2α,3β-Dihydroxylup-20(29)-en-28-oic acid CAS 19533-92-7

Introduction：Basic information about 2α,3β-Dihydroxylup-20(29)-en-28-oic acid CAS 19533-92-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

2α,3β-Dihydroxylup-20(29)-en-28-oic acid Basic information

• Product Name: 2α,3β-Dihydroxylup-20(29)-en-28-oic acid
• Synonyms: 2α,3β-Dihydroxylup-20(29)-en-28-oic acid;Alphitolic acid;2alpha,3beta-dihydroxy-20(29)-lupen-28-oic acid;Lup-20(29)-en-28-oic acid, 2,3-dihydroxy-, (2α,3β)-;2alpha-Hydroxybetulinic acid
• CAS: 19533-92-7
• MF: C30H48O4
• MW: 472.69972
• Mol File: 19533-92-7.mol

2α,3β-Dihydroxylup-20(29)-en-28-oic acid Chemical Properties

• Melting point: 232-234 °C(Solv: methanol (67-56-1))
• Boiling point: 566.4±30.0 °C(Predicted)
• density: 1?+-.0.06 g/cm3(Predicted)
• solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
• form: Powder
• pka: 4.60±0.70(Predicted)
• color: White to off-white

2α,3β-Dihydroxylup-20(29)-en-28-oic acid Usage And Synthesis

Uses

Alphitolic acid (Aophitolic acid) is an anti-inflammatory triterpene could found in quercus aliena. Alphitolic acid blocks Akt–NF-κB signaling to induce apoptosis. Alphitolic acid induces autophagy. Alphitolic acid has anti-inflammatory activity and down-regulates the NO and TNF-α production. Alphitolic acid can be used for cancer and inflammation research[1][2][3].

Definition

ChEBI: A pentacyclic triterpenoid that is betulinic acid carrying an additional alpha-hydroxy group at position 2. It has been isolated from Breynia fruticosa.

in vivo

Alphitolic acid (Aophitolic acid) (47-756 μg/ear; i.h.; adult male CF-1 mice) has anti-inflammatory activity in vivo^[3].

• Animal Model: Adult male CF-1 mice^[3]
• Dosage: 47, 94, 330, 378 and 756 μg/ear
• Administration: subcutaneous injection
• Result: Had anti-inflammatory activity with an ED₅₀ of 0.11 and 0.20 μM in a dose-dependent.

target

Akt | NF-kB | p53 | Bcl-2/Bax | Antifection

References

[1] Bai LY, et, al. Alphitolic acid, an anti-inflammatory triterpene, induces apoptosis and autophagy in oral squamous cell carcinoma cells, in part, through a p53-dependent pathway. 2015 Jan 22; 18(2015):368-378.
[2] Raju R, et, al. Anti-Inflammatory Chemical Profiling of the Australian Rainforest Tree Alphitonia petriei (Rhamnaceae). Molecules. 2016 Nov 11;21(11):1521.
[3] Goity LE, et, al. An HPLC-UV and HPLC-ESI-MS based method for identification of antiinflammatory triterpenoids from the extracts of Ugni molinae. 2013 Jan; 12(1):108-116.