Kalopanaxsaponin B

Base Information

• Chemical Name: Kalopanaxsaponin B
• CAS No.: 14216-03-6
• Deprecated CAS: 52229-78-4,52038-14-9,104748-89-2,103470-80-0,94021-48-4
• Molecular Formula: C59H96O26
• Molecular Weight: 1221.4
• Hs Code.: 29389090
• UNII: 2608B2L1BQ
• ChEMBL ID: CHEMBL1910840
• DSSTox Substance ID: DTXSID701317445
• Metabolomics Workbench ID: 122574,125321
• Nikkaji Number: J216.912F
• Wikidata: Q27137710
• Mol file: 14216-03-6.mol

Synonyms:kalopanax saponin B;kalopanaxsaponin B;kizuta saponin K(12);kizuta saponin K12

Chemical Property of Kalopanaxsaponin B

Chemical Property:

• Melting Point: 222 °C
• Refractive Index: 1.637
• PKA: 12.50±0.70(Predicted)
• PSA: 412.82000
• Density: 1.48 g/cm³
• LogP: -2.54440
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated), Pyridine (Sparingly)
• XLogP3: -2
• Hydrogen Bond Donor Count: 15
• Hydrogen Bond Acceptor Count: 26
• Rotatable Bond Count: 14
• Exact Mass: 1220.61898316
• Heavy Atom Count: 85
• Complexity: 2370

Purity/Quality:

95%-98% ^*data from raw suppliers

Hederacoside C ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)CO)OC9C(C(C(CO9)O)O)OC1C(C(C(C(O1)C)O)O)O)C)(C)C)O)O)O)CO)O)O)O
• Isomeric SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@@]45CC[C@@]6(C(=CC[C@H]7[C@]6(CC[C@@H]8[C@@]7(CC[C@@H]([C@@]8(C)CO)O[C@H]9[C@@H]([C@H]([C@H](CO9)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O)C)C)[C@@H]4CC(CC5)(C)C)C)O)O)O)CO)O)O)O
• Uses: solubilizer, bio-availability enhancer in oral suspensions, capsules Hederacoside C is a Hedera helix leaf which has been used in botanical drug formulations to treat acute respiratory infection and bronchitis. Anti-myocardial.

Technology Process of Kalopanaxsaponin B

There total 2 articles about Kalopanaxsaponin B 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:

hederagenin-3-O-α-L-rhamnopyranosyl-(1->2)-O-α-L-arabinopyranosyl-28-O-α-L-rhamnopyranosyl-(1->4)-O-6-O-acetyl-β-D-glucopyranosyl-(1->6)-O-β-D-glucopyranosyl ester (97240-03-4) → HN-saponin P (14216-03-6,27013-76-9)

Guidance literature:

With potassium hydroxide; for 20h; Ambient temperature;

DOI:10.1248/cpb.33.3324

Reference yield:

3-O-β-D-glucopyranosyl (1-4)-β-D-xylopyranosyl (1-3)-α-L-rhamnopyranosyl (1-2)-α-L-arabinopyranosyl-23-hydroxyolean-12-en-28-O-α-L-rhamnopyranosyl (1-4)-β-D-glucopyranosyl (1-6)-β-D-glucopyranosyl ester → HN-saponin P (14216-03-6,27013-76-9) + hederagenin-3-O-β-D-xylopyranosyl-(1->3)-O-α-L-rhamnopyranosyl-(1->2)-O-α-L-arabinopyranosyl-28-O-α-L-rhamnopyranosyl-(1->4)-O-β-D-glucopyranosyl-(1->6)-O-β-D-glucopyranosyl ester (119742-55-1) + alpha-Hederin (27013-91-8) + hederagenin 3-O-β-D-glucopyranosyl-(1->4)-O-β-D-xylopyranosyl-(1->3)-O-α-L-rhamnopyranosyl-(1->2)-O-α-L-arabinopyranoside (904684-90-8)

Guidance literature:

With Eubacterium A₄₄; general anaerobic medium; at 37 ℃; for 20h; Further Variations:; Reagents; Product distribution;

DOI:10.1248/bpb.25.68

Reference yield:

HN-saponin P (14216-03-6,27013-76-9) → hedaragenin (465-99-6) + prosapogenin (17184-21-3)

Guidance literature:

With Bacteroides JY-6; Bifidobacterium K-111; In various solvent(s); at 37 ℃; for 36h;

DOI:10.1248/bpb.21.360

upstream raw materials:

hederagenin-3-O-α-L-rhamnopyranosyl-(1->2)-O-α-L-arabinopyranosyl-28-O-α-L-rhamnopyranosyl-(1->4)-O-6-O-acetyl-β-D-glucopyranosyl-(1->6)-O-β-D-glucopyranosyl ester

Downstream raw materials:

dipsacoside B

prosapogenin

hederagenin 28-O-β-D-glucopyranosyl-(1->6)-O-β-D-glucopyranosyl ester

alpha-Hederin