16-Hydroxytriptolide

Base Information

• Chemical Name: 16-Hydroxytriptolide
• CAS No.: 139713-80-7
• Molecular Formula: C₂₀H₂₄O₇
• Molecular Weight: 376.406
• DSSTox Substance ID: DTXSID70930562
• Nikkaji Number: J3.089.107D
• Wikidata: Q72482113
• Mol file: 139713-80-7.mol

Synonyms:16-hydroxytriptolide

Chemical Property of 16-Hydroxytriptolide

Chemical Property:

• Vapor Pressure: 3.31E-20mmHg at 25°C
• Melting Point: 232-233.5 °C
• Refractive Index: 1.67
• Boiling Point: 659.7 °C at 760 mmHg
• PKA: 14.16±0.60(Predicted)
• Flash Point: 241.8 °C
• PSA: 104.35000
• Density: 1.56 g/cm³
• LogP: 0.07550
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 376.15220310
• Heavy Atom Count: 27
• Complexity: 838

Purity/Quality:

99% ^*data from raw suppliers

16-Hydroxytriptolide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CO)C12C(O1)C3C4(O3)C5(CCC6=C(C5CC7C4(C2O)O7)COC6=O)C
• Isomeric SMILES: C[C@@H](CO)[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]2O)O7)COC6=O)C
• Uses: 16-Hydroxytriptolide is a diterpenoid triepoxide naturally isolated from Tripterygium wilfordii plant. 16-Hydroxytriptolide showed definite antiinflammatory action, strong immunosuppressive and antifertility activities.

Technology Process of 16-Hydroxytriptolide

There total 4 articles about 16-Hydroxytriptolide 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: 53.0%

(15S)-16-hydroxytriptonide → (15S)-16-hydroxytriptolide (139713-80-7) + (15S)-16-hydroxyepitriptolide (139713-80-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h;

DOI:10.1021/jo501744j

Reference yield: 53.0%

(15S)-16-hydroxytriptonide → (15S)-16-hydroxytriptolide (139713-80-7) + (15S)-16-hydroxyepitriptolide (139713-80-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h;

DOI:10.1021/jo501744j

Reference yield: 18.0%

triptolide (38748-32-2,73414-46-7,73543-06-3,144539-79-7) → triptodiolide (38647-10-8) + 16-hydroxytriptolide (139713-80-7) + 5α-hydroxytriptolide (583028-68-6) + 1β-hydroxytriptolide

Guidance literature:

With Cunninghamella blakesleana; potato medium; In acetone; at 25 ℃; for 120h; Further byproducts given; Microbiological reaction;

DOI:10.1016/S0040-4020(03)00605-7

upstream raw materials:

triptolide

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