Omtriptolide

Base Information

• Chemical Name: Omtriptolide
• CAS No.: 195883-06-8
• Molecular Formula: C24H28 O9
• Molecular Weight: 460.481
• UNII: D36ELM729P
• Wikidata: Q27276034
• NCI Thesaurus Code: C81165
• ChEMBL ID: CHEMBL2110669
• Mol file: 195883-06-8.mol

Synonyms:omtriptolide;PG490-88

Chemical Property of Omtriptolide

Chemical Property:

• Melting Point: 109-111 ºC
• Boiling Point: 691.4±55.0 °C(Predicted)
• PKA: 4.36±0.17(Predicted)
• PSA: 127.49000
• Density: 1.49
• LogP: 1.51880
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 460.17333247
• Heavy Atom Count: 33
• Complexity: 1050

Purity/Quality:

99% ^*data from raw suppliers

Omtriptolide 98.23% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C12C(O1)C3C4(O3)C5(CCC6=C(C5CC7C4(C2OC(=O)CCC(=O)O)O7)COC6=O)C
• Isomeric SMILES: CC(C)[C@@]12[C@@H](O1)[C@H]3[C@@]4(O3)[C@]5(CCC6=C([C@@H]5C[C@H]7[C@]4([C@@H]2OC(=O)CCC(=O)O)O7)COC6=O)C
• Uses: Antineoplastic.

Technology Process of Omtriptolide

There total 1 articles about Omtriptolide 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: 95.0%

succinic acid anhydride (108-30-5) + triptolide (38748-32-2,73414-46-7,73543-06-3,144539-79-7) → 4-(((5bS,6aS,7aR,8R,8aS,9aS,9bS,10aS,10bS)-8a-isopropyl-10b-methyl-3-oxo-1,2,3,5,5b,6,6a,8,8a,9a,9b,10b-dodecahydrotris(oxireno)[2',3':4b,5;2'',3'':6,7;2''',3''':8a,9]phenanthro[1,2-c]furan-8-yl)oxy)-4-oxobutanoic acid (195883-06-8)

Guidance literature:

With dmap; In pyridine;

Reference yield: 98.0%

4-(((5bS,6aS,7aR,8R,8aS,9aS,9bS,10aS,10bS)-8a-isopropyl-10b-methyl-3-oxo-1,2,3,5,5b,6,6a,8,8a,9a,9b,10b-dodecahydrotris(oxireno)[2',3':4b,5;2'',3'':6,7;2''',3''':8a,9]phenanthro[1,2-c]furan-8-yl)oxy)-4-oxobutanoic acid (195883-06-8) + C40H44Cl3NO10 → C62H70O18

Guidance literature:

In dichloromethane; for 8h; Inert atmosphere; Molecular sieve;

Reference yield: 96.0%

4-(((5bS,6aS,7aR,8R,8aS,9aS,9bS,10aS,10bS)-8a-isopropyl-10b-methyl-3-oxo-1,2,3,5,5b,6,6a,8,8a,9a,9b,10b-dodecahydrotris(oxireno)[2',3':4b,5;2'',3'':6,7;2''',3''':8a,9]phenanthro[1,2-c]furan-8-yl)oxy)-4-oxobutanoic acid (195883-06-8) + 2-amino-2-hydroxymethyl-1,3-propanediol (77-86-1) → triptolide succinate tris salt (195883-07-9)

Guidance literature:

In water; for 1h;

upstream raw materials:

succinic acid anhydride

triptolide

Downstream raw materials:

triptolide succinate tris salt

Refernces

• 1、 Guo, Yuming,Horne, David,Li, Wendong,Lin, Min,Ma, Yuelong,Pangeni, Rajendra P.,Raz, Dan J.,Sun, Ting,Wu, Jun,Zhang, Keqiang. "Cetuximab-Triptolide Conjugate Suppresses the Growth of EGFR-Overexpressing Lung Cancers through Targeting RNA Polymerase II". . p. 304 - 316. Retrieved 2020.
• 2、 -. "COMPOUND AND USE THEREOF". Paragraph 0158-0159. . Retrieved 2021/07/02.