CAS 50-27-1|CAS 547-81-9|15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,13,14-triol|16α-Hydroxyestradiol|3,16α,17β-Trihydroxy-1,3,5(10)-estratriene|15-methy...

General Information

Structure

Molecular Formula

C₁₈H₂₄O₃

Molecular Mass

288.38136

Exact Mass

288.17254463

Charge

InChI

InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3

InChIKey

PROQIPRRNZUXQM-UHFFFAOYSA-N

Canonic Smiles

Oc1ccc2c(c1)CCC1C2CCC2(C1CC(C2O)O)C

Isomeric Smiles

CC12CCC3C(CCc4c3ccc(O)c4)C1CC(O)C2O

Calculated Properties

JChem

Acid pKa

10.326835

H Acceptors

H Donor

LogD (pH = 5.5)

2.6705914

LogD (pH = 7.4)

2.6700869

Log P

2.6705978

Molar Refractivity

81.2662

Polarizability

31.925823

Polar Surface Area

60.69

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

IUPAC name

15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,13,14-triol 15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-triene-5,13,14-triol 15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-triene-5,13,14-triol

Synonyms

16α-Hydroxyestradiol3,16α,17β-Trihydroxy-1,3,5(10)-estratriene1,3,5(10)-Estratriene-3,16α,17β-triolESTRIOL16-Epiestriol3,16β,17β-Trihydroxy-1,3,5(10)-estratriene1,3,5(10)-Estratriene-3,16β,17β-triol16β-Hydroxy-17β-estradiolEpiestriol(16β,17β)-Estra-1,3,5(10)-triene-3,16,17-triol16-Epiestriol16-Epiestratriol16β-HydroxyestradiolNSC 26646Estra-1,3,5(10)-triene-3,16β,17β-triolActriol16β,17β-Estriol

IUPAC Traditional name

15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,13,14-triol estriol 15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-triene-5,13,14-triol

Names and Identifiers

Registration numbers

CAS Number

EC Number

PubChem SID

MDL Number

PubChem CID

Registration numbers

Properties

Product Information

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97%

~97% (HPLC)

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

02151076

Crystalline
Purity: 97%+.

Sigma Aldrich

E3625

Biochem/physiol Actions
16-Epiestriol is an estradiol metabolite that exhibits significant anti-inflammatory activity without glycogenic activity.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. E3625.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

TRC

E586500

A metabolite of Estradiol.

Molecule Details

References

PubChem Literature

From Data Sources

• Dietel, M., et al.: Cancer Res., 50, 6100 (1955)

• Robert, J., et al.: J. Med. Chem., 46, 4805 (1955)

• Marrian, B., et al.: Biochem. J., 59, 136 (1955)

• Schumacher, G., et al.: Clin. Cancer Res., 5, 493 (1955)

References

Bioactivity

PubChem BioAssay

Bioactivity

Data Source

Commercial Catalog

Academic Data

Names and Identifiers

IUPAC name

Synonyms

IUPAC Traditional name

15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,13,14-triol estriol 15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-triene-5,13,14-triol

Registration numbers

CAS Number

EC Number

PubChem SID

MDL Number

PubChem CID

Molecule Details