3D Mol Similar

Oxandrolone

: Iupac Name：(1S,3aS,3bR,5aS,9aS,9bS,11aS)-1-hydroxy-1,9a,11a-trimethyl-2,3,3a,3b,4,5,5a,6,9,9b,10,11-dodecahydroindeno[4,5-h]isochromen-7-one; CAS No.: 53-39-4; Molecular Weight：306.446; Modify Date.: 2022-11-02 11:25; Introduction: Oxandrolone is a synthetic anabolic-androgenic steroid. It is a 17 alpha-methylated version of dihydrotestosterone (DHT). It can be used for the treatment of many kinds of disorders such as idiopathic short stature, body mass loss due to catabolic illness, severe burns, trauma and hereditary angioedema as well as turner syndrome. Oxandrolone is especially effective in the treatment of severe burns without causing obvious side effects. It acts as an agonist of the androgen receptor, which modulates related gene expression to increase protein synthesis, further boosting muscle growth and increasing body mass as well as bone mineral density. However, it should be noted that its androgenic effect is less than its anabolic effect. View more+

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1. Names and Identifiers

: 1.1 Name; Oxandrolone; 1.2 Synonyms; (17β)-Oxandrolone (4aS,4bS,6aS,7S,9aS,9bR,11aS)-Tetradecahydro-7-hydroxy-4a,6a,7-trimethylcyclopenta[5,6]naphtho[1,2-c]pyran-2(1H)-one 17b-Hydroxy-17a-methyl-2-oxa-5a-androstan-3-one 17b-Hydroxy-17-methyl-2-oxa-5a-androstan-3-one 17-Methyl-2-oxa-5a-androstan-17b-ol-3-one 17-Methyl-2-oxa-5α-androstan-17β-ol-3-one 17β-Hydroxy-17-methyl-2-oxa-5α-androstan-3-one 17β-Hydroxy-17α-methyl-2-oxa-5α-androstan-3-one 2-Oxa-5a-androstan-3-one, 17b-hydroxy-17-methyl- (7CI,8CI) 2-Oxa-5α-androstan-3-one, 17β-hydroxy-17-methyl- 2-Oxaandrostan-3-one, 17-hydroxy-17-methyl-, (5a,17b)- 2-Oxaandrostan-3-one, 17-hydroxy-17-methyl-, (5α,17β)- 8075CB Anavar Cyclopenta[5,6]naphtho[1,2-c]pyran-2(1H)-one, tetradecahydro-7-hydroxy-4a,6a,7-trimethyl-, (4aS,4bS,6aS,7S,9aS,9bR,11aS)- Lonavar NSC 67068 Oxandren Oxandrin Protivar Provitar SC 11585 SC11585 Vasorome; View all

1.3 CAS No.: 53-39-4

1.4 CID: 5878

1.5 EINECS(EC#): 200-172-9

1.6 Molecular Formula: C19H30O3 (isomer)

1.7 Inchi: InChI=1S/C19H30O3/c1-17-11-22-16(20)10-12(17)4-5-13-14(17)6-8-18(2)15(13)7-9-19(18,3)21/h12-15,21H,4-11H2,1-3H3/t12-,13+,14-,15-,17-,18-,19-/m0/s1

1.8 InChIkey: QSLJIVKCVHQPLV-PEMPUTJUSA-N

1.9 Canonical Smiles: CC12CCC3C(C1CCC2(C)O)CCC4C3(COC(=O)C4)C

1.10 Isomers Smiles: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C)O)CC[C@@H]4[C@@]3(COC(=O)C4)C

2. Properties

2.1 Density: 1.105

2.1 Melting point: 235-238℃

2.1 Boiling point: 444.4°Cat760mmHg

2.1 Refractive index: 1.526

2.1 Flash Point: 179.1°C

2.1 Precise Quality: 306.21900

2.1 PSA: 46.53000

2.1 logP: 3.54310

2.1 Solubility: DMSO: soluble2mg/mL (clear solution; warmed)

2.2 AnalyticLaboratory Methods: Analyte: oxandrolone;; matrix: chemical identification; procedure: infrared absorption spectrophotometry with comparison to standards

2.3 Appearance: White crystalline powder

2.4 Chemical Properties: White Solid

2.5 Color/Form: Crystals
Crystallized from 2-propanol
WHITE, CRYSTALLINE POWDER

2.6 Odor: ODORLESS

2.7 Physical: Solid

2.8 pKa: 15.15±0.60(Predicted)

2.9 Water Solubility: very slightly soluble in water

2.10 Spectral Properties: Specific optical rotation: -23 deg at 25 deg C/D
Max absorption: 2.87 nm; 5.79 nm

2.11 Stability: Stable in air but darkens when exposed to light

2.12 StorageTemp: Controlled Substance, -20?C Freezer

3. Use and Manufacturing

3.1 GHS Classification: Signal: Danger
GHS Hazard Statements
Aggregated GHS information provided by 38 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Reported as not meeting GHS hazard criteria by 1 of 38 companies. For more detailed information, please visit ECHA C&L website

Of the 4 notification(s) provided by 37 of 38 companies with hazard statement code(s):

H312 (97.3%): Harmful in contact with skin [Warning Acute toxicity, dermal]
H332 (97.3%): Harmful if inhaled [Warning Acute toxicity, inhalation]
H351 (32.43%): Suspected of causing cancer [Warning Carcinogenicity]
H360 (94.59%): May damage fertility or the unborn child [Danger Reproductive toxicity]

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

Precautionary Statement Codes
P201, P202, P261, P271, P280, P281, P302+P352, P304+P312, P304+P340, P308+P313, P312, P322, P363, P405, and P501; View all

3.2 Methods of Manufacturing: Pappo, US 3128283 (1964 to Searle)

3.3 Usage: The use of oxandrolone, an analog of testosterone possessing only 5% of testosterone's virilizing androgenic effects, enhances anabolism of muscle protein by improving the efficiency of protein synthesis in severely burned children. Oxandrolone administration decreases loss of body weight and improves healing of the donor site wound. In a large clinical trial by our group, 0.1 mg/kg oxandrolone administered twice daily reduced length of the acute hospitalization, sustained LBM, and improved liver protein synthesis. Severely burned pediatric patients receiving oxandrolone for 1 year experienced improved growth, decreased cardiac work, and improved muscle strength. Oxandrolone treatment also improved lung function at rest and during exercise in this patient population. These improvements were maintained for up to 4 years after treatment had ended. The benefits of oxandrolone administration after burn injury were further enhanced when the treatment period was increased from 1 to 2 years.

4. Safety and Handling

4.1 Symbol: GHS07, GHS08

4.1 Hazard Codes: T

4.1 Signal Word: Danger

4.1 Risk Statements: 60-63-20/21/22

4.1 Safety Statements: 22-36/37/39-45

4.1 Exposure Standards and Regulations: Schedules of controlled substances are established by section 202 of the Controlled Substances Act (21 U.S.C. 812). Schedule III shall consist of the drugs and other substances, by whatever official name, common or usual name, chemical name, or brand name designated, listed in this section. Unless specifically excepted or unless listed in another schedule, any material, compound, mixture, or preparation containing any quantity of the following substances, including its salts, isomers, and salts of isomers whenever the existence of such salts of isomers is possible within the specific chemical designation. DEA Code #: 4000; Drug class: anabolic steroids.
The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl oxandrolone, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act.

4.2 Octanol/Water Partition Coefficient: log Kow = 2.6 (est)

4.3 Hazard Declaration: H312 + H332-H360

4.3 DisposalMethods: SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

4.4 RIDADR: NONH for all modes of transport

4.4 Safety Profile: Moderately toxic by ingestion andintraperitoneal routes. Experimental reproductive effects.When heated to decomposition it emits acrid smoke andfumes.

4.5 Caution Statement: P201-P261-P280-P308 + P313

4.5 Formulations/Preparations: Oxandrolone, NF, Anavar, tablets: 2.5 mg; oral: 5 to 10 mg daily /From Table/

4.6 WGK Germany: 3

4.6 RTECS: RN6800700

4.6 Safety: Moderately toxic by ingestion and intraperitoneal routes. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and fumes.

4.7 Specification

The Oxandrolone is male hormone with the major role protein assimilation. It is used in the treatment of high cholesterol and triglyceride disorders. The IUPAC name of this chemical is (1S,3aS,3bR,5aS,9aS,9bS,11aS)-1-hydroxy-1,9a,11a-trimethyl-2,3,3a,3b,4,5,5a,6,9,9b,10,11-dodecahydroindeno[4,5-h]isochromen-7-one. With the CAS registry number 53-39-4, it is also named as 17beta-Hydroxy-17-methyl-2-oxa-5alpha-androstan-3-one. The product's categories are miscellaneous; biochemistry; steroids. Additionally, Oxandrolone is toxic and flammable. It will produce irritative smoke when buring. So the storage environment should be ventilate, low-temperature and dry. This chemical is odorless and white crystalline powder which is soluble in chloroform, slightly soluble in ethanol, acetone, ether, and very slightly soluble in water. Furthermore, Oxandrolone can be obtained by 5-androstane-1-en-3-17-dione or 17β-Hydroxy-17-α-methyl derivatives.

The other characteristics of this product can be summarized as:?(1)ACD/LogP: 3.33; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.33; (4)ACD/LogD (pH 7.4): 3.33; (5)ACD/BCF (pH 5.5): 199.84; (6)ACD/BCF (pH 7.4): 199.84; (7)ACD/KOC (pH 5.5): 1543.23; (8)ACD/KOC (pH 7.4): 1543.23; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.526; (13)Molar Refractivity: 85.1 cm³; (14)Molar Volume: 277 cm³; (15)Polarizability: 33.73×10^-24 cm³; (16)Surface Tension: 39.8 dyne/cm; (17)Enthalpy of Vaporization: 81.03 kJ/mol; (18)Vapour Pressure: 9.19E-10 mmHg at 25°C; (19)Tautomer Count: 2; (20)Exact Mass: 306.219495; (21)MonoIsotopic Mass: 306.219495; (22)Topological Polar Surface Area: 46.5; (23)Heavy Atom Count: 22; (24)Complexity: 503.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C3OC[C@@]2([C@H]1CC[C@@]4(C)[C@H]([C@@H]1CC[C@H]2C3)CC[C@@]4(O)C)C?
2. InChI:InChI=1/C19H30O3/c1-17-11-22-16(20)10-12(17)4-5-13-14(17)6-8-18(2)15(13)7-9-19(18,3)21/h12-15,21H,4-11H2,1-3H3/t12-,13+,14-,15-,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
man	TDLo	oral	2400ug/kg/2W- (2.4mg/kg)	BEHAVIORAL: EUPHORIA BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: IRRITABILITY	Journal of Clinical Psychiatry. Vol. 46, Pg. 354, 1985.
mouse	LD50	intraperitoneal	922mg/kg (922mg/kg)	SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 65, Pg. 418, 1969. ?
mouse	LD50	oral	1832mg/kg (1832mg/kg)	SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 65, Pg. 418, 1969. ?
mouse	LD50	subcutaneous	> 11gm/kg (11000mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 65, Pg. 418, 1969.
rabbit	LD50	oral	> 5gm/kg (5000mg/kg)	?	Drugs in Japan Vol. 6, Pg. 149, 1982.
rat	LD50	intraperitoneal	4893mg/kg (4893mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: TREMOR	Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 65, Pg. 418, 1969. ?
rat	LD50	oral	> 10gm/kg (10000mg/kg)	?	Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 65, Pg. 418, 1969.
rat	LD50	subcutaneous	> 10gm/kg (10000mg/kg)	?	Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 65, Pg. 418, 1969.

View all

4.8 Toxicity: LD50 oral in rabbit: > 5gm/kg

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Dermal, Category 4

Acute toxicity - Inhalation, Category 4

Reproductive toxicity, Category 1B

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Danger
Hazard statement(s)	H312 Harmful in contact with skin H332 Harmful if inhaled H360 May damage fertility or the unborn child
Precautionary statement(s)
Prevention	P280 Wear protective gloves/protective clothing/eye protection/face protection. P261 Avoid breathing dust/fume/gas/mist/vapours/spray. P271 Use only outdoors or in a well-ventilated area. P201 Obtain special instructions before use. P202 Do not handle until all safety precautions have been read and understood.
Response	P302+P352 IF ON SKIN: Wash with plenty of water/... P312 Call a POISON CENTER/doctor/\u2026if you feel unwell. P321 Specific treatment (see ... on this label). P362+P364 Take off contaminated clothing and wash it before reuse. P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing. 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

View all

6. NMR Spectrum

Mass spectrum (electron ionization)

7. Computational chemical data

Molecular Weight: 306.446g/mol
Molecular Formula: C₁₉H₃₀O₃
Compound Is Canonicalized: True
XLogP3-AA: 3.7
Exact Mass: 306.21949481
Monoisotopic Mass: 306.21949481
Complexity: 503
Rotatable Bond Count: 0
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 3
Topological Polar Surface Area: 46.5
Heavy Atom Count: 22
Defined Atom Stereocenter Count: 7
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADceB4MAAAAAAAAAAAAAAAAAAAAYAAAAA0YIAAAAAAAGDQAAAAGgAACAAAD0SggAICCAAABgAIAACQCAAAAAAAAAAAAAEAAAAAABIAAAACQAAEAAAAAAGIzPCPgAAAAAAAAACAAAQAACAAAYAADAAAAA==

8. Question & Answer

Can Oxandrolone Provide Anabolic Support and Clinical Benefits in Catabolic Conditions? Aug 17 2023
General Description Oxandrolone is an anabolic steroid with unique pharmacokinetic characteristics. It is well absorbed orally and reaches peak serum concentrations within approximately 1 hour. Unlike..
What is Oxandrolone and how is it used? Apr 16 2023
Oxandrolone, also known as Oxandrolone, is a white or off-white solid at room temperature and pressure. It is a synthetic androgen and anabolic steroid medication molecule with anabolic and androgenic..
What is oxandrolone? May 20 2021
Description Oxandrolone is a man-made steroid, similar to the naturally occurring steroid testosterone. Oxandrolone is an "anabolic" steroid that promotes the growth of muscle tissue. Oxandr..

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10. Realated Product Infomation

4424-45-7 OXANDROLONE RELATED COMPOUND B CIII (20 MG) (17 BETA-HYDROXY-17 ALPHA-METHYL-4-OXA-5 AL-PHA-ANDROSTA-3-ONE)

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