): 1.0556319
• Log P: 4.0114894
• Molar Refractivity: 99.9495 cm^3
• Polarizability: 39.35278 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.82
• LOG S: -4.89
• Solubility (Water): 4.80e-03 g/l

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-40
• Safety Statements: 22-36
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332-H351
• 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

DETAILS

DrugBank - DB07891

Drug information: experimental