(1S,10R,11S,14S,15S)-15-methyl-5-(pentanoyloxy)tetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-trien-14-yl pentanoate

• ChemBase ID: 168249
• Molecular Formular: C28H40O4
• Molecular Mass: 440.6148
• Monoisotopic Mass: 440.29265976
• SMILES: c1cc(cc2c1[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)OC(=O)CCCC)C)OC(=O)CCCC
• Canonical SMILES: CCCCC(=O)Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2OC(=O)CCCC)C
• InChI: InChI=1S/C28H40O4/c1-4-6-8-26(29)31-20-11-13-21-19(18-20)10-12-23-22(21)16-17-28(3)24(23)14-15-25(28)32-27(30)9-7-5-2/h11,13,18,22-25H,4-10,12,14-17H2,1-3H3/t22-,23-,24+,25+,28+/m1/s1
• InChIKey: XCWCTQWBFLVNMT-RIWVVKKCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14S,15S)-15-methyl-5-(pentanoyloxy)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-trien-14-yl pentanoate
• IUPAC Traditional name: (1S,10R,11S,14S,15S)-15-methyl-5-(pentanoyloxy)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-trien-14-yl pentanoate
• Synonyms: (17β)-Estra-1,3,5(10)-triene-3,17-diol 3,17-Dipentanoate; Estradiol Divalerate; Estradiol 3,17-Divalerate

Database IDs

• CAS Number: 63042-28-4
• PubChem SID: 162262381
• PubChem CID: 14653382

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 7.276799
• LogD (pH = 7.4): 7.276799
• Log P: 7.276799
• Molar Refractivity: 125.8655 cm^3
• Polarizability: 50.007336 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - E888050

Estradiol (E888000) derivative. An estrogen.

REFERENCES

• Jones, W.A., et al.: Am. J. Pathology, 42, 237 (1963)