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Basic information

  • Name:
  • Androst-4-en-3-one,17-hydroxy-, (17b)-

  • Superlist Name:
  • Testosterone
  • CAS No.:
  • 58-22-0

  • Formula:
  • C19H28O2
  • Synonyms:
  • Testosterone(7CI,8CI);(+)-Testosterone;17b-Hydroxy-D4-androsten-3-one;4-Androsten-3-one-17b-ol;Andro 100;Androderm;Andronaq;Androst-4-en-17b-ol-3-one;Androst-4-ene-17b-ol-3-one;Andrusol;COL 1621;Cristerona T;Geno-cristaux Gremy;Homosterone;Intrinsa;Mertestate;Neotestis;Opterone;Orquisteron;Percutacrineandrogenique;Primoteston;Relibra;Striant;Sustanone;Synandrol F;Testandrone;Testim;Testobase;Testogel;Testolin;Testosteron;Testro AQ;Testryl;Tostrex;Virormone;D4-Androsten-17b-ol-3-one;Testosterone;
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Consensus Reports

IARC Cancer Review: Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 6 ,1974,p. 209.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) , IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 21 ,1979,p. 519.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 21 ,1979,p. 519.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Specification

The Testosterone is a steroid hormone from the androgen group and is found in mammals, reptiles, birds, and other vertebrates. The IUPAC name of this chemical is (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one. With the CAS registry number 58-22-0, it is also named as 17-Hydroxy-(17-beta)-androst-4-en-3-one. The product's categories are MI; TPI; steroids; intermediates & fine chemicals; pharmaceuticals; intracellular receptor. It is white crystalline odourless solid which is soluble in ethanol (1:5) and chloroform (1:2), dissolved in ether (1:100), and insoluble in water. When heated to decomposition it emits acrid smoke and irritating fumes.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.48; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.48; (4)ACD/LogD (pH 7.4): 3.48; (5)ACD/BCF (pH 5.5): 257.74; (6)ACD/BCF (pH 7.4): 257.74; (7)ACD/KOC (pH 5.5): 1851.51; (8)ACD/KOC (pH 7.4): 1851.51; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.56; (13)Molar Refractivity: 83.11 cm3; (14)Molar Volume: 256.9 cm3; (15)Polarizability: 32.94×10-24 cm3; (16)Surface Tension: 44.4 dyne/cm; (17)Enthalpy of Vaporization: 79.52 kJ/mol; (18)Vapour Pressure: 2.6E-09 mmHg at 25°C; (19)Tautomer Count: 5; (20)Exact Mass: 288.20893; (21)MonoIsotopic Mass: 288.20893; (22)Topological Polar Surface Area: 37.3; (23)Heavy Atom Count: 21.

Preparation of Testosterone: The Androst-4-enedione is restored by lithium aluminum hydride, and oxidated by manganese dioxide. Then we can get the product.

Uses of Testosterone: In mammals, it is primarily secreted in the testes of males and the ovaries of females, although small amounts are also secreted by the adrenal glands. It is the principal male sex hormone and an anabolic steroid. Testosterone is used for the treatment of eunuchism, male menopause syndrome, impotence and other diseases.

When you are using this chemical, please be cautious about it as the following:
It is highly flammable and harmful by inhalation. It is also may form explosive peroxides and has limited evidence of a carcinogenic effect. Additionally, Testosterone may impair fertility and cause harm to the unborn child, so people should avoid contact with skin and eyes. If you want to contact this product, you must wear suitable protective clothing and gloves. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) Avoid exposure - obtain special instructions before use. 

People can use the following data to convert to the molecule structure.
1. SMILES:O=C4\C=C2/[C@]([C@H]1CC[C@@]3([C@@H](O)CC[C@H]3[C@@H]1CC2)C)(C)CC4
2. InChI:InChI=1/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1.

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LD50 oral > 5gm/kg (5000mg/kg)   Toksikologicheskii Vestnik. Vol. (2), Pg. 6, 1996.
rat LDLo intraperitoneal 326mg/kg (326mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Proceedings of the Society for Experimental Biology and Medicine. Vol. 46, Pg. 116, 1941.

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