9-Dehydrohecogenin

Base Information

• Chemical Name: 9-Dehydrohecogenin
• CAS No.: 3514-26-9
• Deprecated CAS: 364368-14-9
• Molecular Formula: C₂₇H₄₀O₄
• Molecular Weight: 428.612
• European Community (EC) Number: 815-077-3
• ChEMBL ID: CHEMBL4286279
• Nikkaji Number: J83.559E
• Wikidata: Q105350418
• Mol file: 3514-26-9.mol

Synonyms:9-Dehydrohecogenin;9(11)-Dehydrohecogenin;delta9(11)-Hecogenin;3514-26-9;Spirost-9(11)-en-12-one, 3-hydroxy-, (3beta,5alpha,25R)-;CHEMBL4286279;SCHEMBL17424618;YLZUMNXGXFXZNQ-SMCBIBCGSA-N;(1S,2S,4S,5'R,6R,7S,8R,9S,13S,16S,18S)-16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-11-ene-6,2'-oxane]-10-one

Chemical Property of 9-Dehydrohecogenin

Chemical Property:

• Vapor Pressure: 3.81E-15mmHg at 25°C
• Boiling Point: 565.5°Cat760mmHg
• Flash Point: 185.4°C
• PSA: 55.76000
• Density: 1.17g/cm³
• LogP: 4.89290
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 428.29265975
• Heavy Atom Count: 31
• Complexity: 820

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2(C(C3C(O2)CC4C3(C(=O)C=C5C4CCC6C5(CCC(C6)O)C)C)C)OC1
• Isomeric SMILES: C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(C(=O)C=C5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)O)C)C)C)OC1

Technology Process of 9-Dehydrohecogenin

There total 11 articles about 9-Dehydrohecogenin 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: 48.0%

hecogenin acetate (915-35-5) → Δ9(11)-22-isoallospirosten-3β-ol-12-one (3514-26-9,107242-24-0)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; for 5h; Heating;

DOI:10.1246/cl.1998.1207

Reference yield: 43.0%

hecogenin (467-55-0) → Δ9(11)-22-isoallospirosten-3β-ol-12-one (3514-26-9,107242-24-0)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; for 5h; Heating;

DOI:10.1246/cl.1998.1207

Reference yield:

(25R)-3β-hydroxy-5α-spirost-9-en-12-one-3-O-β-D-galactopyranoside → Δ9(11)-22-isoallospirosten-3β-ol-12-one (3514-26-9,107242-24-0)

Guidance literature:

With hydrogenchloride; In methanol; at 90 ℃; for 2h;

DOI:10.1007/s10600-016-1858-2

upstream raw materials:

Δ⁹⁽¹¹⁾22-isoallospirosten-3β-ol-12-one-3-acetate

(25R)-3β-acetoxy-9-fluoro-5α-spirostan-12-one

hecogenin

hecogenin acetate

Downstream raw materials:

Δ⁹⁽¹¹⁾22-isoallospirosten-3β-ol

Δ9(11)-hecogenine 3-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside)