Eugenin
(Synonyms: 丁香寧) 目录号 : GC36015
Eugenin 是从滨海前胡中分离得到的色酮，具有有效的抗血小板聚集的作用。
Cas No.:480-34-2
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Eugenin is a chromone isolated from Peucedanum japonicum, with potent antiplatelet aggregation activity[1].
[1]. Chen IS, et al. Coumarins and antiplatelet aggregation constituents from Formosan Peucedanum japonicum. Phytochemistry. 1996 Feb;41(2):525-30.
| Cas No. | 480-34-2 | SDF | |
| 别名 | 丁香寧 | ||
| Canonical SMILES | O=C1C=C(C)OC2=C1C(O)=CC(OC)=C2 | ||
| 分子式 | C11H10O4 | 分子量 | 206.19 |
| 溶解度 | DMSO : 50 mg/mL (242.49 mM; Need ultrasonic) | 储存条件 | -20°C, sealed storage, away from moisture and light |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 4.8499 mL | 24.2495 mL | 48.499 mL |
| 5 mM | 0.97 mL | 4.8499 mL | 9.6998 mL |
| 10 mM | 0.485 mL | 2.4249 mL | 4.8499 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
An immunomodulator used to protect young in the pouch of the Tammar wallaby, Macropus eugenii
FEBS J 2005 Jan;272(2):433-43.PMID:15654881DOI:10.1111/j.1742-4658.2004.04483.x.
Eugenin [pGluGlnAspTyr(SO(3))ValPheMetHisProPhe-NH(2)] has been isolated from the pouches of female Tammar wallabies (Macropus eugenii) carrying young in the early lactation period. The sequence of Eugenin has been determined using a combination of positive and negative ion electrospray mass spectrometry. This compound bears some structural resemblance to the mammalian neuropeptide cholecystokinin 8 [AspTyr(SO(3))MetGlyTrpMetAspPhe-NH(2)] and to the amphibian caerulein peptides [caerulein: pGluGlnAspTyr(SO(3))ThrGlyTrpMetAspPhe-NH(2)]. Eugenin has been synthesized by a route which causes only minor hydrolysis of the sulfate group when the peptide is removed from the resin support. Biological activity tests with Eugenin indicate that it contracts smooth muscle at a concentration of 10(-9) M, and enhances the proliferation of splenocytes at 10(-7) M, probably via activation of CCK(2) receptors. The activity of Eugenin on splenocytes suggests that it is an immunomodulator peptide which plays a role in the protection of pouch young.
New phytoconstituents, anti-microbial and cytotoxic activities of Acacia etbaica Schweinf
Nat Prod Res 2021 Dec;35(24):5571-5580.PMID:32700973DOI:10.1080/14786419.2020.1797725.
Acacia etbaica is wild plant growing in the desert of Egypt, and it has folkloric medicinal uses. Phytochemical investigation of Acacia etbaica extracts led to the isolation and identification of seven compounds. Among these compounds are three new simple phenolics: Resacetophenone-6-methyl [1], Resorcinol [2], Resorcinol-O- β -Glucoside [3]; phenolic ester; and other four known compounds: Methylparaben [4]; two chromones, Noreugenin [5], Eugenin [6]; and one cyclitol: pinitol [7]. Compounds [1-3] isolated and identified for the first time from natural origin. In contrast, compounds [4-6] isolated for the first time from the family Fabaceae. The biological investigation was conducted on plant extracts and showed that the methylene chloride extract had a strong efficacy against Bacillus subtilis and good activity against Candida albicans. In contrast, the n-butanol extract showed extreme cytotoxic activity against Mammary gland breast cancer (MCF-7), and strong activity against Hepatocellular carcinoma (HEPG-2), and Colorectal carcinoma (HCT-116) cell lines.
Chromones from the branches of Harrisonia perforata
Chem Pharm Bull (Tokyo) 2006 Jan;54(1):44-7.PMID:16394547DOI:10.1248/cpb.54.44.
Four new chromones, perforamone A, B, C, and D have been isolated together with six known compounds, peucenin-7-methyl ether, O-methylalloptaeroxylin, perforatic acid, Eugenin, saikochromone A and greveichromenol, from the branches of Harrisonia perforata (Simaroubaceae). The structures were identified by spectroscopic data. The compounds were tested for antimycobacterial and antiplasmodial activities.
Extracellular chromone derivatives in cell cultures of Pimpinella anisum. Influence of elicitation with methyl jasmonate and 2β-methyl cyclodextrins
Biotechnol Lett 2018 Feb;40(2):413-418.PMID:29185164DOI:10.1007/s10529-017-2482-3.
Objectives: To explore the potentiality of undifferentiated Pimpinella anisum L. cell cultures for the production of secondary metabolites by means of elicitation. Results: Two chromone compounds were secreted to the medium of undifferentiated cultures of P. anisum: 4-methoxyfuro[3,2-g]chromen-7-one, known as bergapten, which is constitutive to anise, and 5-hydroxy-7-methoxy-2-methylchromen-4-one, the rare chromone Eugenin, not yet described in P. anisum. Caffeoyl quinic acid species were also identified in the biomass. Elicitation with methyl jasmonate enhanced chromone accumulation in the medium and stimulated phenolic acid metabolism in the biomass (11 mg caffeoyl quinic acids g-1 DW cells). The application of 2,6-dimethyl-β-cyclodextrins to cultures led to an intense accumulation of chromones, with nearly 10 mg l-1 bergapten and 150 mg l-1 Eugenin being accumulated extracellularly after optimal elicitation conditions. Conclusions: The significant amounts of Eugenin obtained in the anise cultures and the stability of production over long periods of time can be of interest for its biotechnological production and for future studies on biosynthesis regulation.
Chromanones and aryl glucoside analogs from the entomopathogenic fungus Aschersonia confluens BCC53152
Fitoterapia 2020 Jul;144:104606.PMID:32376482DOI:10.1016/j.fitote.2020.104606.
Six new compounds [ascherlactones A (1) and B (2), ascherchromanone A (3), phenethyl 4'-O-methylglucoside (8), 4'-O-methylpleoside (10), and 4'-O-methyltorachrysone 8-O-glucoside (11)] and one naturally new compound [4'-O-methyl-β-d-benzylglucoside (9)] together with fourteen known compounds, including paecilodepsipeptides A (5), B (7), and D (4), conoideocrellide A (6), Eugenin (12), 5-hydroxy-2,3-dimethyl-7-methoxychromone (13), (S)-1-phenyl-1,2-ethanediol (14), (2S)-l-3-phenyllactic acid (15), papuline [or (2S)-l-3-phenyllactic acid methyl ester, 16], 2'-epi terpendole A (17), terpendoles C (18) and D (19), cholic acid, and zeorin were isolated from the entomopathogenic fungus Aschersonia confluens BCC53152. Their chemical structures were elucidated on the basis of NMR spectroscopic and mass spectrometric analyses. The absolute configurations were determined by using the evidence from NOESY correlations, chemical means, optical rotation values together with comparison of ECD spectroscopic data with the calculated ECD spectra. The plausible biosynthetic pathway of compounds 1-3 was also proposed. Moreover, antimicrobial activity such as antimalarial, antitubercular, antifungal, and antibacterial activities and cytotoxicity against cancerous (MCF-7, KB, and NCI-H187) and non-cancerous (Vero) cells of the isolated compounds were evaluated.