100239-45-0

Basic information

• Product Name: 3BETA-HYDROXYTIBOLONE
• Synonyms: 3BETA-HYDROXYTIBOLONE;(3BETA,7A,17A)-3,17-DIHYDROXY-7-METHYL-19-NORPREGN-5(10)-EN-20-YL-3-ONE;3-HYDROXYTIBOLONE;(3-beta-7-alpha-17-alpha)-3,17-Dihydroxy-7-methyl-19-norpregn-5(10)-en-20-yl-3-one];(37a,17a)-3,17-Dihydroxy-7-methyl-19-norpregn-5(10)-en-20-yl-3-one,;3SS-HYDROXYTIBOLONE;(3β,7α,17α)-;(3β,7α,17α)-3,17-Dihydroxy-7-Methyl-19-norpregn-5(10)-en-20-yl-3-one-d4
• CAS NO: 100239-45-0
• Molecular Formula: C₂₁H₃₀O₂
• Molecular Weight: 314.46
• Product Categories: Intermediates & Fine Chemicals;Metabolites;Pharmaceuticals;Steroids;Metabolites & Impurities
• Mol File: 100239-45-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 165-169°C
• Boiling Point: 449.1±45.0 °C(Predicted)
• Appearance: /
• Density: 1.14±0.1 g/cm3(Predicted)
• Refractive Index: 1.578
• Storage Temp.: -20°C Freezer
• PKA: 13.10±0.70(Predicted)
• CAS DataBase Reference: 3BETA-HYDROXYTIBOLONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3BETA-HYDROXYTIBOLONE(100239-45-0)
• EPA Substance Registry System: 3BETA-HYDROXYTIBOLONE(100239-45-0)

Safety Data

• Hazardous Substances Data: 100239-45-0(Hazardous Substances Data)

Usage

Description

3BETA-HYDROXYTIBOLONE, also known as Tibolone, is a synthetic steroid that serves as a metabolite of Tibolone. It exhibits weak estrogenic, androgenic, and progestogenic activity, making it a versatile pharmaceutical compound. As an off-white powder, it is widely recognized for its potential applications in the medical field.

Uses

Used in Pharmaceutical Industry:
3BETA-HYDROXYTIBOLONE is used as a pharmaceutical agent for the treatment of menopausal syndrome. It helps alleviate the symptoms associated with menopause by providing hormonal balance, thus improving the quality of life for women experiencing this condition.
Used in Hormonal Regulation:
3BETA-HYDROXYTIBOLONE is used as a hormonal regulator due to its weak estrogenic, androgenic, and progestogenic activity. This makes it a valuable compound for managing various hormonal imbalances and related health issues.
Used in Research and Development:
3BETA-HYDROXYTIBOLONE is also used as a research compound for further exploration of its potential applications in the medical and pharmaceutical fields. Its unique properties and activities make it an interesting subject for scientists to study and develop new treatments and therapies.

InChI:InChI=1/C21H30O2/c1-4-21(23)10-8-18-19-13(2)11-14-12-15(22)5-6-16(14)17(19)7-9-20(18,21)3/h1,13,15,17-19,22-23H,5-12H2,2-3H3/t13?,15-,17?,18?,19+,20-,21?/m0/s1

Upstream product

• 100239-44-9 3alpha-Hydroxytibolone 
• 5630-53-5 tibolone 

Downstream Products

• 1357075-92-3 3β-tiboloyl (S)-2-methoxy-2-phenylpent-3-ynoate 
• 1357075-91-2 3β-tiboloyl (R)-2-methoxy-2-phenylpent-3-ynoate 

Relevant articles and documents

Method of producing tibolone metabolites by fermentation with Rhizopus stolonifer

A new method of producing metabolites of tibolone comprising fermenting tibolone with Rhizopus stolonifer (ATCC 12938) resulting in the formation of Δ4-Tibolone (C21H28O2), 6β-Hydroxytibolone, and 15β-Hydroxytibolone (C21H28O3) is reported.

Liquid chromatography-mass spectrometry (LC-MS) of steroid hormone metabolites and its applications

Advances in liquid chromatography-mass spectrometry (LC-MS) can be used to measure steroid hormone metabolites in vitro and in vivo. We find that LC-electrospray ionization (ESI)-MS using a LCQ ion trap mass spectrometer in the negative ion mode can be used to monitor the product profile that results from 5α-dihydrotestosterone (DHT)-17β-glucuronide, DHT-17β-sulfate, and tibolone-17β-sulfate reduction catalyzed by human members of the aldo-keto reductase (AKR) 1C subfamily and assign kinetic constants to these reactions. We also developed a stable isotope dilution LC-electron capture atmospheric pressure chemical ionization (ECAPCI)-MS method for the quantitative analysis of estrone (E1) and its metabolites as pentafluorobenzyl (PFB) derivatives in human plasma in the attomole range. The limit of detection for E1-PFB was 740. attomole on column. Separations can be performed using normal-phase LC because ionization takes place in the gas phase rather than in solution. This permits efficient separation of the regioisomeric 2- and 4-methoxy-E1. The method was validated for the simultaneous analysis of plasma E2 and its metabolites: 2-methoxy-E2, 4-methoxy-E2, 16α-hydroxy-E2, estrone (E1), 2-methoxy-E1, 4-methoxy-EI, and 16α-hydroxy-E1 from 5. pg/mL to 2000. pg/mL. Our LC-MS methods have sufficient sensitivity to detect steroid hormone levels in prostate and breast tumors and should aid their molecular diagnosis and treatment.

Stereochemical analysis of the 3α- and 3β-hydroxy metabolites of tibolone through NMR and quantum-chemical investigations. An experimental test of GIAO calculations

The configuration at C-3 of the 3α- and 3β-hydroxy metabolites of tibolone was studied by extensive application of one- and two-dimensional 1H and 13C NMR spectroscopy combined with molecular modeling performed at the B3LYP/6-31G(d)