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MedKoo Cat#: 581107 | Name: Tingenin B

Description:

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

Tingenin B, the plant-derived triterpenoid tingenin B is a potent anticancer agent due to its cytotoxic activity on cancer stem cells of breast cancer in vitro. This compounds target cancer stem cells (CSCs), Tingenin b was cytotoxic against MCF-7s (IC50 value for 48 h was found to be 2.38 μM) by inducing apoptosis. It was evident by Annexin V staining positivity, decreased mitochondrial membrane potential and Bcl-2 dephosphorylation with a concomitant increase in Bax protein expression. In addition, endoplasmic reticulum stress was also found to be involved in tingenin b-induced cell death.

Chemical Structure

Tingenin B
CAS#50656-68-3

Theoretical Analysis

MedKoo Cat#: 581107

Name: Tingenin B

CAS#: 50656-68-3

Chemical Formula: C28H36O4

Exact Mass: 436.2614

Molecular Weight: 436.59

Elemental Analysis: C, 77.03; H, 8.31; O, 14.66

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 #
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Synonym
Tingenin B; 22-Hydroxytingenone;
IUPAC/Chemical Name
(6bR,8aR,9S,11R,12aS,12bS,14aS)-3,9-dihydroxy-4,6b,8a,11,12b,14a-hexamethyl-7,8,8a,11,12,12a,12b,13,14,14a-decahydropicene-2,10(6bH,9H)-dione
InChi Key
QIRUFAFQGKOTKA-LSWNLOKNSA-N
InChi Code
InChI=1S/C28H36O4/c1-15-13-21-26(4,24(32)22(15)30)10-12-27(5)20-8-7-17-16(2)23(31)19(29)14-18(17)25(20,3)9-11-28(21,27)6/h7-8,14-15,21,24,31-32H,9-13H2,1-6H3/t15-,21-,24-,25-,26-,27+,28+/m1/s1
SMILES Code
C[C@]12[C@H](C[C@@H](C)C([C@H]3O)=O)[C@@]3(C)CC[C@@]1(C)C4=CC=C(C(C)=C5O)C([C@@]4(C)CC2)=CC5=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
>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

Preparing Stock Solutions

The following data is based on the product molecular weight 436.59 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: Cevatemre B, Botta B, Mori M, Berardozzi S, Ingallina C, Ulukaya E. The plant-derived triterpenoid tingenin B is a potent anticancer agent due to its cytotoxic activity on cancer stem cells of breast cancer in vitro. Chem Biol Interact. 2016 Dec 25;260:248-255. doi: 10.1016/j.cbi.2016.10.001. Epub 2016 Oct 5. PubMed PMID: 27720947. 2: Bavovada R, Blaskó G, Shieh HL, Pezzuto JM, Cordell GA. Spectral assignment and cytotoxicity of 22-hydroxytingenone from Glyptopetalum sclerocarpum. Planta Med. 1990 Aug;56(4):380-2. PubMed PMID: 2236293. 3: Maregesi SM, Hermans N, Dhooghe L, Cimanga K, Ferreira D, Pannecouque C, Vanden Berghe DA, Cos P, Maes L, Vlietinck AJ, Apers S, Pieters L. Phytochemical and biological investigations of Elaeodendron schlechteranum. J Ethnopharmacol. 2010 Jun 16;129(3):319-26. doi: 10.1016/j.jep.2010.03.034. Epub 2010 Apr 3. PubMed PMID: 20371284.