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57-85-2 molecular structure
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(1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl propanoate

ChemBase ID: 1228
Molecular Formular: C22H32O3
Molecular Mass: 344.48768
Monoisotopic Mass: 344.23514488
SMILES and InChIs

SMILES:
O([C@@H]1[C@@]2([C@H]([C@H]3[C@@H]([C@@]4(C(=CC(=O)CC4)CC3)C)CC2)CC1)C)C(=O)CC
Canonical SMILES:
CCC(=O)O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
InChI:
InChI=1S/C22H32O3/c1-4-20(24)25-19-8-7-17-16-6-5-14-13-15(23)9-11-21(14,2)18(16)10-12-22(17,19)3/h13,16-19H,4-12H2,1-3H3/t16-,17-,18-,19-,21-,22-/m0/s1
InChIKey:
PDMMFKSKQVNJMI-BLQWBTBKSA-N

Cite this record

CBID:1228 http://www.chembase.cn/molecule-1228.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl propanoate
(1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl propanoate
IUPAC Traditional name
androgen
testosterone propionate
Brand Name
Testex
Agovirin
Synonyms
Androlon
Androtest P
Androteston
Aquaviron
Bio-testiculina
Enarmon
Hormoteston
NRB 03689
NSC
(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 propionate
17β-Hydroxy-4-androsten-3-one 17-propionate
17β-Propionyloxy-4-androsten-3-one
4-Androsten-17β-ol-3-one 17-propionate
Testosterone propionate
Testosteroni propionas
Testosterone Propionate
(17β)-17-(1-Oxopropoxy)androst-4-en-3-one
17β-(Propionyloxy)androst-4-en-3-one
Agovirin
Testodrin
Testosterone-17-propionate
Testoviron
Testrex
Virormone
丙酸睾酮
丙酸睾丸素
CAS Number
57-85-2
EC Number
200-351-1
MDL Number
MFCD00003653
Beilstein Number
3221760
PubChem SID
160964688
46508693
24888692
24899994
PubChem CID
5995

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 19.086855  H Acceptors
H Donor LogD (pH = 5.5) 4.5070844 
LogD (pH = 7.4) 4.5070844  Log P 4.5070844 
Molar Refractivity 98.2082 cm3 Polarizability 38.92798 Å3
Polar Surface Area 43.37 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P 3.65  LOG S -4.84 
Solubility (Water) 5.02e-03 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble4.4 mg/mL expand Show data source
ethanol: soluble10 mg/mL expand Show data source
H2O: insoluble expand Show data source
Apperance
white solid expand Show data source
Melting Point
118-123 °C expand Show data source
Optical Rotation
[α]20/D +86±3°, c = 2% in dioxane expand Show data source
Storage Condition
-20°C expand Show data source
RTECS
XA3115000 expand Show data source
European Hazard Symbols
Toxic Toxic (T) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
45-63-22 expand Show data source
Safety Statements
53-36/37-45 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS08 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H302-H350-H361 expand Show data source
GHS Precautionary statements
P201-P281-P308 + P313 expand Show data source
Personal Protective Equipment
Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges expand Show data source
Drug Control
USDEA Schedule III; Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada expand Show data source
USDEA Schedule IIIN; regulated under CDSA - not available from Sigma-Aldrich Canada expand Show data source
Target
Androgen Receptor / Estrogen receptor expand Show data source
Gene Information
human ... CYP17A1(1586)rat ... Ar(24208) expand Show data source
Purity
≥97.0% (HPLC) expand Show data source
97% expand Show data source
Grade
Ph Eur expand Show data source
purum expand Show data source
VETRANAL™, analytical standard expand Show data source
Salt Data
Propionate expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Pharmacopeia
testing & handling conforms to Pharmacopeia expand Show data source
Empirical Formula (Hill Notation)
C22H32O3 expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals DrugBank DrugBank Selleck Chemicals Selleck Chemicals Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals - 05218655 external link
MP Biomedicals Rare Chemical collection
DrugBank - DB01420 external link
Item Information
Drug Groups approved
Description An ester of testosterone with a propionate substitution at the 17-beta position. [PubChem]
Indication Testosterone propionate is an anabolic steroid and a short ester form of testosterone that becomes active in the body. It is often used for muscle mass building.
Pharmacology Testosterone is a steroid hormone from the androgen group. Testosterone is primarily secreted from the testes of males. In females, it is produced in the ovaries, adrenal glands and by conversion of adrostenedione in the periphery. It is the principal male sex hormone and an anabolic steroid. In both males and females, it plays key roles in health and well-being. Examples include enhanced libido, energy, immune function, and protection against osteoporosis. On average, the adult male body produces about twenty times the amount of testosterone than an adult female's body does. In the body, this ester form of testosterone is hydrolyzed rapidly and become actively available as testosterone.
Toxicity Side effects include amnesia, anxiety, discolored hair, dizziness, dry skin, hirsutism, hostility, impaired urination, paresthesia, penis disorder, peripheral edema, sweating, and vasodilation.
Affected Organisms
Humans and other mammals
Biotransformation Testosterone propionate is rapidly hydrolysed into testosterone. Testosterone is metabolized to 17-keto steroids through two different pathways. The major active metabolites are estradiol and dihydrotestosterone (DHT).
Protein Binding 40% of testosterone in plasma is bound to sex hormone-binding globulin and 2% remains unbound and the rest is bound to albumin and other proteins.
Elimination About 90% of a dose of testosterone given intramuscularly is excreted in the urine as glucuronic and sulfuric acid conjugates of testosterone and its metabolites; about 6% of a dose is excreted in the feces, mostly in the unconjugated form.
External Links
Drugs.com
Selleck Chemicals - S2558 external link
Biological Activity:
Testosterone propionate (Agovirin) is a direct androgen receptor activator and an indirect certain estrogen receptors activator. Testosterone propionate (Agovirin) increases the level of the IGF-1 hormone which leads to muscle growth. Testosterone propionate (Agovirin) has been used for the increase of the nitrogen in the muscles and this leads to the increase of the proteins in the muscles as well. When the muscle fibers have a lot of proteins, they increase in size and quality. As with other testosterones, testosterone propionate (Agovirin) leads to the increase in the activity of the satellite cells which leads to faster recovery after exercising among others. Testosterone propionate (Agovirin) also prevents muscles from wasting and maintains the quality of the muscles you have gained for some time. When testosterone propionate (Agovirin) comes to fat loss, testosterone propionate (Agovirin) is a leader as testosterone propionate (Agovirin) promotes muscle gain and fat loss. [1][2][3]References on Testosterone propionate (Agovirin)[] TEM, 1998, 9:317-324
Sigma Aldrich - T1875 external link
Biochem/physiol Actions
Androgen.
Physical form
Photosensitive solid
Sigma Aldrich - 86541 external link
Other Notes
Sales restrictions may apply
Sigma Aldrich - 86540 external link
Other Notes
Sales restrictions may apply
Sigma Aldrich - 46925 external link
Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC
Toronto Research Chemicals - T155045 external link
Anabolic steroid. Androgen.Controlled substance.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • http://en.wikipedia.org/wiki/Testosterone
  • • Glass, A., et al.: J. Clin. Endocrinol. Metab., 45, 1211 (1977)
  • • Behre, H., et al.: Eur. J. Endocrinol., 140, 414 (1977)
  • • Nieschlag, E., et al.: Steroids, 68, 965 (1977)
  • • Wang, C., et al.: J. Clin. Endocrinol. Metab., 91, 460 (1977)
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PATENTS

PATENTS

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INTERNET

INTERNET

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