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Testosterone Undecanoate

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ACTIVE PHARMA INGREDIENTS

17 API Suppliers, 8 USDMF, 4 EU WC, 4 KDMF, 12 NDC API, 12 Listed Suppliers, $ API Reference Price

17 API Suppliers
8 USDMF
4 EU WC
4 KDMF
12 NDC API
12 Listed Suppliers
$ API Reference Price

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49 Drugs in Development

49 Drugs in Development

FINISHED DOSAGE FORMULATIONS

45 FDF Dossiers, 9 FDA Orange Book, 24 Europe, 3 Canada, 4 Australia, 1 South Africa, 4 Listed Dossiers

45 FDF Dossiers
9 FDA Orange Book
24 Europe
3 Canada
4 Australia
1 South Africa
4 Listed Dossiers

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1 TopChem Pharmaceuticals

EXCIPIENTS BY APPLICATIONS

2 Parenteral, 1 Topical

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2 Parenteral
1 Topical

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26 NEWS #PharmaBuzz

GLOBAL SALES INFORMATION

2 US Medicaid Prescriptions, 8 Finished Drug Prices

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2 US Medicaid Prescriptions
8 Finished Drug Prices

MARKET PLACE

7 APIs

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7 APIs

PATENTS & EXCLUSIVITIES

58 US Patents, 4 US Exclusivities, 1 Health Canada Patents

patents
58 US Patents
4 US Exclusivities
1 Health Canada Patents

Aspen Testosterone Undecanoate

Synopsis

ACTIVE PHARMA INGREDIENTS

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0INTERMEDIATES

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FDA Orange Book

Europe

Canada

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REF. STANDARDS OR IMPURITIES

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PATENTS & EXCLUSIVITIES

US Patents

US Exclusivities

Health Canada Patents

DIGITAL CONTENT

Data Compilation #PharmaFlow

Stock Recap #PipelineProspector

Weekly News Recap #Phispers

News #PharmaBuzz

GLOBAL SALES INFORMATION

US Medicaid (USD)

4,359,269

Annual Reports (USD Million)

Finished Drug Prices

3EXCIPIENTS BY APPLICATIONS

Chemistry

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Also known as: 5949-44-0, Andriol, Testosterone undecylate, Nebido, Testosterone (undecanoate), Aveed

Molecular Formula

C₃₀H₄₈O₃

Molecular Weight

456.7 g/mol

InChI Key

UDSFVOAUHKGBEK-CNQKSJKFSA-N

FDA UNII

H16A5VCT9C

Testosterone Undecanoate is the undecanoate ester form of the androgen testosterone, with gonadotropin-secretory inhibiting and hormone replacement activity. As testosterone inhibits the secretion of gonadotropins from the pituitary gland, administration of testosterone decreases the secretion of luteinizing hormone (LH). By inhibiting LH secretion, the growth of Leydig cells, which are normally stimulated by LH to produce testosterone, may be suppressed. In addition, this agent promotes the maintenance of male sex characteristics and can be used for testosterone replacement in hypogonadal males.

1 2D Structure

Testosterone Undecanoate

2 Identification

2.1 Computed Descriptors

2.1.1 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] undecanoate

2.1.2 InChI

InChI=1S/C30H48O3/c1-4-5-6-7-8-9-10-11-12-28(32)33-27-16-15-25-24-14-13-22-21-23(31)17-19-29(22,2)26(24)18-20-30(25,27)3/h21,24-27H,4-20H2,1-3H3/t24-,25-,26-,27-,29-,30-/m0/s1

2.1.3 InChI Key

UDSFVOAUHKGBEK-CNQKSJKFSA-N

2.1.4 Canonical SMILES

CCCCCCCCCCC(=O)OC1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C

2.1.5 Isomeric SMILES

CCCCCCCCCCC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C

2.2 Other Identifiers

2.2.1 UNII

H16A5VCT9C

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Andriol

2. Nebido

3. Pantestone

4. Restandol

5. Testosterone Undecylate

6. Undestor

2.3.2 Depositor-Supplied Synonyms

1. 5949-44-0

2. Andriol

3. Testosterone Undecylate

4. Nebido

5. Testosterone (undecanoate)

6. Aveed

7. Org 538

8. Testosterone Undeconate

9. Jatenzo

10. Testosterone Undecanoate [usan]

11. Testosterone, Undecanoate (ester)

12. Undestor

13. H16a5vct9c

14. Org-538

15. Testosterone 17.beta.-undecylate

16. Tsx-011

17. [(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] Undecanoate

18. Mk-3033

19. Androst-4-en-3-one, 17-[(1-oxoundecyl)oxy]-, (17b)-

20. Pantestone

21. Restandol

22. T Undecanoate

23. Testosterone Undecanoate (usan)

24. Rextoro

25. Nebido-r

26. Reandron 1000

27. Einecs 227-712-6

28. Unii-h16a5vct9c

29. Brn 3176734

30. 17beta-hydroxyandrost-4-en-3-one Undecanoate

31. Andriol (tn)

32. Aveed (tn)

33. 5-alpha-androstan-3-one, 17-beta-hydroxy-, Undecanoate

34. Bay 86-5037

35. 3-oxoandrost-4-en-17beta-yl Undecanoate

36. Androst-4-en-3-one, 17-((1-oxoundecyl)oxy)-, (17-beta)-

37. Testosterone, Undecanoate

38. 4-08-00-00981 (beilstein Handbook Reference)

39. Schembl147620

40. Chembl2107067

41. Clr-610

42. Dtxsid90863661

43. Chebi:135741

44. Androst-4-en-3-one, 17-((1-oxoundecyl)oxy)-, (17beta)-

45. (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 Undecanoate

46. Bcp11921

47. Hy-b0626

48. Zinc8214690

49. Mfcd00468114

50. Testosterone Undecanoate [mi]

51. Akos016010255

52. Cs-4342

53. Db13946

54. Gs-6598

55. Testosterone Undecylate [mart.]

56. 17beta-undecanoyloxy-4-androsten-3-one

57. Testosterone Undecanoate [vandf]

58. Ncgc00484056-01

59. Testosterone Undecanoate [who-dd]

60. Testosterone Undecanoate [orange Book]

61. D06087

62. (17beta)-3-oxoandrost-4-en-17-yl Undecanoate

63. (17-beta)-3-oxoandrost-4-en-17-yl Undecanoate

64. 949t440

65. 3-oxoandrost-4-en-17.beta.-yl Undecanoate

66. W-105318

67. Q15410178

68. 17.beta.-hydroxyandrost-4-en-3-one Undecanoate

69. (17.beta.)-17-hydroxyandrost-4-en-3-one Undecanoate

70. 5-.alpha.-androstan-3-one, 17-.beta.-hydroxy-, Undecanoate

71. Androst-4-en-3-one, 17-[(1-oxoundecyl)oxy]-, (17.beta.)-

72. .delta.(sup 4)-androsten-17.beta.-ol-3-one Undecanoate

73. Androst-4-en-3-one, 17-((1-oxoundecyl)oxy)-(17.beta.)

74. (1s,2r,10r,11s,14s,15s)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0?,?.0??,??]heptadec-6-en-14-yl Undecanoate

75. (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 Undecanoate

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₃₀H₄₈O₃
Molecular Weight	456.7 g/mol
XLogP3	8.5
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	11
Exact Mass	456.36034539 g/mol
Monoisotopic Mass	456.36034539 g/mol
Topological Polar Surface Area	43.4 Å²
Heavy Atom Count	33
Formal Charge	0
Complexity	739
Isotope Atom Count	0
Defined Atom Stereocenter Count	6
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Aveed
PubMed Health	Testosterone (Injection)
Drug Classes	Endocrine-Metabolic Agent
Drug Label	Aveed (testosterone undecanoate) injection contains testosterone undecanoate (17-undecanoyloxy-4-androsten-3-one) which is an ester of the androgen, testosterone. Testosterone is formed by cleavage of the ester side chain of testosterone undecanoat...
Active Ingredient	Testosterone undecanoate
Dosage Form	Injectable
Route	Intramuscular
Strength	750mg/3ml (250mg/ml)
Market Status	Prescription
Company	Endo Pharms

2 of 2
Drug Name	Aveed
PubMed Health	Testosterone (Injection)
Drug Classes	Endocrine-Metabolic Agent
Drug Label	Aveed (testosterone undecanoate) injection contains testosterone undecanoate (17-undecanoyloxy-4-androsten-3-one) which is an ester of the androgen, testosterone. Testosterone is formed by cleavage of the ester side chain of testosterone undecanoat...
Active Ingredient	Testosterone undecanoate
Dosage Form	Injectable
Route	Intramuscular
Strength	750mg/3ml (250mg/ml)
Market Status	Prescription
Company	Endo Pharms

4.2 Drug Indication

Testosterone undecanoate is indicated for replacement therapy in adult males with conditions that are linked with an absence or deficiency in endogenous testosterone production.

FDA Label

5 Pharmacology and Biochemistry

5.1 Pharmacology

Testosterone plays a key role in male sexual differentiation and is involved in regulation of hematopoiesis, body composition, and bone metabolism. As a result, testosterone replacement therapy in males with hypogonadism can result in improved sexual function, increased lean body mass, bone density, erythropoiesis, prostate size, and changes in lipid profiles.

5.2 MeSH Pharmacological Classification

Androgens

Compounds that interact with ANDROGEN RECEPTORS in target tissues to bring about the effects similar to those of TESTOSTERONE. Depending on the target tissues, androgenic effects can be on SEX DIFFERENTIATION; male reproductive organs, SPERMATOGENESIS; secondary male SEX CHARACTERISTICS; LIBIDO; development of muscle mass, strength, and power. (See all compounds classified as Androgens.)

5.3 FDA Pharmacological Classification

5.3.1 Pharmacological Classes

Androgen [EPC]; Androstanes [CS]; Androgen Receptor Agonists [MoA]

5.4 Absorption, Distribution and Excretion

Absorption

The absorption of testosterone undecanoate varies based on the formulation. The intramuscular formulation of testosterone esters is suspended in oil and is absorbed from the lipid phase. Testosterone is released when tissue esterases cleave the undecanoic acid side chain. The oral formulation of testosterone undecanoate is also formulated as a prodrug, is best absorbed with food and ideal absorption occurs when taken with a meal containing at least 30 g of fat.

Route of Elimination

The majority (~90%) of an intramuscularly administered dose of testosterone is conjugated and eliminated in the urine. Approximately 6% of the dose is eliminated primarily unconjugated in the feces.

5.5 Metabolism/Metabolites

The side chain of testosterone undecanoate is cleaved by non specific esterases when it enters circulation and the undecanoic acid side chain is metabolized by the beta-oxidation pathway. The resulting Testosterone molecule is then metabolized to dihydrotestosterone (DHT) by the enzyme 5-alpha reductase. DHT is reduced by 3-alpha-hydroxysteroid dehydrogenase (major) and 3-beta-hydroxysteroid dehydrogenase prior to being glucuronidated and cleared by the kidneys. It should be noted that testosterone is metabolized to several other 17-keto steroids in the body.

5.6 Biological Half-Life

Based on one source, Testosterone undecanoate in castor oil (for intramuscular injection) has a half life of 33.9 days, allowing it to maintain serum levels in the normal range for over 6 weeks. It should be noted that the half life of testosterone reported in the literature is inconsistent.

5.7 Mechanism of Action

Testosterone is produced by Leydig cells and exerts it's effects by binding to androgen receptors throughout the body. Testosterone affects the voice, genitalia, mood, and influences muscle growth and protein expression. Accordingly, males with low levels of testosterone often experience decreased libido, fatigue, mood changes and dysphoria. Exogenous sources of testosterone are designed to mimic the effects of endogenous testosterone.

API SUPPLIERS

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USDMF

01

Aspen Oss Bv

Netherlands

Medlab Asia & Asia Health

Not Confirmed

Aspen API. More than just an API.

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Netherlands

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Digital Content

Testosterone Undecanoate

GDUFA

DMF Review : Complete

Rev. Date : 2018-04-26

Pay. Date : 2015-09-24

DMF Number : 14540

Submission : 1999-11-18

Status : Active

Type : II

02

Symbiotec Pharmalab Private Ltd

India

Medlab Asia & Asia Health

Not Confirmed

Symbiotec: Global API manufacturer, specializing in Cortico-Steroids & Steroid-Hormone APIs.

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India

Virtual Booth

Digital Content

Testosterone Undecanoate

GDUFA

DMF Review : Complete

Rev. Date : 2023-11-02

Pay. Date : 2023-10-03

DMF Number : 25534

Submission : 2011-11-28

Status : Active

Type : II

Corporate PDF

03

Hubei Zhuxi Humanwell Pharmaceutical...

China

Medlab Asia & Asia Health

Not Confirmed

Boost your online visibility by uploading your products, APIs, FDFs, intermediates, excipients, and services for free on PharmaCompass. Rank higher among suppliers and expand your reach across the internet efficiently and cost-effectively.

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China

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Testosterone Undecanoate

GDUFA

DMF Review : N/A

Rev. Date :

Pay. Date :

DMF Number : 40120

Submission : 2024-08-23

Status : Active

Type : II

Portfolio PDF

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Website

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04

Pharmacia And Upjohn Co Wholly Owned...

U.S.A

Medlab Asia & Asia Health

Not Confirmed

Pfizer CentreOne is a global CDMO and a leading supplier of Specialty APIs.

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U.S.A

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Digital Content

Testosterone Undecanoate

GDUFA

DMF Review : Complete

Rev. Date : 2016-05-24

Pay. Date : 2016-05-02

DMF Number : 24500

Submission : 2011-03-01

Status : Active

Type : II

05

Bayer Ag

Germany

Medlab Asia & Asia Health

Not Confirmed

06

Bayer Ag

Germany

Medlab Asia & Asia Health

Not Confirmed

07

Steroid Spa

Italy

Medlab Asia & Asia Health

Not Confirmed

08

Zhejiang Xianju Pharmaceutical Co Lt...

China

Medlab Asia & Asia Health

Not Confirmed

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EU WC

01

Symbiotec Pharmalab

India

Medlab Asia & Asia Health

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Symbiotec: Global API manufacturer, specializing in Cortico-Steroids & Steroid-Hormone APIs.

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India

Virtual Booth

Digital Content

Testosterone Undecanoate (IH)

Date of Issue : 2022-08-31

Valid Till : 2025-07-02

Written Confirmation Number : WC-0162

Address of the Firm : Plot No. 5, 6, 7 & 8 Special Economic Zone, Phase II, Pithampur, Dist: Dhar, MP-...

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02

Symbiotec Pharmalab

India

Medlab Asia & Asia Health

Not Confirmed

Symbiotec: Global API manufacturer, specializing in Cortico-Steroids & Steroid-Hormone APIs.

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India

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Testosterone Undecanoate IH

Date of Issue : 2022-07-05

Valid Till : 2025-07-02

Written Confirmation Number : WC-0161A2

Address of the Firm : 385/2, Pigdamber, Rau, Indore-453 331, MP, India

Corporate PDF

03

Ipca Laboratories

India

Medlab Asia & Asia Health

Not Confirmed

04

Sun Pharmaceutical Industries Limited

India

Medlab Asia & Asia Health

Not Confirmed

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API Reference Price

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