(3S,7R)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one

• ChemBase ID: 133805
• Molecular Formular: C18H24O5
• Molecular Mass: 320.38016
• Monoisotopic Mass: 320.16237387
• SMILES: C[C@H]1CCC[C@@H](CCC/C=C\c2cc(cc(c2C(=O)O1)O)O)O
• Canonical SMILES: O[C@@H]1CCC/C=C\c2cc(O)cc(c2C(=O)O[C@H](CCC1)C)O
• InChI: InChI=1S/C18H24O5/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/h3,7,10-12,14,19-21H,2,4-6,8-9H2,1H3/b7-3-/t12-,14+/m0/s1
• InChIKey: FPQFYIAXQDXNOR-DJAXHYAWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,7R)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one
• IUPAC Traditional name: zeranol
• Synonyms: 2,4-Dihydroxy-6-(6α,10-dihydroxy-trans-1-undecenyl)benzoic acid μ-lactone; α-Zearalenol

Database IDs

• CAS Number: 36455-72-8
• MDL Number: MFCD16657008
• PubChem SID: 24902159; 162228082
• PubChem CID: 7592429

CALCULATED PROPERTIES

• Acid pKa: 8.537725
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 4.16627
• LogD (pH = 7.4): 4.136334
• Log P: 4.1666646
• Molar Refractivity: 89.3676 cm^3
• Polarizability: 34.10992 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 45-46-20/21/22-48/20/22-52/53-62-68/20/21/22
• Safety Statements: 53-36/37-45-61
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H319-H340-H350-H361f-H371-H373-H412
• GHS Precautionary statements: P201-P260-P273-P281-P305 + P351 + P338-P308 + P313
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: rat ... Ar(24208)