Dihydrocelastrol

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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.

Chemical Structure

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Dihydrocelastrol
CAS# 193957-88-9 (dihydrocelastrol)
Instruction

Theoretical Analysis

MedKoo Cat#: 406701
Name: Dihydrocelastrol
CAS#: 193957-88-9 (dihydrocelastrol)
Chemical Formula: C29H40O4
Exact Mass: 452.29
Molecular Weight: 452.635
Elemental Analysis: C, 76.95; H, 8.91; O, 14.14

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
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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

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).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 452.64 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.