00010

Abietic acid

technical, ~75% (GC)

• Sinónimos: 7,13-abietadien-18-oic acid, Abietate, L-Abietic acid, Rosin acid, Sylvic acid, sylvic acid
• Fórmula empírica (notación de Hill): C₂₀H₃₀O₂
• Número de CAS: 514-10-3
• Peso molecular: 302.45
• Beilstein/REAXYS Number: 2221451
• EC Number: 208-178-3
• MDL number: MFCD03423567
• UNSPSC Code: 12352002
• eCl@ss: 32150233
• PubChem Substance ID: 329746989
• NACRES: NA.22

Propiedades

• grade: technical
• Quality Level: 100
• assay: ~75% (GC)
• form: solid
• optical activity: [α]20/D −85±10°, c = 1% in ethanol
• mp: 139-142 °C (lit.); 150-165 °C
• functional group: carboxylic acid
• storage temp.: 2-8°C
• SMILES string: CC(C)C1=CC2=CC[C@@H]3[C@](C)(CCC[C@@]3(C)C(O)=O)[C@H]2CC1
• InChI: 1S/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h7,12-13,16-17H,5-6,8-11H2,1-4H3,(H,21,22)/t16-,17+,19+,20+/m0/s1
• InChI key: RSWGJHLUYNHPMX-ONCXSQPRSA-N
• Gene Information: human ... TNF(7124)

Descripción

Application

Abietic acid can be used as a precursor in the preparation of:       

• Epoxy and petrochemical curing agents.
•  Dehydroabietic acid derivatives as potential antitumor, antimycotic, and antiviral agents.

It can also be used as a starting material in the total synthesis of:

• (−)-triptonide and (−)-triptolide as potent antitumor and immunosuppressant agents       
• quinone (−)-12-deoxyroyleanone as antileishmanial agent       
• abietic acid-derived catechol (methyl 11,12-dihydroxyabietate-8,11,13-trien-18-oate, MDTO) as a potential antioxidant agent

Other Notes

Starting material for natural product synthesis; Epoxidation with MCPBA

Información de seguridad

• pictograms: GHS07,GHS09
• signalword: Warning
• hcodes: H315,H319,H335,H400
• pcodes: P261 - P264 - P271 - P273 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Aquatic Acute 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves