HeracleninCAS# 2880-49-1 |
- Oxyimperatorin
Catalog No.:BCN2736
CAS No.:35740-18-2
Quality Control & MSDS
3D structure
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| Cas No. | 2880-49-1 | SDF | Download SDF |
| PubChem ID | 17897 | Appearance | Powder |
| Formula | C16H14O5 | M.Wt | 286.3 |
| Type of Compound | Coumarins | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 9-[[(2S)-3,3-dimethyloxiran-2-yl]methoxy]furo[3,2-g]chromen-7-one | ||
| SMILES | CC1(C(O1)COC2=C3C(=CC4=C2OC=C4)C=CC(=O)O3)C | ||
| Standard InChIKey | CTJZWFCPUDPLME-NSHDSACASA-N | ||
| Standard InChI | InChI=1S/C16H14O5/c1-16(2)11(21-16)8-19-15-13-10(5-6-18-13)7-9-3-4-12(17)20-14(9)15/h3-7,11H,8H2,1-2H3/t11-/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. Heraclenin and imperatorin have an equally strong clastogenic effect . 2. Heraclenin can induce apoptosis in Jurkat leukemia cells. 3. Heraclenin has mutagenicity in Chlamydomonas reinhardii. 4. (+)-Heraclenin displays significant levels of antiplasmodial and moderate levels of antimicrobial activities. 5. Heraclenin has anticoagulant activity. 6. Heraclenin shows anti-inflammatory activity. |
| Targets | Immunology & Inflammation related | Antifection |
Heraclenin Dilution Calculator
Heraclenin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.4928 mL | 17.4642 mL | 34.9284 mL | 69.8568 mL | 87.321 mL |
| 5 mM | 0.6986 mL | 3.4928 mL | 6.9857 mL | 13.9714 mL | 17.4642 mL |
| 10 mM | 0.3493 mL | 1.7464 mL | 3.4928 mL | 6.9857 mL | 8.7321 mL |
| 50 mM | 0.0699 mL | 0.3493 mL | 0.6986 mL | 1.3971 mL | 1.7464 mL |
| 100 mM | 0.0349 mL | 0.1746 mL | 0.3493 mL | 0.6986 mL | 0.8732 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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Mutagenicity of a furocoumarin epoxide, heraclenin, in Chlamydomonas reinhardii.[Pubmed:3945236]
Mutat Res. 1986 Jan-Feb;169(1-2):47-50.
Treatment of arg- or strd mutant cells of Chlamydomonas reinhardii with a furocoumarin epoxide, Heraclenin, plus UV-A resulted in a decrease in survival and a UV-A dose-dependent increase in induced Arg+ or Strs revertants. Imperatorin, a furocoumarin with a very similar structure but lacking an epoxide group showed a very similar phototoxic and photomutagenic activity in these mutant strains. Treating the mutant cells with Heraclenin or imperatorin in the dark neither influenced survival nor mutation induction. The results are discussed with respect to the involvement of the epoxide moiety of Heraclenin in mutagenicity.
Coumarins from Opopanax chironium. New dihydrofuranocoumarins and differential induction of apoptosis by imperatorin and heraclenin.[Pubmed:15104479]
J Nat Prod. 2004 Apr;67(4):532-6.
Opopanax chironium is a rich source of furano- and dihydrofuranocoumarins, whose accumulation in all plant parts and especially the roots is presumably responsible for the poisonous properties of the species. The presence of two distinct chemotypes was evidenced, with the one from Sicily affording the new dihydrofuranocoumarins 5d and 5e, while extracts from the Sardinian chemotype showed powerful apoptotic activity, which was traced to the prenylated furanocoumarins Heraclenin (2a) and imperatorin (2b). Despite a close structural similarity, compounds 2a and 2b induced apoptosis in Jurkat leukemia cells in mechanistically different ways.
Anti-inflammatory activity of coumarins from Decatropis bicolor on TPA ear mice model.[Pubmed:10821059]
Planta Med. 2000 Apr;66(3):279-81.
From the aerial parts of Decatropis bicolor, Heraclenin (1), seselin (2), psoralen (3), imperatorin (4), skimmianine (5), and heraclenol (6), were isolated. This is the first time that coumarin-like compounds are isolated from Decatropis genus. The anti-inflammatory properties of compounds 1-6 were examined against the ear edema in mice produced by TPA. The results suggest that the anti-inflammatory activity of each compound depends of its individual substitution on the aromatic ring rather than the coumarin skeleton itself.
Chromosome-damaging effects of heraclenin in human lymphocytes in vitro.[Pubmed:3945237]
Mutat Res. 1986 Jan-Feb;169(1-2):51-4.
Heraclenin, a furocoumarin with an epoxide group in its side chain, was analyzed to see if it induced structural chromosome aberrations and sister-chromatid exchanges (SCEs) in human lymphocytes in vitro. The results were compared directly with those of imperatorin, which differs from Heraclenin only in lacking an epoxide group. An equally strong clastogenic effect was found for both Heraclenin and imperatorin: the number of metaphases with breaks was increased in both cases by approximately a factor of 6. Heraclenin produced a considerable dose-dependent increase in the SCE rate, i.e., by about 60 induced SCEs/metaphase, whereas imperatorin induced only about 4 SCEs/metaphase. The results are discussed with respect to the occurrence of structural aberrations, which are primarily due to the basic furocoumarin structure itself, whereas the large increase in the SCE rate produced by Heraclenin is most probably significantly influenced by its epoxide group.
