| Size | Price | Stock | Qty |
|---|---|---|---|
| 1mg |
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| 5mg |
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| 10mg |
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| 100mg | |||
| Other Sizes |
| Targets |
Natural product
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|---|---|
| ln Vitro |
Biological inhibitors present in the dry seeds of Heracleum laciniatum Horn have been studied by means of thin layer chromatography and various bioassays. The ethylacetate fraction of methanol extracts contained three main groups of inhibitors having the following R values when chromatographed on silica gel with chloroform: (1) 0.60–0.80; (2) 0.20–0.40; (3) 0.0–0.10.
The group (1) inhibited lettuce seed germination and root growth, elongation of Avena first internode segments, growth of the fungus Cladosporium cucumerinum, and it caused leakage of betacyanin from red beet tuber slices. The groups (2) and (3) had no activity in red beet betacyanin leakage test, but they were inhibitory in the other bioassays used. The group (3) were generally less active than the group (2). The group (2) contained the furanocoumarins pimpinellin, bergapten, isobergapten and angelicin. Inhibitors present in the groups (1) and (3) have not been identified. Effects of five synthetic furanocoumarins (pimpinellin, bergapten, isobergapten, isopimpinellin, sphondin) on lettuce seed germination and Cladosporium growth were investigated. Pimpinellin was inhibitory to Cladosporium growth, and lettuce seed germination was inhibited by pimpinellin and sphondin [1].
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| Toxicity/Toxicokinetics |
Toxicity Summary
Inhibition of insect cytochrome P450 (L579). Many furanocoumarins act by means of photoadducts with DNA and other cellular components, such as RNA, proteins, and membrane proteins, including phospholipases A2 and C, calcium-dependent and cAMP-dependent protein kinases, and epidermal growth factor. Furanocoumarins can intercalate between DNA base pairs and form cycloadducts upon UVA irradiation (L579). Health Effects 8-methoxypsoralen, a furanocoumarin, is carcinogenic in humans, and 5-methoxypsoralen may also be carcinogenic (L135). Some mouse studies have shown that other furanocoumarins are also carcinogenic when used in combination with UVA irradiation (A15105). SKLM considers the additional risk of skin cancer from consuming typical amounts of furanocoumarin-containing foods to be negligible, as these intakes are far below the phototoxic dose range. However, certain foods, particularly celery and parsnips, may have significantly elevated levels of furanocoumarins, the extent of which depends on storage, processing, and production conditions; therefore, the possibility of ingesting phototoxic doses cannot be ruled out. (L2157) Furanocoumarin photochemotherapy is known to cause a variety of side effects, including erythema, edema, hyperpigmentation, and premature skin aging. All photobiological effects of furanocoumarins stem from their photochemical reactions. Because many dietary or water-soluble furanocoumarins are potent inhibitors of cytochrome P450, they can also cause adverse reactions when used in combination with other medications. |
| References | |
| Additional Infomation |
Isobergamot lactone is a furocoumarin. It has been reported to exist in Heracleum dissectum, Heracleum moellendorffii var. paucivittatum, and other organisms with relevant data. Isobergamot lactone is a furocoumarin. Furanocoumarins are phototoxic and photocarcinogenic. They can intercalate into DNA and photochemically induce mutations. Furanocoumarins are phytoalexins, widely found in various vegetables and fruits, especially citrus fruits. The levels of furocoumarins in our daily diet are usually far below the levels that cause significant acute phototoxicity, but they can still cause pharmacologically significant drug interactions. Some furocoumarins have particularly strong activity against cytochrome P450 enzymes. For example, in humans, bergamot lactone and dihydroxybergamot lactone are the culprits of the "grapefruit juice effect," in which these furocoumarins affect the metabolism of certain drugs.
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| Molecular Formula |
C12H8O4
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|---|---|
| Molecular Weight |
216.1895
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| Exact Mass |
216.042
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| Elemental Analysis |
C, 66.67; H, 3.73; O, 29.60
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| CAS # |
482-48-4
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| PubChem CID |
68082
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| Appearance |
White to off-white solid powder
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| Density |
1.368
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| Boiling Point |
412.4±45.0 °C at 760 mmHg
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| Melting Point |
224 ºC
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| Flash Point |
203.2±28.7 °C
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| Vapour Pressure |
0.0±1.0 mmHg at 25°C
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| Index of Refraction |
1.635
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| LogP |
2.34
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
4
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| Rotatable Bond Count |
1
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| Heavy Atom Count |
16
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| Complexity |
325
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| Defined Atom Stereocenter Count |
0
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| SMILES |
O1C([H])=C([H])C2C1=C([H])C(=C1C([H])=C([H])C(=O)OC=21)OC([H])([H])[H]
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| InChi Key |
AJSPSRWWZBBIOR-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C12H8O4/c1-14-9-6-10-8(4-5-15-10)12-7(9)2-3-11(13)16-12/h2-6H,1H3
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| Chemical Name |
5-methoxyfuro[2,3-h]chromen-2-one
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| Synonyms |
5 methoxy Angelicin; 5-methoxy Angelicin; Isobergapten; 482-48-4; Isobergaptene; 5-Methoxyangelicin; 5-Methoxy-2H-furo[2,3-H]chromen-2-one; 5-methoxyfuro[2,3-h]chromen-2-one; UNII-27X3V737WH; 2H-Furo[2,3-h]-1-benzopyran-2-one, 5-methoxy-; Isobergapten
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO : ~5.88 mg/mL (~27.20 mM)
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|---|---|
| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 4.6256 mL | 23.1278 mL | 46.2556 mL | |
| 5 mM | 0.9251 mL | 4.6256 mL | 9.2511 mL | |
| 10 mM | 0.4626 mL | 2.3128 mL | 4.6256 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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