Hederacolchiside A1

Base Information

• Chemical Name: Hederacolchiside A1
• CAS No.: 106577-39-3
• Molecular Formula: C₄₇H₇₆O₁₆
• Molecular Weight: 897.111
• ChEMBL ID: CHEMBL444941
• DSSTox Substance ID: DTXSID101315772
• Metabolomics Workbench ID: 134247
• Nikkaji Number: J468.958E
• Wikidata: Q105004680
• Mol file: 106577-39-3.mol

Synonyms:raddeanoside R13

Chemical Property of Hederacolchiside A1

Chemical Property:

• Melting Point: 253-255℃ (methanol , water )
• Boiling Point: 967.2±65.0 °C(Predicted)
• PKA: 4?+-.0.70(Predicted)
• PSA: 254.52000
• Density: 1.36±0.1 g/cm3 (20 oC 760 Torr)
• LogP: 2.37290
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 8
• Exact Mass: 896.51333633
• Heavy Atom Count: 63
• Complexity: 1720

Purity/Quality:

95%-98% ^*data from raw suppliers

Hederacolchiside A1 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)O)C)C)C)OC8C(C(C(C(O8)CO)O)O)O)O)O)O)O
• Isomeric SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4CC=C6[C@]5(CC[C@@]7([C@H]6CC(CC7)(C)C)C(=O)O)C)C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O)O

Technology Process of Hederacolchiside A1

There total 6 articles about Hederacolchiside A1 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: 78.0%

benzyl oleanolate 3-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)-[2,3,4,6-tetra-O-benzoyl-β-deglucopyranosyl-(1→4)]-α-L-arabinopyranoside → oleanolic acid 3-O-α-L-rhamnopyranosyl-(1→2)-[β-deglucopyranosyl-(1→4)]-α-L-arabinopyranoside (106577-39-3)

Guidance literature:

benzyl oleanolate 3-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)-[2,3,4,6-tetra-O-benzoyl-β-deglucopyranosyl-(1→4)]-α-L-arabinopyranoside; With palladium 10% on activated carbon; hydrogen; In methanol; dichloromethane;

With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.carres.2017.02.010

Reference yield: 77.5%

C103H110O23 → oleanolic acid 3-O-α-L-rhamnopyranosyl-(1→2)-[β-demannopyranosyl-(1→4)]-α-L-arabinopyranoside (106577-39-3)

Guidance literature:

C₁₀₃H₁₁₀O₂₃; With palladium 10% on activated carbon; hydrogen; In methanol; dichloromethane;

With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.carres.2017.02.010

Reference yield: 76.0%

benzyl oleanolate 3-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)-[2,3,4,6-tetra-O-benzoyl-β-dxylopyranosyl-(1→4)]-α-L-arabinopyranoside → oleanolic acid 3-O-α-L-rhamnopyranosyl-(1→2)-[β-degalactopyranosyl-(1→4)]-α-L-arabinopyranoside (106577-39-3)

Guidance literature:

benzyl oleanolate 3-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)-[2,3,4,6-tetra-O-benzoyl-β-dxylopyranosyl-(1→4)]-α-L-arabinopyranoside; With palladium 10% on activated carbon; hydrogen; In methanol; dichloromethane;

With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.carres.2017.02.010

Refernces

• 1、 Wang, Liming,Wang, Zengshang,Su, Sheng,Xing, Ying,Li, Yali,Li, Ming,Liu, Jiangyun,Yang, Shilin. "Synthesis and cytotoxicity of oleanolic acid trisaccharide saponins". . p. 9 - 16. Retrieved 2017/03/10.
• 2、 Cheng, Mao-Sheng,Yan, Mao-Cai,Liu, Yang,Zheng, Li-Gang,Liu, Jiao. "Synthesis of β-hederin and Hederacolchiside A1: Triterpenoid saponins bearing a unique cytotoxicity-inducing disaccharide moiety". . p. 60 - 67. Retrieved 2007/10/03.