CristacarpinCAS# 74515-47-2 |
Quality Control & MSDS
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| Cas No. | 74515-47-2 | SDF | Download SDF |
| PubChem ID | 126540 | Appearance | Powder |
| Formula | C21H22O5 | M.Wt | 354.4 |
| Type of Compound | Phenols | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (6aS,11aS)-9-methoxy-10-(3-methylbut-2-enyl)-6,11a-dihydro-[1]benzofuro[3,2-c]chromene-3,6a-diol | ||
| SMILES | CC(=CCC1=C(C=CC2=C1OC3C2(COC4=C3C=CC(=C4)O)O)OC)C | ||
| Standard InChIKey | ZHPYEBFYLDGZKF-LEWJYISDSA-N | ||
| Standard InChI | InChI=1S/C21H22O5/c1-12(2)4-6-14-17(24-3)9-8-16-19(14)26-20-15-7-5-13(22)10-18(15)25-11-21(16,20)23/h4-5,7-10,20,22-23H,6,11H2,1-3H3/t20-,21+/m0/s1 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | 1. Cristacarpin exhibits moderate but selective activity towards DNA repair-deficient yeast mutants. 2. Cristacarpin promotes endoplasmic reticulum (ER) stress, leading to sub-lethal reactive oxygen species (ROS) generation and which eventually terminates by triggering senescence in pancreatic and breast cancer cells through blocking the cell cycle in the G1 phase. |
| Targets | ROS | p21 | Cdk | p53 | p38MAPK | Antifection |
Cristacarpin Dilution Calculator
Cristacarpin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.8217 mL | 14.1084 mL | 28.2167 mL | 56.4334 mL | 70.5418 mL |
| 5 mM | 0.5643 mL | 2.8217 mL | 5.6433 mL | 11.2867 mL | 14.1084 mL |
| 10 mM | 0.2822 mL | 1.4108 mL | 2.8217 mL | 5.6433 mL | 7.0542 mL |
| 50 mM | 0.0564 mL | 0.2822 mL | 0.5643 mL | 1.1287 mL | 1.4108 mL |
| 100 mM | 0.0282 mL | 0.1411 mL | 0.2822 mL | 0.5643 mL | 0.7054 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Cristacarpin promotes ER stress-mediated ROS generation leading to premature senescence by activation of p21(waf-1).[Pubmed:27246693]
Age (Dordr). 2016 Jun;38(3):62.
Stress-induced premature senescence (SIPS) is quite similar to replicative senescence that is committed by cells exposed to various stress conditions viz. ultraviolet radiation (DNA damage), hydrogen peroxide (oxidative stress), chemotherapeutic agents (cytotoxic threat), etc. Here, we report that Cristacarpin, a natural product obtained from the stem bark of Erythrina suberosa, promotes endoplasmic reticulum (ER) stress, leading to sub-lethal reactive oxygen species (ROS) generation and which eventually terminates by triggering senescence in pancreatic and breast cancer cells through blocking the cell cycle in the G1 phase. The majority of Cristacarpin-treated cells responded to conventional SA-beta-gal stains; showed characteristic p21(waf1) upregulation along with enlarged and flattened morphology; and increased volume, granularity, and formation of heterochromatin foci-all of these features are the hallmarks of senescence. Inhibition of ROS generation by N-acetyl-L-cysteine (NAC) significantly reduced the expression of p21(waf1), confirming that the modulation in p21(waf1) by anti-proliferative Cristacarpin was ROS dependent. Further, the elevation in p21(waf1) expression in PANC-1 and MCF-7 cells was consistent with the decrease in the expression of Cdk-2 and cyclinD1. Here, we provide evidence that Cristacarpin promotes senescence in a p53-independent manner. Moreover, Cristacarpin treatment induced p38MAPK, indicating the ROS-dependent activation of the MAP kinase pathway, and thus abrogates the tumor growth in mouse allograft tumor model.
Two bioactive pterocarpans from Erythrina burana.[Pubmed:8277323]
J Nat Prod. 1993 Oct;56(10):1831-4.
Bioactivity-directed fractionation of the CHCl3 extract of the bark of Erythrina burana afforded phaseollidin [1] and Cristacarpin [2]. Both 1 and 2 exhibited moderate but selective activity towards DNA repair-deficient yeast mutants, whereas only 1 was found to be cytotoxic. 13C-nmr spectra of both compounds were assigned.
Three new isoflavanones from Erythrina costaricensis.[Pubmed:19662573]
Nat Prod Res. 2009;23(12):1089-94.
Three new isoflavanones, 5,7,3'-trihydroxy-4'-methoxy-6,5'-di(gamma, gamma-dimethylallyl)-isoflavanone (1), 5,3'-dihydroxy-4'-methoxy-5'-gamma,gamma-dimethylallyl-2'',2''-dimethylpyrano[5,6 : 6,7]isoflavanone (2) and 5,3'-dihydroxy-2'',2''-dimethylpyrano[5,6 : 6,7]-2''',2'''-dimethylpyrano[5,6 : 5,4]isoflavanone (3), along with two known isoflavonoids, Cristacarpin and euchrenone b(10), were isolated from the stems of Erythrina costaricensis. Their structures were established on the basis of spectroscopic evidence. Compound 3 is a rare isoflavanone possessing two 2,2-dimethylpyran moieties. Among the new isoflavanones, compound 1 showed potent antibacterial activity against methicillin-resistant Staphylococcus aureus.
