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Testosterone Propionate

HCID 5995
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
57-85-2
Standard SMILES
CCC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C
InChIKey
PDMMFKSKQVNJMI-BLQWBTBKSA-N
Molecular formula
C22H32O3
Average molar mass
344.5 g/mol
Monoisotopic mass
344.23514488

Overview

Testosterone propionate appears as odorless white or yellowish-white crystals or a white or creamy-white crystalline powder. (NTP, 1992)

Names & identifiers

Preferred name
Testosterone Propionate
IUPAC
[(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] propanoate
English name
Testosterone propionate
Molecular formula
C22H32O3
Molecular weight
344.5

Names & synonyms

testosterone propionate57-85-2Bio-testiculinaEnarmonAndrotest PAndrolonAndrotestonAquavironHormotestonTestodetTestodrinTestogen
Show more names
Androgennsc9166Test PropTestosteron propionate3-Oxoandrost-4-en-17-yl propionateOkasa-masculOrchisteroneoretonpropionate
TestoniqueTestormolTestrexTostrinNeo-HombreolMasenateOrchistinPantestin

Database identifiers

CAS
57-85-2
PubChem CID
5995
DTXSID
DTXSID9036515
ChEMBL
CHEMBL1170
ChEBI
CHEBI:9466
UNII
WI93Z9138A
EC Number
200-351-1
Nikkaji
J4.584E

Properties

Computed structural properties

XLogP
4.4
Topological polar surface area
43.4 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
3
Heavy atoms
25
Formal charge
0
Complexity
621

Experimental & physicochemical properties

Drugs · 2 items

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds

LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202]
SpringerMaterials PropertiesCrystal structure
LogP3.72
Solubility · 2 items

less than 1 mg/mL at 76.1 °F (NTP, 1992)

5.02e-03 g/L

Human Drugs · 3 items

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Pharmaceuticals

Animal DrugsActive Ingredients (Testosterone Propionate) -> FDA Greenbook
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point · 2 items

244 to 252 °F (NTP, 1992)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H302 (96.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P263, P264, P270, P273, P280, P301+P317, P318, P319, P330, P391, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 87 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationTestosterone propionate: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Androst-4-en-3-one, 17-(1-oxopropoxy)-, (17.beta.)-: Human health tier I assessment
Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health Hazards · 1 item

SYMPTOMS: Symptoms of exposure to this compound include increased retention of nitrogen, calcium, sodium, potassium, chloride and phosphate which results in increased skeletal weight; water retention, increased vascularity of the skin, hypercalcemia, increased bone growth and stomatitis. In males, small doses ma cause increased number of spermatozoa produced, while large doses may cause suppressed formation of spermatozoa. In women, this compound may cause suppression of ovarian activity and menstruation, symptoms of virilism, atrophy of the breasts and endometrial tissue, increased libido and suppressed lactation. Other symptoms in women include male-pattern hirsuitism, deepening of the voice, acne and hypertrophy of the clitoris. Other symptoms of exposure to this type of compound through ingestion include menstrual irregularities, excessive body hair, prominent musculature, sustained erections, edema, jaundice, hepatic adenocarcinoma and feminization in males. In children, this chemical may cause serious disturbances of growth and of sexual and osseous development.

Chemistry & industry

Pharmacology

Protein BindingEven 98% of testosterone in plasma is bound to sex hormone-binding globulin and 2% remains unbound or bound to albumin and other proteins.
PharmacodynamicsThe administration of testosterone propionate can induce production of proteins related to male sexual development. Clinical trials have shown a decrease in plasma LH after the administration of testosterone propionate.
Mechanism of Action · 1 item

The effects of testosterone in humans and other vertebrates occur by way of two main mechanisms: by activation of the androgen receptor (directly or as DHT), and by conversion to estradiol and activation of certain estrogen receptors. Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5alpha-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5alpha-reductase. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects.

Biological Half-LifeTestosterone propionate possesses a relatively short half-life compared with other testosterone esters at approximately 4.5 days.
Metabolism/Metabolites · 2 items

As all testosterone esters, testosterone propionate is rapidly hydrolysed into free testosterone in plasma. Testosterone is metabolized to 17-keto steroids through two different pathways. The major active metabolites are estradiol and dihydrotestosterone (DHT).

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). Route of 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.

Absorption, Distribution and Excretion · 4 items

Testosterone propionate presents a slow absorption from the intramuscular site of administration. This slow absorption is due to the presence of the less polar ester group. The absorption rate of testosterone propionate generates a frequent injection requirement when compared with testosterone enanthate or testosterone cypionate. It presents absorption parameters of AUC and residence time of 180-210 ng h/ml and 40-60 h, respectively.

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes

118-123 °C

Physical Description · 2 items

Testosterone propionate appears as odorless white or yellowish-white crystals or a white or creamy-white crystalline powder. (NTP, 1992)

Solid

Collision Cross Section · 2 items

191.1 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID9036515]

188.2 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point
118 · 118-123 °C
alpha
25 · D25 +83 to +90° (100 mg in 10 ml dioxane)
Boiling point
419.57 °C · 419.57°C (rough estimate)
Density
1.0906 · 1.0906 (rough estimate)
refractive index
1.5 · 1.5000 (estimate)
storage temp.
-20 °C · Store at -20°C
solubility
10 mg/mL · ethanol: 10 mg/mL
form
solid
color
white
biological source
synthetic (organic)
Water Solubility
0.1 g/100 · <0.1 g/100 mL at 24.5 ºC
Merck
13 · 13,9255
BRN
3221760 · 3221760
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
SMILES
[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]4(C)[C@H](CC[C@@]24[H])OC(=O)CC
CAS DataBase Reference
57 · 57-85-2(CAS DataBase Reference)
EWG's Food Scores
1 · 1
NCI Dictionary of Cancer Terms
androgen
FDA UNII
93 Z9138A · WI93Z9138A
NIST Chemistry Reference
-17 · Androstene-17(beta)-propionate-3-one,delta8-(57-85-2)
EPA Substance Registry System
Testosterone propionate (57-85-2)
UNSPSC Code
51111800 · 51111800
NACRES
77 · NA.77
Symbol(GHS)
7 · GHS07,GHS08,GHS09
Signal word
Danger
Hazard statements
302 · H302-H351-H360FD-H400
Precautionary statements
202 · P202-P264-P270-P273-P301+P312-P308+P313
PPE
3 · Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes
T
Risk Statements
45 · 45-22-63
Safety Statements
53 · 53-36/37-45
RIDADR
2811 · 2811
WGK Germany
3 · 3
RTECS
3115000 · XA3115000
TSCA
TSCA listed
HS Code
29372900 · 29372900
Storage Class
6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
4 OralAquatic · Acute Tox. 4 OralAquatic Acute 1Carc. 2Repr. 1A
Toxicity
50 oral · LD50 oral in rat: 1gm/kg
Reactive GroupEsters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
Reactivity ProfileTESTOSTERONE PROPIONATE is sensitive to light. Incompatible with alkalis and oxidizing agents. (NTP, 1992).
Air and Water ReactionsInsoluble in water.
Hazard Classes and CategoriesAcute Tox. 4 (96.6%)

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). (NTP, 1992)

Toxicology

Toxicity Summary · 1 item

The effects of testosterone in humans and other vertebrates occur by way of two main mechanisms: by activation of the androgen receptor (directly or as DHT), and by conversion to estradiol and activation of certain estrogen receptors. Free testosterone (T) is transported into the cytoplasm of target tissue cells, where it can bind to the androgen receptor, or can be reduced to 5&alpha;-dihydrotestosterone (DHT) by the cytoplasmic enzyme 5&alpha;-reductase. DHT binds to the same androgen receptor even more strongly than T, so that its androgenic potency is about 2.5 times that of T. The T-receptor or DHT-receptor complex undergoes a structural change that allows it to move into the cell nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects.

Signs and SymptomsSide effects include amnesia, anxiety, discolored hair, dizziness, dry skin, hirsutism, hostility, impaired urination, paresthesia, penis disorder, peripheral edema, sweating, and vasodilation.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Safety data

PPE
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
wgk
3
tsca
TSCA listed
rtecs
XA3115000
ridadr
2811
hs_code
29372900
Toxicity
LD50 oral in rat: 1gm/kg
risk_code
45-22-63
Signal word
Danger
Symbol(GHS)
GHS07,GHS08,GHS09
hazard_code
T
safety_code
53-36/37-45
Storage Class
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard statements
H302-H351-H360FD-H400
Hazard Classifications
Acute Tox. 4 OralAquatic Acute 1Carc. 2Repr. 1A
Precautionary statements
P202-P264-P270-P273-P301+P312-P308+P313

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. From the rest of the dose, approximately 6% of a dose is excreted in the feces, mostly in the unconjugated form.

The registered volume of distribution for testosterone propionate is in the range of 75-120 L/kg.

Testosterone propionate has a reduced clearance rate compared to testosterone. The reported clearance rate is of approximately 2000 ml/min.

Cellular LocationsCytoplasm

Uses & manufacturing

UsesTestosterone 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.
Use Classification · 2 items

Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients

Pharmaceuticals

General Manufacturing InformationAndrost-4-en-3-one, 17-(1-oxopropoxy)-, (17.beta.)-: INACTIVE
Applications · 2 items

UsesTestosterone propionate is an is an androgen and anabolic steroid (AAS) medication, which directs the development of the male phenotype during embryogenesis and at puberty. It has been widely used by athletes and bodybuilders for physical performance enhancement. Testosterone propionate has also been used for studying its effects on pregnant ewes.

General DescriptionTestosterone propionate appears as odorless white or yellowish-white crystals or a white or creamy-white crystalline powder. (NTP, 1992)

Upstream & downstream products

Upstream raw materials

TestosteronePropionic anhydridePropionyl chloridePyridine

Downstream products

Clostebol propionate

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
Shanghai Biolang Biotechnology Co., Ltd.+86-15970428662 +86-13397199602 · [email protected]
湖北金梭生物科技有限公司00123456789 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
南京世洲生物科技有限公司025-025-85560043 17301488900 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
上海晶抗生物工程有限公司021-54721350 13524668266 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
北京绿百草科技发展有限公司010-61136123 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
Cangzhou Wanyou New Material Technology Co.,Ltd18631714998 · [email protected]
上海诗丹德标准技术服务有限公司021-021-57127007-6622-6622 17621252073 · [email protected]
天津万象恒远科技有限公司15722085254 · [email protected]
Pure Chemistry Scientific Inc.001-857-928-2050 or 1-888-588-9418 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
Zhejiang J&C Biological Technology Co.,Limited+1-2135480471 · [email protected]
浙江佑宁医药有限公司15557595058
上海竺钥化工有限公司021-33559231 18964673308 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
武汉盈邦医药有限公司+86-13296627870; +86-13971566811 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
Hebei Qige Biological Technology Co. Ltd+86 +8618733132031
Wuhan Demeikai Biotechnology Co., Ltd+8618942921723 · [email protected]
斯百全化学(上海)有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
广州普罗艾森生物医药有限公司19098059326 · [email protected]
Wuhan NCE Biomedical Co.,Ltd.4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988
上海遐瑞医药科技有限公司+86 21 61551611
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
上海诺宝化工有限公司+86(0)21 60484900
Hubei Datong Bio-Chemical Technology Co.,Ltd027-87666700 · [email protected]
Clearsynth Labs Limited+91-22-26355700 · [email protected]
南京生利德生物科技有限公司025-57798810 18652991625 · [email protected]
Xunteng International Trading Co.,Limited—
湖北鑫源顺医药化工有限公司13971561712, 13995564702, 027-50664929 · [email protected]
上海湄水化工科技有限公司021-60549325 18616193163
上海将来实业股份有限公司021-61552785 · [email protected]
HBCChem, Inc.+1-510-219-6317 · [email protected]
北京汤普森生物科技有限公司+86-13439059536 +86-15201677815 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
湖南华腾制药有限公司400-8592883 15367835770 · [email protected]
Taizhou Xinen Biotechnology Co., Ltd.+8615068633455 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
Wuhan Biocar Bio-Pharm Co., Ltd.86 15387057351 · [email protected]

Additional notes

DefinitionChEBI: Testosterone propionate is a steroid ester.