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1-Decarboxy-3-oxo-ceanothic acid

1-Decarboxy-3-oxo-ceanothic acid

Catalog No. BCN4924
Size Price Stock
20mg $298 In stock
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Quality Control of 1-Decarboxy-3-oxo-ceanothic acid

Chemical structure

1-Decarboxy-3-oxo-ceanothic acid

Biological Activity of 1-Decarboxy-3-oxo-ceanothic acid

1. 1-Decarboxy-3-oxo-ceanothic acid has cytotoxic effect, at least in part, by the induction of apoptosis; it causes apoptotic process, requires synthesis of new proteins.

1-Decarboxy-3-oxo-ceanothic acid Dilution Calculator

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Chemical Properties of 1-Decarboxy-3-oxo-ceanothic acid

Cas No. 214150-74-0 SDF Download SDF
SMILES CC(=C)C1CCC2(C1C3CCC4C(C3(CC2)C)(CCC5C4(CC(=O)C5(C)C)C)C)C(=O)O
Standard InChIKey NUDCZUBEFGYVSS-RSICVRGJSA-N
Standard InChI InChI=1S/C29H44O3/c1-17(2)18-10-13-29(24(31)32)15-14-27(6)19(23(18)29)8-9-21-26(5)16-22(30)25(3,4)20(26)11-12-28(21,27)7/h18-21,23H,1,8-16H2,2-7H3,(H,31,32)/t18-,19+,20-,21+,23+,26-,27+,28+,29-/m0/s1
Type of Compound Triterpenoids Appearance Powder
Formula C29H44O3 M.Wt 440.7
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
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.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other courier with RT , or blue ice upon request.

Preparing Stock Solutions of 1-Decarboxy-3-oxo-ceanothic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.2691 mL 11.3456 mL 22.6912 mL 45.3823 mL 56.7279 mL
5 mM 0.4538 mL 2.2691 mL 4.5382 mL 9.0765 mL 11.3456 mL
10 mM 0.2269 mL 1.1346 mL 2.2691 mL 4.5382 mL 5.6728 mL
50 mM 0.0454 mL 0.2269 mL 0.4538 mL 0.9076 mL 1.1346 mL
100 mM 0.0227 mL 0.1135 mL 0.2269 mL 0.4538 mL 0.5673 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.

Preparation of 1-Decarboxy-3-oxo-ceanothic acid

This product is isolated and purified from the herb of Senecio scandens.

References on 1-Decarboxy-3-oxo-ceanothic acid

In vitro cytotoxic activity of 1-decarboxy-3-oxo-ceanothic acid in a human ovarian adenocarcinoma cell line.[Pubmed: 9730010]


The effect of a novel pentacyclic triterpene, 1-Decarboxy-3-oxo-ceanothic acid (DOCA) on DNA synthesis, DNA degradation and programmed cell death was examined in human ovarian adenocarcinoma (OVCAR-3) cells. OVCAR-3 cells exposed to various concentrations of DOCA for 30 h displayed a dose-dependent inhibition of DNA synthesis. Morphologically, treatment with 10 microg/ml of 1-Decarboxy-3-oxo-ceanothic acid for 24 h and 72 h resulted respectively in reduction in cell volume and condensation of nuclear structures. By agarose gel analysis, DNA fragmentation with the characteristic pattern of inter-nucleosomal ladder was observed after cells were treated with 2.5 microg/ml of 1-Decarboxy-3-oxo-ceanothic acid for 24 h. Both cell death and DNA fragmentation caused by this compound were partially inhibited by the protein synthesis inhibitor cycloheximide, suggesting that the apoptotic process caused by 1-Decarboxy-3-oxo-ceanothic acid requires synthesis of new proteins. On the other hand, no apparent double-stranded DNA breaks were detected after cells were incubated with 2.5 microg/ml of 1-Decarboxy-3-oxo-ceanothic acid for 24 h, indicating that DNA damage was not a preceding event for apoptosis induced by this compound. Taken together, our results demonstrate that the cytotoxic effect of 1-Decarboxy-3-oxo-ceanothic acid is mediated, at least in part, by the induction of apoptosis.

Preparation and cytotoxic effect of ceanothic acid derivatives.[Pubmed: 9834149]


Six ceanothane and 1-norceanothane derivatives (1, 2, 8-11) were prepared from ceanothic acid dibenzyl ester. These ring-A homologues of betulinic acid exhibited cytotoxic effects. Among these, 1-Decarboxy-3-oxo-ceanothic acid (2) was found to be the most cytotoxic against OVCAR-3 and HeLa cancer cell lines, with an IC50 of 2.8 and 6.6 microg/mL, respectively, and an IC50 of 11.3 microg/mL against normal cell line FS-5.

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