(1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-triene-4,5,14-triol

• ChemBase ID: 5345
• Molecular Formular: C18H24O3
• Molecular Mass: 288.38136
• Monoisotopic Mass: 288.17254463
• SMILES: c1c2c(cc(c1O)O)CC[C@H]1[C@H]3[C@](CC[C@H]21)([C@H](CC3)O)C
• Canonical SMILES: O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1cc(O)c(c2)O
• InChI: InChI=1S/C18H24O3/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-15(19)16(20)9-13(10)11/h8-9,11-12,14,17,19-21H,2-7H2,1H3/t11-,12+,14-,17-,18-/m0/s1
• InChIKey: DILDHNKDVHLEQB-XSSYPUMDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene-4,5,14-triol; (1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-triene-4,5,14-triol
• IUPAC Traditional name: 2-hydroxyestradiol; ECS
• Synonyms: 2-Hydroxyestradiol; NSC 61711; 1,3,5(10)-Estratriene-2,3-17β-triol; Estra-1,3,5(10)-triene-2,3,17-triol; 2,3,17BETA-TRIHYDROXY-1,3,5(10)-ESTRATRIENE; (17β)-Estra-1,3,5(10)-triene-2,3,17-triol; Estra-1,3,5(10)-triene-2,3,17β-triol; 2,3,17β-Trihydroxyestra-1,3,5(10)-triene; 2-Hydroxyestradiol; 2-Hydroxy-17β-estradiol; 1,3,5(10)-雌甾三烯-2,3-17β-三醇; 雌甾-1,3,5(10)-三烯2,3,17-三醇; 2-羟雌甾二醇

Database IDs

• CAS Number: 362-05-0
• MDL Number: MFCD00010490
• PubChem SID: 160968774; 99444177; 24895552
• PubChem CID: 247304

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.67036
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 3.4419067
• LogD (pH = 7.4): 3.4396262
• Log P: 3.441936
• Molar Refractivity: 81.8856 cm^3
• Polarizability: 31.911407 Å^3
• Polar Surface Area: 60.69 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.39
• LOG S: -3.75
• Solubility (Water): 5.11e-02 g/l

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 96-104°C

Safety Information

• Storage Condition: Refrigerator
• RTECS: KG7675000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 40
• Safety Statements: 22-36
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H351
• GHS Precautionary statements: P281
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: rat ... Ar(24208)

Product Information

• Purity: ≥95% (HPLC); 95%
• Empirical Formula (Hill Notation): C18H24O3

DETAILS

DrugBank - DB07706

Drug information: experimental

Toronto Research Chemicals - H941890

A metabolite of Estradiol.

REFERENCES

• Bucala, R., et al.: J. Clin. Endocrinol. Metab., 60, 841 (1985)
• Telang, N., et al.: Anticancer Res., et al.: 11, 1021 (1985)
• Seeger, H., et al.: Med. Sci. Res., 26, 481 (1985)
• Bolton, J., et al.: Chem. Res. Toxicol., 13, 135 (1985)