Bauerenol
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 581100

CAS#: 6466-94-0

Description: Bauerenol is a triterpenoid from Indian Suregada angustifolia, is isolated from the stem bark of Acronychia pedunculata., Induces reactive oxygen species-mediated P38MAPK activation and apoptosis in human hepatocellular carcinoma (HepG2) cells. Bauerenol is an Antitrypanosomal Agent.


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Bauerenol is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 581100
Name: Bauerenol
CAS#: 6466-94-0
Chemical Formula: C30H50O
Exact Mass: 426.729
Molecular Weight: 426.3862
Elemental Analysis: C, 84.44; H, 11.81; O, 3.75


Synonym: Bauerenol; Baurenol; EINECS 229-283-0; NSC 147745;

IUPAC/Chemical Name: (3R,4aR,6bR,8aR,11R,12S,12aR,12bR,14aR,14bR)-4,4,6b,8a,11,12,12b,14b-octamethyl-1,2,3,4,4a,5,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicen-3-ol

InChi Key: TZVDWGXUGGUMCE-WXRCDFDUSA-N

InChi Code: InChI=1S/C30H50O/c1-19-11-14-27(5)17-18-29(7)22-9-10-23-26(3,4)24(31)13-15-28(23,6)21(22)12-16-30(29,8)25(27)20(19)2/h9,19-21,23-25,31H,10-18H2,1-8H3/t19-,20+,21+,23+,24-,25-,27-,28-,29+,30-/m1/s1

SMILES Code: C[C@@]12CC[C@](CC[C@@H](C)[C@@H]3C)(C)[C@@H]3[C@@]1(C)CC[C@@H]4[C@](CC[C@H](C5(C)C)O)(C)[C@H]5CC=C42


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Li JJ, Wang AL, Yuan ZZ, Wu CY, Yang LH, Shang XY. [Triterpene compounds of Ainsliaea yunnanensis]. Zhongguo Zhong Yao Za Zhi. 2013 Nov;38(22):3918-22. Chinese. PubMed PMID: 24558876.

2: Sathish Kumar P, Viswanathan MBG, Venkatesan M, Balakrishna K. Bauerenol, a triterpenoid from Indian Suregada angustifolia: Induces reactive oxygen species-mediated P38MAPK activation and apoptosis in human hepatocellular carcinoma (HepG2) cells. Tumour Biol. 2017 Apr;39(4):1010428317698387. doi: 10.1177/1010428317698387. PubMed PMID: 28443465.

3: Ragasa CY, Espineli DL, Agoo EM, Del Fierro RS. Chemical constituents of Cinnamomum cebuense. Chin J Nat Med. 2013 May;11(3):264-8. doi: 10.1016/S1875-5364(13)60026-6. PubMed PMID: 23725839.

4: Anyanwu GO, Nisar-ur-Rehman, Onyeneke CE, Rauf K. Medicinal plants of the genus Anthocleista--A review of their ethnobotany, phytochemistry and pharmacology. J Ethnopharmacol. 2015 Dec 4;175:648-67. doi: 10.1016/j.jep.2015.09.032. Epub 2015 Nov 11. Review. PubMed PMID: 26432351.

5: Shi HM, Long BS, Cui XM, Min ZD. A new bisabolane sesquiterpenoid from Euphorbia chrysocoma. J Asian Nat Prod Res. 2005 Dec;7(6):857-60. PubMed PMID: 16308205.

6: Raga DD, Herrera AA, Ragasa CY. Angio-suppressive triterpenoids from Ardisia cf. elliptica (subgenus Tinus) on duck (Anas platyrynchos L.) chorioallantoic membrane. Chin J Nat Med. 2013 Mar;11(2):128-38. doi: 10.1016/S1875-5364(13)60039-4. PubMed PMID: 23787179.

7: Deng Y, Lu CY, Guo DL, Mei L. [Studies on the chemical constituents of Ardisia tenera]. Zhong Yao Cai. 2011 Mar;34(3):380-3. Chinese. PubMed PMID: 21823453.

8: Zhou FX, Min ZD. [Studies on the chemical constituents of Acronychia pedunculata (L.) Mig]. Zhongguo Zhong Yao Za Zhi. 1989 Feb;14(2):30-1, 62. Chinese. PubMed PMID: 2506892.

9: Fang XP, Wang TZ, Zhang H, Shuai H, Li D, Xie CK. [Quantitative determination of 5 alkaloids in plants of Coptis from China]. Zhongguo Zhong Yao Za Zhi. 1989 Feb;14(2):33-5, 63. Chinese. PubMed PMID: 2506894.

10: Yu KY, Wu W, Li SZ, Dou LL, Liu LL, Li P, Liu EH. A new compound, methylbergenin along with eight known compounds with cytotoxicity and anti-inflammatory activity from Ardisia japonica. Nat Prod Res. 2017 Nov;31(22):2581-2586. doi: 10.1080/14786419.2017.1283495. Epub 2017 Jan 30. PubMed PMID: 28135873.

11: Carothers S, Nyamwihura R, Collins J, Zhang H, Park H, Setzer WN, Ogungbe IV. Bauerenol Acetate, the Pentacyclic Triterpenoid from Tabernaemontana longipes, is an Antitrypanosomal Agent. Molecules. 2018 Feb 8;23(2). pii: E355. doi: 10.3390/molecules23020355. PubMed PMID: 29419735.