Dihydrocelastrol

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

MedKoo CAT#: 406701

CAS#: 193957-88-9 (dihydrocelastrol)

Description: Dihydrocelastrol, also known as DHCE and Triptohypol C, is synthesized by hydrogenation of celastrol, which is a treterpene isolated from Chinese medicinal plant Tripterygium regelii. Dihydrocelastrol could inhibit cell proliferation and promote apoptosis through caspase-dependent way in vitro. DHCE could inhibit cellular proliferation and induce cell apoptosis in myeloma cells mediated through different mechanisms, possibly through inhibiting the IL-6/STAT3 and ERK1/2 pathways. And it may provide a new therapeutic option for MM patients.


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Dihydrocelastrol 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#: 406701
Name: Dihydrocelastrol
CAS#: 193957-88-9 (dihydrocelastrol)
Chemical Formula: C29H40O4
Exact Mass: 452.2927
Molecular Weight: 452.635
Elemental Analysis: C, 76.95; H, 8.91; O, 14.14


Related CAS #: 34157-83-0 (castrol)   193957-88-9 (dihydrocelastrol)    

Synonym: Dihydrocelastrol; DHCE. (-)-Triptohypol C; Triptohypol C.

IUPAC/Chemical Name: (2R,4aS,6aS,12bS,14aS,14bR)-10,11-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid

InChi Key: WZAUFGYINZYCKH-JJWQIEBTSA-N

InChi Code: InChI=1S/C29H40O4/c1-17-18-7-8-21-27(4,19(18)15-20(30)23(17)31)12-14-29(6)22-16-26(3,24(32)33)10-9-25(22,2)11-13-28(21,29)5/h8,15,22,30-31H,7,9-14,16H2,1-6H3,(H,32,33)/t22-,25-,26-,27+,28-,29+/m1/s1

SMILES Code: CC1=C2CC=C3[C@](C2=CC(=C1O)O)(CC[C@@]4([C@@]3(CC[C@@]5([C@H]4C[C@](CC5)(C)C(=O)O)C)C)C)C


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: Woo SG, Lee SM, Lee SY, Lim KH, Ha EJ, Kim SH, Eom YB. The effectiveness of anti-biofilm and anti-virulence properties of dihydrocelastrol and dihydrocelastryl diacetate in fighting against methicillin-resistant Staphylococcus aureus. Arch Microbiol. 2017 May 9. doi: 10.1007/s00203-017-1386-x. [Epub ahead of print] PubMed PMID: 28487997.

2: Hu L, Wu H, Li B, Song D, Yang G, Chen G, Xie B, Xu Z, Zhang Y, Yu D, Hou J, Xiao W, Sun X, Chang G, Zhang Y, Gao L, Dai B, Tao Y, Shi J, Zhu W. Dihydrocelastrol inhibits multiple myeloma cell proliferation and promotes apoptosis through ERK1/2 and IL-6/STAT3 pathways in vitro and in vivo. Acta Biochim Biophys Sin (Shanghai). 2017 May 1;49(5):420-427. doi: 10.1093/abbs/gmx021. PubMed PMID: 28338993.

3: Fribley AM, Miller JR, Brownell AL, Garshott DM, Zeng Q, Reist TE, Narula N, Cai P, Xi Y, Callaghan MU, Kodali V, Kaufman RJ. Celastrol induces unfolded protein response-dependent cell death in head and neck cancer. Exp Cell Res. 2015 Jan 15;330(2):412-22. doi: 10.1016/j.yexcr.2014.08.014. Epub 2014 Aug 17. PubMed PMID: 25139619; PubMed Central PMCID: PMC4280347.

4: Seo HR, Seo WD, Pyun BJ, Lee BW, Jin YB, Park KH, Seo EK, Lee YJ, Lee YS. Radiosensitization by celastrol is mediated by modification of antioxidant thiol molecules. Chem Biol Interact. 2011 Aug 15;193(1):34-42. doi: 10.1016/j.cbi.2011.04.009. Epub 2011 May 4. PubMed PMID: 21570383.

5: Ryu YB, Park SJ, Kim YM, Lee JY, Seo WD, Chang JS, Park KH, Rho MC, Lee WS. SARS-CoV 3CLpro inhibitory effects of quinone-methide triterpenes from Tripterygium regelii. Bioorg Med Chem Lett. 2010 Mar 15;20(6):1873-6. doi: 10.1016/j.bmcl.2010.01.152. Epub 2010 Feb 4. PubMed PMID: 20167482.