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