Regelin | CAS#109974-21-2 | antitumor

MedKoo Cat#: 461203 | Name: Regelin

Description:

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

Regelin is an antitumor ursene-type triterpenoid from Tripterygium regelii.

Chemical Structure

Regelin

CAS#109974-21-2

Theoretical Analysis

MedKoo Cat#: 461203

Name: Regelin

CAS#: 109974-21-2

Chemical Formula: C31H48O4

Exact Mass: 484.3553

Molecular Weight: 484.72

Elemental Analysis: C, 76.82; H, 9.98; O, 13.20

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

Regelin; Regelin C;

IUPAC/Chemical Name

methyl (1R,2R,4S,4aR,6aS,6bR,8aR,12aR,12bR,14bS)-4-hydroxy-1,4a,6a,6b,9,9,12a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylate

InChi Key

YQPSLCRGQUNTRC-UXOWTMDMSA-N

InChi Code

InChI=1S/C31H48O4/c1-18-19(26(34)35-8)17-24(33)29(5)15-16-30(6)20(25(18)29)9-10-22-28(4)13-12-23(32)27(2,3)21(28)11-14-31(22,30)7/h9,18-19,21-22,24-25,33H,10-17H2,1-8H3/t18-,19+,21-,22+,24-,25-,28-,29-,30+,31+/m0/s1

SMILES Code

CC1(C)C(CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])[C@@H](C)[C@H](C(OC)=O)C[C@H](O)[C@@](C)5CC[C@](C)4[C@@](C)3CC[C@@]12[H])=O

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 484.72 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.

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: Hori H, Pang GM, Harimaya K, Iitaka Y, Inayama S. Isolation and structure of regelin and regelinol, new antitumor ursene-type triterpenoids from Tripterygium regelii. Chem Pharm Bull (Tokyo). 1987 May;35(5):2125-8. PubMed PMID: 3664820. 2: Regelin N, Montaruli E. Images in clinical medicine. Disseminated Lyme disease. N Engl J Med. 2015 May 28;372(22):2136. doi: 10.1056/NEJMicm1408084. PubMed PMID: 26017824. 3: Fan D, Parhira S, Zhu GY, Jiang ZH, Bai LP. Triterpenoids from the stems of Tripterygium regelii. Fitoterapia. 2016 Sep;113:69-73. doi: 10.1016/j.fitote.2016.07.006. Epub 2016 Jul 15. PubMed PMID: 27425447. 4: Regelin M, Blume J, Pommerencke J, Vakilzadeh R, Witzlau K, Łyszkiewicz M, Ziętara N, Saran N, Schambach A, Krueger A. Responsiveness of Developing T Cells to IL-7 Signals Is Sustained by miR-17∼92. J Immunol. 2015 Nov 15;195(10):4832-40. doi: 10.4049/jimmunol.1402248. Epub 2015 Oct 16. PubMed PMID: 26475928. 5: Armstrong PW, Gershlick AH, Goldstein P, Wilcox R, Danays T, Lambert Y, Sulimov V, Rosell Ortiz F, Ostojic M, Welsh RC, Carvalho AC, Nanas J, Arntz HR, Halvorsen S, Huber K, Grajek S, Fresco C, Bluhmki E, Regelin A, Vandenberghe K, Bogaerts K, Van de Werf F; STREAM Investigative Team. Fibrinolysis or primary PCI in ST-segment elevation myocardial infarction. N Engl J Med. 2013 Apr 11;368(15):1379-87. doi: 10.1056/NEJMoa1301092. Epub 2013 Mar 10. PubMed PMID: 23473396. 6: Sinnaeve PR, Armstrong PW, Gershlick AH, Goldstein P, Wilcox R, Lambert Y, Danays T, Soulat L, Halvorsen S, Ortiz FR, Vandenberghe K, Regelin A, Bluhmki E, Bogaerts K, Van de Werf F; STREAM investigators. ST-segment-elevation myocardial infarction patients randomized to a pharmaco-invasive strategy or primary percutaneous coronary intervention: Strategic Reperfusion Early After Myocardial Infarction (STREAM) 1-year mortality follow-up. Circulation. 2014 Sep 30;130(14):1139-45. doi: 10.1161/CIRCULATIONAHA.114.009570. Epub 2014 Aug 26. PubMed PMID: 25161043. 7: Pang GM, Zhao CJ, Hori H, Inayama S. [Studies on new triterpenoids of Tripterygium regelii]. Yao Xue Xue Bao. 1989 Jan;24(1):75-9. Chinese. PubMed PMID: 2801129. 8: Regelin AE, Fankhaenel S, Gürtesch L, Prinz C, von Kiedrowski G, Massing U. Biophysical and lipofection studies of DOTAP analogs. Biochim Biophys Acta. 2000 Mar 15;1464(1):151-64. PubMed PMID: 10704929. 9: Saran N, Pommerencke J, Witzlau K, Regelin M, Krueger A. Extra-thymic physiological T lineage progenitor activity is exclusively confined to cells expressing either CD127, CD90, or high levels of CD117. PLoS One. 2012;7(2):e30864. doi: 10.1371/journal.pone.0030864. Epub 2012 Feb 15. PubMed PMID: 22355330; PubMed Central PMCID: PMC3280270. 10: CANNING W, HARLOW G, REGELIN C. A study of two personality questionnaires. J Consult Psychol. 1950 Oct;14(5):414-5. PubMed PMID: 14794847. 11: Regelin AE, Fernholz E, Krug HF, Massing U. High throughput screening method for identification of new lipofection reagents. J Biomol Screen. 2001 Aug;6(4):245-54. PubMed PMID: 11689124. 12: Fichert T, Regelin A, Massing U. Synthesis and transfection properties of novel non-toxic monocationic lipids. Variation of lipid anchor, spacer and head group structure. Bioorg Med Chem Lett. 2000 Apr 17;10(8):787-91. PubMed PMID: 10782687. 13: Gottschalk A, Ford JG, Regelin CC, You J, Mascha EJ, Sessler DI, Durieux ME, Nemergut EC. Association between epidural analgesia and cancer recurrence after colorectal cancer surgery. Anesthesiology. 2010 Jul;113(1):27-34. doi: 10.1097/ALN.0b013e3181de6d0d. PubMed PMID: 20508494.