2-Deoxyecdysone

Base Information

• Chemical Name: 2-Deoxyecdysone
• CAS No.: 31575-91-4
• Molecular Formula: C₂₇H₄₄O₅
• Molecular Weight: 448.643
• ChEMBL ID: CHEMBL2087146
• Metabolomics Workbench ID: 34472
• Nikkaji Number: J39.048H
• Wikidata: Q27109207
• Mol file: 31575-91-4.mol

Synonyms:2-deoxy-alpha-ecdysone;2-deoxyecdysone

Chemical Property of 2-Deoxyecdysone

Chemical Property:

• Vapor Pressure: 1.14E-17mmHg at 25°C
• Melting Point: 235 - 236 °C (ethanol)
• Boiling Point: 614.5°Cat760mmHg
• Flash Point: 339.5°C
• PSA: 97.99000
• Density: 1.17g/cm³
• LogP: 3.76830
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 448.31887450
• Heavy Atom Count: 32
• Complexity: 789

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CCC(C4)O)C)C)O)C(CCC(C)(C)O)O
• Isomeric SMILES: C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=CC(=O)[C@H]4[C@@]3(CC[C@@H](C4)O)C)C)O)[C@@H](CCC(C)(C)O)O
• General Description: 2-Deoxyecdysone is a phytoecdysteroid that serves as a precursor or derivative in the biosynthesis of other ecdysteroids, as evidenced by its isolation from *Silene scabrifolia*, *Blechnum minus*, and *Silene brahuica*. It can be enzymatically hydrolyzed from its glycosylated or acetylated forms, such as 2-deoxy-α-ecdysone 3-acetate, blechnosides A and B, or sileneoside E. Its chemical modifications, including acetylation and glycosylation, highlight its role as a key intermediate in ecdysteroid metabolism. 2-deoxyecdysone has been characterized through spectroscopic methods (IR, UV, NMR, and mass spectrometry) and exhibits specific physical properties, such as optical rotation and melting point.

Technology Process of 2-Deoxyecdysone

There total 18 articles about 2-Deoxyecdysone 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:

2,22-dideoxyecdysone (41408-38-2) → 20-Hydroxyecdysone (5289-74-7) + ecdysone (3604-87-3) + 22-Deoxyecdysone (34209-85-3) + 2-deoxyecdysone (72630-20-7,77732-73-1,31575-91-4)

Guidance literature:

With Locusta migratoria; at 33 ℃; for 6h; Product distribution; tissue distr. of C₂₂ hydroxylase;

DOI:10.1016/S0040-4020(01)85918-4

Reference yield:

2-deoxy-α-ecdysone 3-acetate (105888-75-3) → 2-deoxyecdysone (72630-20-7,77732-73-1,31575-91-4)

Guidance literature:

With baker's yeast; In ethanol; at 36 ℃; for 360h;

DOI:10.1007/BF00579812

Reference yield:

2-deoxy-α-ecdysone 22-O-benzoate (114317-61-2) → 2-deoxyecdysone (72630-20-7,77732-73-1,31575-91-4) + 5α-2-deoxy-α-ecdysone (72630-20-7)

Guidance literature:

With potassium hydrogencarbonate; In methanol; water; at 38 ℃; for 48h;

DOI:10.1007/BF00596648

upstream raw materials:

22-adenosine monophosphoric ester of 2-deoxyecdysone

2,22-dideoxyecdysone

2-deoxy-α-ecdysone 3-acetate

2-deoxy-α-ecdysone 22-O-benzoate