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Home> Encyclopedia >   /  Hormones and synthetic substitutes  /  Pharmaceutical Intermediates  /  Pharmaceutical  /  Other Inorganic Chemicals  /  Organic Intermediate
Testosterone enanthate structure
Testosterone enanthate structure

Testosterone enanthate

Iupac Name:[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] heptanoate
CAS No.:315-37-7
Molecular Weight:400.594
Introduction: Testosterone Enanthate is a derivative of testosterone (T155000), the principal hormone of the testes, produced by the interstitial cells. View more+
1. Names and Identifiers
1.1 Name
Testosterone enanthate
1.2 Synonyms

(17Β)-3-Oxoandrost-4-en-17-yl heptanoate (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl heptanoate (8R,9S,10R,13S,14S,17S)-10,13-Dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ylheptanoat 17-[(1-Oxoheptyl)oxy]androst-4-en-3-one 17-Hydroxyandrost-4-en-3-one, 17-heptanoate 3-Oxoandrost-4-en-17-yl heptanoate Andro L.A. 200 Androst-4-en-3-one, 17-[(1-oxoheptyl)oxy]-, (17beta)- Androst-4-en-3-one, 17-[(1-oxoheptyl)oxy]-, (17Β)- Androst-4-en-3-one, 17Β-hydroxy-, heptanoate Atlates Atlatest Delatest Delatestryl EINECS 206-253-5 Everone Exten test Factory hot selling Testosterone Enanthate cas315-37-7 CAS NO.315-37-7 heptanoate de (8R,9S,10R,13S,14S,17S)-10,13-diméthyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tétradécahydro-1H-cyclopenta[a]phénanthrén-17-yle Heptanoic acid, (17Β)-3-oxoandrost-4-en-17-yl ester Malogen L.A. MFCD00055890 Primoteston reposotmd Testate testenate Testinon testosterone ananthane Testosterone enantate Testosterone heptanoate testosterone oenanthate

1.3 CAS No.
315-37-7
1.4 CID
9416
1.5 EINECS(EC#)
206-253-5
1.6 Molecular Formula
C26H40O3 (isomer)
1.7 Inchi
InChI=1S/C26H40O3/c1-4-5-6-7-8-24(28)29-23-12-11-21-20-10-9-18-17-19(27)13-15-25(18,2)22(20)14-16-26(21,23)3/h17,20-23H,4-16H2,1-3H3/t20-,21-,22-,23-,25-,26-/m0/s1
1.8 InChkey
VOCBWIIFXDYGNZ-IXKNJLPQSA-N
1.9 Canonical Smiles
CCCCCCC(=O)OC1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C
1.10 Isomers Smiles
CCCCCCC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C
2. Properties
3.1 Density
1.06
3.1 Melting point
34-39℃
3.1 Boiling point
503.9°Cat760mmHg
3.1 Refractive index
1.4700 (estimate)
3.1 Flash Point
214.2°C
3.1 Precise Quality
400.29800
3.1 PSA
43.37000
3.1 logP
6.40050
3.1 Appearance
White crystalline powder
3.2 Chemical Properties
White or yellowish-white, crystalline powder.
3.3 Color/Form
Powder
3.4 Water Solubility
Insoluble
3.5 StorageTemp
2-8°C
3. Use and Manufacturing
4.1 Usage
Testosterone Enanthate is a derivative of testosterone (T155000), the principal hormone of the testes, produced by the interstitial cells.
4. Safety and Handling
5.1 Symbol
GHS07, GHS08
5.1 Hazard Codes
T
5.1 Signal Word
Danger
5.1 Risk Statements
45-63
5.1 Safety Statements
S22;S45;S53;S36;S37;S39
5.1 Hazard Declaration
H302-H350-H361
5.1 RIDADR
NONH for all modes of transport
5.1 Caution Statement
P201-P281-P308 + P313
5.1 WGK Germany
3
5.1 RTECS
XA3080000
5.1 Report

EPA Genetic Toxicology Program.

5.2 Safety

Poison by intraperitoneal route. Human systemic effects by ingestion: dyspnea. Human reproductive effects by ingestion, intramuscular, and parenteral routes: changes in spermatogenesis and paternal effects to testes, epididymis, and sperm duct. Experimental reproductive effects. Questionable carcinogen with experimental tumorigenic and teratogenic data. When heated to decomposition it emits acrid smoke and irritating fumes. A drug used to treat hypogonadism and metastatic breast cancer. See also TESTOSTERONE.
Hazard Codes:?ToxicT
Risk Statements: 45-63
?R45:May cause cancer.?
R63:Possible risk of harm to the unborn child.
Safety Statements: 53-22-36/37/39-45?
S22:Do not breathe dust.?
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.?
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)?
S53:Avoid exposure - obtain special instructions before use.

5.3 Specification

?Testosterone heptanoate , its cas register number is 315-37-7. It also can be called Testosterone enanthate ; 17-((1-Oxoheptyl)oxy)androst-4-en-3-one ; and 17b-Hydroxyandrost-4-en-3-one-17-ethanate .

5.4 Toxicity
1. ???

ims-rbt TDLo:409?mg/kg/2Y-I:ETA,TER

??? CNREA8 ?? Cancer Research. 26 (1966),474.
2. ???

ims-man TDLo:7519?mg/kg/5W-I:PUL

??? NEJMAG ?? New England Journal of Medicine. 308 (1983),508.
3. ???

ipr-rat LD50:2000?mg/kg

??? DRUGAY ?? Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. 6 (1982),486.
4. ???

ipr-mus LD50:4?mg/kg CLDND*

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Carcinogenicity, Category 1B

Reproductive toxicity, Category 2

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Danger

Hazard statement(s)

H302 Harmful if swallowed

H350 May cause cancer

H361 Suspected of damaging fertility or the unborn child

Precautionary statement(s)
Prevention

P264 Wash ... thoroughly after handling.

P270 Do not eat, drink or smoke when using this product.

P201 Obtain special instructions before use.

P202 Do not handle until all safety precautions have been read and understood.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

Response

P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell.

P330 Rinse mouth.

P308+P313 IF exposed or concerned: Get medical advice/ attention.

Storage

P405 Store locked up.

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

8. Precursor and Product
9. Other Information
9.0 Indications and Usage
Testosterone enanthate is a type of androgen drug, and it is a synthetic compound of testosterone proprionate and testosterone enantate. Its effects are the same as those of testosterone acetate, which include promoting the development of male sex organs and secondary sex characteristics and resisting estrogen. It also has protein assimilating effects, which allow it to help muscle growth and weight gain. Testosterone enanthate can inhibit the pituitary gland and promote sex hormone secretion, thus decreasing the endogenous testosterone secreted by Leydig cells, which achieves the purpose of stopping spermatogenesis.
Testosterone enanthate can be used as a long-term male birth control drug. It is clinically used to treat male hypogonadism and gonadal insufficiency, sex organ hypogenesis, infertility, eunuchism, and cryptorchidism. It can also be used to treat female dysfunctional uterine bleeding, menopausal syndrome, breast cancer and uterine cancer. It can also treat cirrhosis, aplastic anemia, osteoporosis and other consumptive diseases.
9.1 Drug Metabolism
After injection, it creates a blood concentration higher than the physiological level, and then blood concentration decreases rapidly.
9.2 Clinical Research
In a trial that injected monkeys with testosterone enanthate every week, the monkeys’ sperm cells began experiencing apoptosis in a week, with apoptosis rates peaking in the fifth week. A clinical trial with 308 participants also showed that testosterone enanthate’s birth-control effects are much more effective on Asian men than on Caucasian men, as over 95% of Asian men achieved azoospermia, while only 40-70% of Caucasian men did.
A trial of over 100 volunteers showed that weekly muscle injections of 250mg led to most men developing azoospermia or severe ogliospermia in 10 weeks, and that sperm count could recover after ceasing injection for a certain period of time. If the injection intervals are extended to over 10-12 days, even increasing dosage will not have desired effects. Testosterone enanthate only needs to be injected once a week, which is an advantage over testosterone acetate.
9.3 Adverse reactions
Large dosages or extended use can cause water and sodium retention and edema. Young women may exhibit virilism, with characteristics including deepened voice, hair growth, acne, clitoral hypertrophy, etc. Not to be used by patients with prostatic cancer or pregnant patients. Should be used with caution by patients with prostate hypertrophy and liver and kidney dysfunction. When treating breast cancer, drug usage should be stopped immediately if hypercalcemia is detected.
9.4 Description
Testosterone enanthate (Item No. 22546) is an analytical reference standard categorized as an anabolic androgenic steroid. It is an ester of the naturally occurring androgen, testosterone (Item Nos. 15645 | ISO60154) with a longer half-life. Formulations containing testosterone enanthate have been tested for use in hypogonadism and as a potential male contraceptive. Formulations containing it have been associated with higher levels of total cholesterol, low density lipoproteins, and triglycerides and lower levels of high density lipoproteins. Anabolic steroids, including testosterone enanthate, have been used to enhance physical performance in racehorses and athletes, and methods to detect steroids, their derivatives, and their metabolites have been developed. This product is intended for research and forensic applications.
9.5 Chemical Properties
White or yellowish-white, crystalline powder.
9.6 Originator
Delatestryl,Squibb,US,1954
9.7 Uses
Testosterone Enanthate is a derivative of testosterone (T155000), the principal hormone of the testes, produced by the interstitial cells.
9.8 Manufacturing Process
A mixture of testosterone, pyridine and oenanthic acid anhydride is heated for 1 1/2 hours to 125°C. The cooled reaction mixture is decomposed with water while stirring and cooling. After prolonged standing at a temperature below room temperature, the whole is extracted with ether and the ethereal solution is washed consecutively with dilute sulfuric acid, water, 5% sodium hydroxide solution, and again with water. The crude ester remaining on evaporation of the dried ether solution, after recrystallization from pentane, melts at 36° to 37.5°C.
9.9 Therapeutic Function
Androgen
10. Computational chemical data
  • Molecular Weight:400.594g/mol
  • Molecular Formula:C26H40O3
  • Compound Is Canonicalized:True
  • XLogP3-AA:
  • Exact Mass:400.29774513
  • Monoisotopic Mass:400.29774513
  • Complexity:679
  • Rotatable Bond Count:7
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:3
  • Topological Polar Surface Area:43.4
  • Heavy Atom Count:29
  • Defined Atom Stereocenter Count:6
  • Undefined Atom Stereocenter Count:0
  • Defined Bond Stereocenter Count:0
  • Undefined Bond Stereocenter Count:0
  • Isotope Atom Count:0
  • Covalently-Bonded Unit Count:1
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