9-Dehydrotestosterone

Base Information

• Chemical Name: 9-Dehydrotestosterone
• CAS No.: 2398-99-4
• Molecular Formula: C19H26 O2
• Molecular Weight: 286.414
• UNII: TPC8L0QDJ9
• Nikkaji Number: J1.499.992B
• Wikidata: Q27148931
• Mol file: 2398-99-4.mol

Synonyms:9-Dehydrotestosterone;2398-99-4;9(11)-Dehydrotestosterone;UNII-TPC8L0QDJ9;TPC8L0QDJ9;NSC 30932;17-Hydroxyandrosta-4,9(11)-dien-3-one;17beta-Hydroxyandrosta-4,9(11)-dien-3-one;(8S,10S,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one;NSC-30932;delta-9(11)-testosterone;SCHEMBL11647556;CHEBI:79795;IUFOPOQNYKRRML-FQQAFBJJSA-N;17-Hydroxyandrosta-4,9(11)-dien-3-one #;U-3435;4,9(11)-ANDROSTADIENE-17.BETA.-OL-3-ONE;Q27148931;17.BETA.-HYDROXYANDROSTA-4,9(11)-DIEN-3-ONE;ANDROSTA-4,9(11)-DIEN-3-ONE, 17.BETA.-HYDROXY-;ANDROSTA-4,9(11)-DIEN-3-ONE, 17-HYDROXY-, (17.BETA.)-;(8S, 10S, 13S, 14S, 17S)-17-hydroxy-10, 13-dimethyl-1, 2, 6, 7, 8, 12, 14, 15, 16, 17-decahydrocyclopenta[a]phenanthren-3-one

Chemical Property of 9-Dehydrotestosterone

Chemical Property:

• Vapor Pressure: 6.48E-10mmHg at 25°C
• Melting Point: 153-154 °C
• Boiling Point: 448.1°Cat760mmHg
• PKA: 14.95±0.60(Predicted)
• Flash Point: 190.9°C
• PSA: 37.30000
• Density: 1.14g/cm³
• LogP: 3.79930
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 286.193280068
• Heavy Atom Count: 21
• Complexity: 558

Purity/Quality:

99% ^*data from raw suppliers

DELTA-9(11)-TESTOSTERONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(=O)C=C1CCC3C2=CCC4(C3CCC4O)C
• Isomeric SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3C2=CC[C@]4([C@H]3CC[C@@H]4O)C
• Uses: 9-Dehydrotestosterone, is the analogue of Testosterone (T155000), the principal hormone of the testes, produced by the interstitial cells. Major circulating androgen; converted by 5α-reductase in androgen-dependent target tissues to 5α-dehydrotestosterone which is required for normal male sexual differentiation. Also converted by aromatization to Estradiol.

Technology Process of 9-Dehydrotestosterone

There total 17 articles about 9-Dehydrotestosterone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.0%

androst-4,9(11)-dien-3,17-dione (1035-69-4) → hydroxy-17β androstadiene-4,9(11) one-3,7 (2398-99-4)

Guidance literature:

With sodium tetrahydroborate; In pyridine; methanol;

DOI:10.1016/0039-128X(94)90027-2

Reference yield:

11β-hydroxytestosterone (1816-85-9) → hydroxy-17β androstadiene-4,9(11) one-3,7 (2398-99-4)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01607a084

Reference yield:

3,3-Aethylendioxyandrosta-5,9(11)-dien-17β-ol-acetat (31756-62-4) → hydroxy-17β androstadiene-4,9(11) one-3,7 (2398-99-4)

Guidance literature:

With potassium hydroxide; In ethanol;

DOI:10.1016/S0040-4020(01)92496-2

upstream raw materials:

11β-hydroxytestosterone

androst-4,9⁽¹¹⁾-dien-3,17-dione

3,3-Aethylendioxyandrosta-5,9(11)-dien-17β-ol-acetat

17β-tert-butoxy-3'-methyl-4,5-seco-androst-9(11)-eno[2,3-d]isoxazol-5-one

Downstream raw materials:

17β-Acetoxy-2α-phenylandrosta-4.9(11)-dien-3-on

17β-benzoyloxy-androsta-4,9(11)-dien-3-one

androst-4,9⁽¹¹⁾-dien-3,17-dione