(3S)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro(6,6,7,8,8-2H5)-1H-2-benzoxacyclotetradecin-1-one

• ChemBase ID: 179639
• Molecular Formular: C18H26O5
• Molecular Mass: 322.39604
• Monoisotopic Mass: 322.17802393
• SMILES: c1c(cc2c(c1O)C(=O)O[C@H](CCCC(CCCCC2)O)C)O
• Canonical SMILES: OC1CCCCCc2cc(O)cc(c2C(=O)O[C@H](CCC1)C)O
• InChI: InChI=1S/C18H26O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h10-12,14,19-21H,2-9H2,1H3/t12-,14?/m0/s1
• InChIKey: DWTTZBARDOXEAM-NBFOIZRFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro(6,6,7,8,8-^2H₅)-1H-2-benzoxacyclotetradecin-1-one
• IUPAC Traditional name: (3S)-7,14,16-trihydroxy-3-methyl-4,5,9,10,11,12-hexahydro(6,6,7,8,8-^2H₅)-3H-2-benzoxacyclotetradecin-1-one
• Synonyms: (3S)-3,4,5,6,7,8,9,10,11,12-Decahydro-7,14,16-trihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1-one-d5; Zearalanol-d5; Zeranol-d5; Ralabol-d5; Ralgro-d5; Ralone-d5; Zeranol-d5(Mixture of Diastereomers)

Database IDs

• PubChem SID: 164235549
• PubChem CID: 46783269

CALCULATED PROPERTIES

• Acid pKa: 8.677322
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 4.4456
• LogD (pH = 7.4): 4.423684
• Log P: 4.4458866
• Molar Refractivity: 88.251 cm^3
• Polarizability: 34.207417 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 153-155°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - Z346002

Animal growth promotant. Anabolic.Controlled substance.

REFERENCES

• Baldwin, R.S., et al.: Regul. Toxicol. Pharmacol., 3, 9 (1983)
• Lemieux, P.G., et al.: J. Anim. Sci., 68, 1702 (1983)