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MedKoo Cat#: 599183 | Name: Epifriedelanol
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Description:

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

Epifriedelanol is a triterpenoid compound with antiproliferative and anti-cancer agent.

Chemical Structure

Epifriedelanol
Epifriedelanol
CAS#16844-71-6

Theoretical Analysis

MedKoo Cat#: 599183

Name: Epifriedelanol

CAS#: 16844-71-6

Chemical Formula: C30H52O

Exact Mass: 428.4018

Molecular Weight: 428.74

Elemental Analysis: C, 84.04; H, 12.23; O, 3.73

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 650.00 2 Weeks
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Related CAS #
No Data
Synonym
Epifriedelanol; Longan triterpane A; Epi-Friedelanol; Friedelan-3beta-ol; Epifriedelinol; beta-Friedelinol; Epifriendelanol
IUPAC/Chemical Name
(3S,4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS)-4,4a,6b,8a,11,11,12b,14a-octamethyldocosahydropicen-3-ol
InChi Key
XCDQFROEGGNAER-PFOIMGGJSA-N
InChi Code
InChI=1S/C30H52O/c1-20-21(31)9-10-22-27(20,5)12-11-23-28(22,6)16-18-30(8)24-19-25(2,3)13-14-26(24,4)15-17-29(23,30)7/h20-24,31H,9-19H2,1-8H3/t20-,21-,22+,23-,24+,26+,27+,28-,29+,30-/m0/s1
SMILES Code
C[C@]([C@](CC[C@@]1(C)[C@@]2([H])CC[C@H](O)[C@@H]1C)([H])[C@@]2(C)CC3)(CC[C@]4(C)[C@@]5([H])CC(C)(C)CC4)[C@@]35C
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
>3 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).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 428.74 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Yang HH, Son JK, Jung B, Zheng M, Kim JR. Epifriedelanol from the root bark of Ulmus davidiana inhibits cellular senescence in human primary cells. Planta Med. 2011 Mar;77(5):441-9. doi: 10.1055/s-0030-1250458. Epub 2010 Nov 3. PubMed PMID: 21049397. 2: Kundu JK, Rouf AS, Hossain MN, Hasan CM, Rashid MA. Antitumor activity of epifriedelanol from Vitis trifolia. Fitoterapia. 2000 Sep;71(5):577-9. PubMed PMID: 11449513. 3: Wang YN, Cai JY, Zhao L, Zhu E, Zhang DZ. [Study on chemical constituents from Anoectochilus chapaensis]. Zhong Yao Cai. 2012 Jun;35(6):911-3. Chinese. PubMed PMID: 23236826. 4: Yin DF, Zhou K, Liu JT, Hu L, Liu Y, Deng J, Wang SP, Xiong Y, Zhong W. Development and validation of an LC/MS/MS method for simultaneous determination of shionone and epi-friedelinol in rat plasma for pharmacokinetic study after oral administration of Aster tataricus extract. Biomed Chromatogr. 2016 Jul;30(7):1112-1117. doi: 10.1002/bmc.3658. Epub 2015 Dec 20. PubMed PMID: 26581126. 5: Farozi A, Banday JA, Shah SA. Genicunolide A, B and C: three new triterpenoids from Euphorbia geniculata. Beilstein J Org Chem. 2015 Dec 23;11:2707-12. doi: 10.3762/bjoc.11.291. eCollection 2015. PubMed PMID: 26877792; PubMed Central PMCID: PMC4734298. 6: Zhu SH, Zhang QJ, Chen Q, Zhou T, Yao RJ. [Study on the chemical constituents of Dichrocephala integrifolia]. Zhong Yao Cai. 2010 Jan;33(1):53-5. Chinese. PubMed PMID: 20518304. 7: Zermiani T, Junior AA, Ferreira RA, Wagner TM, Machado MS, Cechinel-Filho V, Niero R. Seasonal variation of gastroprotective terpenoids in Maytenus robusta (Celastraceae) quantified by gas chromatography-flame ionization detection (GC-FID). Z Naturforsch C. 2016 Nov 1;71(11-12):369-373. doi: 10.1515/znc-2015-0185. PubMed PMID: 27658144. 8: Jia LY, Wang J, Lv CN, Xu TY, Jia BZ, Lu JC. A new cycloartane nortriterpenoid from stem and leaf of Quercus variabilis. J Asian Nat Prod Res. 2013 Sep;15(9):1050-4. doi: 10.1080/10286020.2012.762911. Epub 2013 Jul 22. PubMed PMID: 23869388. 9: Utami R, Khalid N, Sukari MA, Rahmani M, Abdul AB, Dachriyanus. Phenolic contents, antioxidant and cytotoxic activities of Elaeocarpus floribundus Blume. Pak J Pharm Sci. 2013 Mar;26(2):245-50. PubMed PMID: 23455191. 10: Wang D, Xia M, Cui Z. New triterpenoids isolated from the root bark of Ulmus pumila L. Chem Pharm Bull (Tokyo). 2006 Jun;54(6):775-8. PubMed PMID: 16755042. 11: Chen J, Wei JH, Cai SF, Zhang HJ, Zhang XH, Liang WJ, Wu SG. [Chemical constituents in whole herb of Bidens pilosa var. radiata]. Zhong Yao Cai. 2013 Mar;36(3):410-3. Chinese. PubMed PMID: 24010324. 12: Cai J, Zhao L, Tao W. Potent protein tyrosine phosphatase 1B (PTP1B) inhibiting constituents from Anoectochilus chapaensis and molecular docking studies. Pharm Biol. 2015 Jul;53(7):1030-4. doi: 10.3109/13880209.2014.957781. Epub 2015 Jan 22. PubMed PMID: 25609152. 13: Liang QL, Min ZD. [Studies on the constituents from the herb of Vernonia patula]. Zhongguo Zhong Yao Za Zhi. 2003 Mar;28(3):235-7. Chinese. PubMed PMID: 15015308. 14: Dai JJ, Tao HM, Min QX, Zhu QH. Anti-hepatitis B virus activities of friedelolactones from Viola diffusa Ging. Phytomedicine. 2015 Jul 15;22(7-8):724-9. doi: 10.1016/j.phymed.2015.05.001. Epub 2015 May 19. PubMed PMID: 26141758. 15: Xue Y, Wang W, Liu Y, Zhan R, Chen Y. Two new flavonol glycosides from Dimocarpus longan leaves. Nat Prod Res. 2015;29(2):163-8. doi: 10.1080/14786419.2014.971318. Epub 2014 Oct 17. PubMed PMID: 25325562. 16: Munhoz AC, Minozzo BR, Cruz LS, Oliveira TL, Machado WM, Pereira AV, Fernandes D, Manente FA, Vellosa JC, Nepel A, Barison A, Beltrame FL. Chemical and pharmacological investigation of the stem bark of Synadenium grantii. Planta Med. 2014 Apr;80(6):458-64. doi: 10.1055/s-0034-1368300. Epub 2014 Mar 31. PubMed PMID: 24687740. 17: Fouotsa H, Lannang AM, Dzoyem JP, Tatsimo SJ, Neumann B, Mbazoa CD, Razakarivony AA, Nkengfack AE, Eloff JN, Sewald N. Antibacterial and antioxidant xanthones and benzophenone from garcinia smeathmannii. Planta Med. 2015 May;81(7):594-9. doi: 10.1055/s-0035-1545841. Epub 2015 Mar 23. PubMed PMID: 25798641. 18: Lee KH, Ibuka T, Furukawa H, Kozuka M, Wu RY, Hall IH, Huang HC. Antitumor agents XXXVIII: Isolation and structural elucidation of novel germacranolides and triterpenes from Elephantopus mollis. J Pharm Sci. 1980 Sep;69(9):1050-6. PubMed PMID: 7411406. 19: Wei S, Si X, Xu X. [Chemical constituents in the stem of Premna crassa Hand. -Mazz]. Zhongguo Zhong Yao Za Zhi. 1990 Aug;15(8):487-8, 512. Chinese. PubMed PMID: 2093323. 20: Thu NT, Ha le T, Nga VT, Tuyen PN, Quang TT, Daniellee FR, Lawrence P, Phung NK. Six new phenolic glycosides and a new ceramide from the flowers of Wedelia biflora and their cytotoxicity against some cancer cell lines. Nat Prod Commun. 2013 Mar;8(3):367-72. PubMed PMID: 23678813.