Sandaracopimaric acid

Base Information

• Chemical Name: Sandaracopimaric acid
• CAS No.: 471-74-9
• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.457
• NSC Number: 6435
• UNII: P4BJH0IA3Z
• DSSTox Substance ID: DTXSID80893311
• Nikkaji Number: J12.021I
• Wikidata: Q23823948
• Metabolomics Workbench ID: 141166
• ChEMBL ID: CHEMBL513197
• Mol file: 471-74-9.mol

Synonyms:13beta-methyl-13-vinylpodocarp-8(14)-en-15-oic acid;cryptopimaric acid;isodextropimaric acid;sandaracopimaric acid

Chemical Property of Sandaracopimaric acid

Chemical Property:

• Vapor Pressure: 5.52E-08mmHg at 25°C
• Melting Point: 248 °C
• Boiling Point: 413.2°C at 760 mmHg
• PKA: 4.68±0.60(Predicted)
• Flash Point: 198.7°C
• PSA: 37.30000
• Density: 1.05g/cm³
• LogP: 5.20620
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 302.224580195
• Heavy Atom Count: 22
• Complexity: 534

Purity/Quality:

99% ^*data from raw suppliers

(-)-SandaracopimaricAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(CCC2C(=C1)CCC3C2(CCCC3(C)C(=O)O)C)C=C
• Isomeric SMILES: C[C@@]1(CC[C@H]2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)O)C)C=C
• Uses: (-)-Sandaracopimaric Acid is a terpenoid found in the leaves of Wollemia nobilis, and may be used in the self defense towards herbivores.

Technology Process of Sandaracopimaric acid

There total 3 articles about Sandaracopimaric acid 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:

→ (-)-pimara-8(14),15-diene-19-oic acid (127-27-5,471-74-9,30220-73-6,30220-74-7,33889-81-5,58691-56-8,59366-35-7,65981-55-7,101016-94-8,19889-23-7)

Guidance literature:

aus (-)-Pimara-8(14),15-dien-19-al VIII (Autoxidation);

DOI:10.1016/0040-4020(72)80034-6

Reference yield:

→ (+/-)-4-Epipimaric acid (127-27-5,471-74-9,19889-23-7,30220-73-6,30220-74-7,33889-81-5,58691-56-8,59366-35-7,65981-55-7,101016-94-8)

Guidance literature:

Methyl(+-)-4-epipimarat (Ib), t-BuOK;

Reference yield:

→ (+/-)-4-Episandaracopimaric acid (127-27-5,471-74-9,19889-23-7,30220-73-6,30220-74-7,33889-81-5,58691-56-8,59366-35-7,65981-55-7,101016-94-8)

Guidance literature:

Gemisch v. Methyl(+-)-4-epipimarat (Ib) u. Methyl(+-)-4-episandaracopimetat (VIb), t-BuOK;

Downstream raw materials:

sandaracopimarinal

methyl 16-tert-butyldiphenylsyloxy-13-epi-pimar-8⁽¹⁴⁾-en-18-oate

16-tert-butyldiphenylsilyloxy-13-epi-pimar-8⁽¹⁴⁾-en-18-ol, acetate

methyl sandaracopimarate