4-(4-羟基-3-甲氧苯基)-3-丁烯-2-酮

COA

级别和纯度:

≥98%(GC)

CAS编号: 1080-12-2
分子式: C₁₁H₁₂O₃
分子量: 192.21
MDL号: MFCD00012210
PubChem编号: 5354238
PubChem SID: 488195394

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货号 (SKU)	包装规格	是否现货
H156987-250mg	250mg	期货
H156987-1g	1g	现货
H156987-5g	5g	现货
H156987-25g	25g	现货
H156987-100g	100g	现货

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Bacterial (5911) Fungal (1689) Virus (3767) 酮 (832) 非杂环砌块 (8221)

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基本描述

别名	香草醛縮丙酮
英文别名	4-(4-Hydroxy-3-methoxy-phenyl)-but-3-en-2-one \| 4-(4-hydroxy-3-methoxyphenyl)but-3-en-2-one \| EN300-1858829 \| BRN 1323565 \| 3-Buten-2-one, 4-(4-hydroxy-3-methoxyphenyl)-, (E)- \| Dehydro(O)-paradol \| TOFISOPAM [INN] \| Vanillidene acetone \| Dolipol \| 3-Bute
规格或纯度	≥98%(GC)
英文名称	4-(4-Hydroxy-3-methoxyphenyl)-3-buten-2-one
储存温度	充氩
运输条件	常规运输
作用类型	抑制剂
纯度	≥98%(GC)

关联靶点（人）

APP Tclin 淀粉样β蛋白A4(Amyloid-beta A4 protein) (2 活性数据)

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APP Tclin Amyloid-beta A4 protein (8510 活性数据)

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AKT1 Tchem Serine/threonine-protein kinase AKT (9192 活性数据)

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1A9 (618 活性数据)

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A498 (42825 活性数据)

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DU-145 (51482 活性数据)

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HCT-8 (3484 活性数据)

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HT-29 (80576 活性数据)

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K562 (73714 活性数据)

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M14 (47487 活性数据)

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MCF7 (126967 活性数据)

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OVCAR-4 (44535 活性数据)

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PC-3 (62116 活性数据)

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Raji (5516 活性数据)

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SNB-19 (46794 活性数据)

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WI-38 (2654 活性数据)

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ZR-75-1 (953 活性数据)

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A549 (127892 活性数据)

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NCI-H322M (45589 活性数据)

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HCT-116 (91556 活性数据)

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HEK293 (82097 活性数据)

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KB (17409 活性数据)

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LNCaP (8286 活性数据)

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MDA-MB-231 (73002 活性数据)

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HCT-15 (51914 活性数据)

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关联靶点（其它种属）

Aspergillus flavus (8875 活性数据)

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Aspergillus niger (16508 活性数据)

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Aspergillus oryzae (433 活性数据)

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Penicillium chrysogenum (1593 活性数据)

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Plasmodium falciparum (966862 活性数据)

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Fusarium oxysporum (3998 活性数据)

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Oryctolagus cuniculus (11301 活性数据)

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Mus musculus (284745 活性数据)

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Aspergillus ochraceus (560 活性数据)

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RAW264.7 (28094 活性数据)

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HT-22 (3261 活性数据)

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Luciferin 4-monooxygenase (66902 活性数据)

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Rhizoctonia solani (2251 活性数据)

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MC3T3-E1 (421 活性数据)

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作用机制

作用机制	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	参考文献

名称和识别符

PubChem SID	488195394
分子类型	小分子
IIUPAC Name	(E)-4-(4-hydroxy-3-methoxyphenyl)but-3-en-2-one
INCHI	1S/C11H12O3/c1-8(12)3-4-9-5-6-10(13)11(7-9)14-2/h3-7,13H,1-2H3/b4-3+
InChi Key	AFWKBSMFXWNGRE-ONEGZZNKSA-N
Smiles	CC(=O)C=CC1=CC(=C(C=C1)O)OC
Isomeric SMILES	CC(=O)/C=C/C1=CC(=C(C=C1)O)OC
关联CAS	22214-42-2
分子量	192.21
Reaxy-Rn	2049660
Reaxys-RN link address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2049660&ln=

化学和物理性质

敏感性	对空气敏感
分子量	192.210 g/mol
XLogP3	1.700
氢键供体数Hydrogen Bond Donor Count	1
氢键受体数Hydrogen Bond Acceptor Count	3
可旋转键计数Rotatable Bond Count	3
精确质量Exact Mass	192.079 Da
单同位素质量Monoisotopic Mass	192.079 Da
拓扑极表面积Topological Polar Surface Area	46.500 Å²
重原子数Heavy Atom Count	14
形式电荷Formal Charge	0
复杂度Complexity	223.000
同位素原子数Isotope Atom Count	0
定义的原子立体中心计数Defined Atom Stereocenter Count	0
未定义的原子立体中心计数Undefined Atom Stereocenter Count	0
定义的键立体中心计数Defined Bond Stereocenter Count	1
未定义的键立体中心计数Undefined Bond Stereocenter Count	0
所有立体化学键的总数The total count of all stereochemical bonds	1
共价键合单元计数Covalently-Bonded Unit Count	1

安全和危险性（GHS）

象形图	GHS07
信号词	警告
危险声明	H302: 吞食有害 H312: 皮肤接触有害 H315: 引起皮肤刺激 H319: 引起严重眼睛刺激 H332: 吸入有害
预防措施声明	P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾 P264: 处理后要彻底洗手。 P270: 使用本产品时，请勿进食、饮水或吸烟。 P271: 仅在室外或通风良好的地方使用。 P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。 P321: 特殊处理（请参阅此标签上的...）。 P330: 漱口 P302+P352: 如皮肤沾染：用水充分清洗。 P304+P340: 如误吸入：将人转移到空气新鲜处，保持呼吸舒适体位。 P305+P351+P338: 如进入眼睛：用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出，取出隐形眼镜。继续冲洗。 P362+P364: 脱掉沾污的衣服，清洗后方可重新使用。 P501: 将内容物/容器处理到。。。 P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。 P301+P317: 如果被吞咽：请寻求医疗帮助。 P317: 寻求紧急医疗救助。 P337+P317: 如果眼睛刺激持续：寻求医疗帮助。 P332+P317: 如果出现皮肤刺激：请寻求医疗帮助。
WGK Germany	3
RTECS	EM9960000
个人防护装备	Eyeshields， Gloves， type N95 (US)， type P1 (EN143) respirator filter

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找到9个结果

批号(Lot Number)	证书类型	货号
C2504077	分析证书	H156987
C2310110	分析证书	H156987
C2310138	分析证书	H156987
C2310149	分析证书	H156987
C2310150	分析证书	H156987
C2310231	分析证书	H156987
C2310317	分析证书	H156987
C2310084	分析证书	H156987
C2310109	分析证书	H156987

引用文献

1. G B Singh,G D Leach,C K Atal. (1987-04-01) Antiinflammatory actions of methyl- and phenyl-3-methoxy-4-hydroxy styryl ketones.. Arzneimittel-Forschung, 37 ((4)): (435-440). [PMID:3496890]
2. G B Singh,G D Leach,C K Atal. (1987-06-01) Pharmacological actions and acute toxicity of methyl- and phenyl-3-methoxy-4-hydroxy styryl ketones.. Arzneimittel-Forschung, 37 ((6)): (708-712). [PMID:3663269]
3. N Motohashi,Y Ashihara,C Yamagami,Y Saito. (1997-06-09) Antimutagenic effects of dehydrozingerone and its analogs on UV-induced mutagenesis in Escherichia coli.. Mutation research, 377 ((1)): (17-25). [PMID:9219575]
4. K I Priyadarsini,S N Guha,M N Rao. (1998-06-02) Physico-chemical properties and antioxidant activities of methoxy phenols.. Free radical biology & medicine, 24 ((6)): (933-941). [PMID:9607603]
5. N Motohashi,C Yamagami,H Tokuda,T Konoshima,Y Okuda,M Okuda,T Mukainaka,H Nishino,Y Saito. (1999-06-25) Inhibitory effects of dehydrozingerone and related compounds on 12-O-tetradecanoylphorbol-13-acetate induced Epstein-Barr virus early antigen activation.. Cancer letters, 134 ((1)): (37-42). [PMID:10381128]
6. M Agarwal,S Walia,S Dhingra,B P Khambay. (2001-07-18) Insect growth inhibition, antifeedant and antifungal activity of compounds isolated/derived from Zingiber officinale Roscoe (ginger) rhizomes.. Pest management science, 57 ((3)): (289-300). [PMID:11455660]
7. Jin Tatsuzaki,Kenneth F Bastow,Kyoko Nakagawa-Goto,Seiko Nakamura,Hideji Itokawa,Kuo-Hsiung Lee. (2006-10-28) Dehydrozingerone, chalcone, and isoeugenol analogues as in vitro anticancer agents.. Journal of natural products, 69 ((10)): (1445-1449). [PMID:17067159]
8. Jin Tatsuzaki,Masahiko Taniguchi,Kenneth F Bastow,Kyoko Nakagawa-Goto,Susan L Morris-Natschke,Hideji Itokawa,Kimiye Baba,Kuo-Hsiung Lee. (2007-06-27) Anti-tumor agents 255: novel glycyrrhetinic acid-dehydrozingerone conjugates as cytotoxic agents.. Bioorganic & medicinal chemistry, 15 ((18)): (6193-6199). [PMID:17591444]
9. Vipan Kumar Parihar,Jatin Dhawan,Suryakant Kumar,S N Manjula,G Subramanian,M K Unnikrishnan,C Mallikarjuna Rao. (2007-09-04) Free radical scavenging and radioprotective activity of dehydrozingerone against whole body gamma irradiation in Swiss albino mice.. Chemico-biological interactions, 170 ((1)): (49-58). [PMID:17765885]
10. V Galasso,B Kovac,A Modelli,M F Ottaviani,F Pichierri. (2008-02-19) Spectroscopic and theoretical study of the electronic structure of curcumin and related fragment molecules.. The journal of physical chemistry. A, 112 ((11)): (2331-2338). [PMID:18278888]
11. Li-yao Wang,Mian Zhang,Chao-feng Zhang,Zheng-tao Wang. (2008-09-30) Alkaloid and sesquiterpenes from the root tuber of Curcuma longa.. Yao xue xue bao = Acta pharmaceutica Sinica, 43 ((7)): (724-727). [PMID:18819476]
12. Yizhen Liu,Julia Dolence,Jun Ren,Mna Rao,Nair Sreejayan. (2008-11-27) Inhibitory effect of dehydrozingerone on vascular smooth muscle cell function.. Journal of cardiovascular pharmacology, 52 ((5)): (422-429). [PMID:19033821]
13. Jin Tatsuzaki,Kyoko Nakagawa-Goto,Harukuni Tokuda,Kuo-Hsiung Lee. (2010-04-15) Cancer preventive agents 10. Prenylated dehydrozingerone analogs as potent chemopreventive agents.. Journal of Asian natural products research, 12 ((3)): (227-232). [PMID:20390770]
14. Mallikarjuna C Rao,Arun T Sudheendra,Pawan G Nayak,Piya Paul,Gopalan N Kutty,Rekha R Shenoy. (2011-05-14) Effect of dehydrozingerone, a half analog of curcumin on dexamethasone-delayed wound healing in albino rats.. Molecular and cellular biochemistry, 355 ((1-2)): (249-256). [PMID:21567208]
15. I Rahath Kubra,Pushpa S Murthy,L Jagan Mohan Rao. (2013-01-03) In vitro antifungal activity of dehydrozingerone and its fungitoxic properties.. Journal of food science, 78 ((1)): (M64-M69). [PMID:23278709]
16. G Elias,M N Rao. (1988-07-01) Inhibition of albumin denaturation and antiinflammatory activity of dehydrozingerone and its analogs.. Indian journal of experimental biology, 26 ((7)): (540-542). [PMID:3198157]
17. D V Rajakumar,M N Rao. (1994-11-09) Antioxidant properties of dehydrozingerone and curcumin in rat brain homogenates.. Molecular and cellular biochemistry, 140 ((1)): (73-79). [PMID:7877600]
18. B N Wu,C R Yang,J M Yang,I J Chen. (1994-07-01) A new beta-adrenoceptor blocking agent derived from dehydrozingerone.. General pharmacology, 25 ((4)): (651-659). [PMID:7958725]
19. D V Rajakumar,M N Rao. (1994-07-01) Dehydrozingerone and its analogues as inhibitors of nonenzymatic lipid peroxidation.. Die Pharmazie, 49 ((7)): (516-519). [PMID:8073062]
20. D V Rajakumar,M N Rao. (1993-12-03) Dehydrozingerone and isoeugenol as inhibitors of lipid peroxidation and as free radical scavengers.. Biochemical pharmacology, 46 ((11)): (2067-2072). [PMID:8267655]
21. M Rao,M M Kumar,M A Rao. (1999-02-17) In vitro and in vivo effects of phenolic antioxidants against cisplatin-induced nephrotoxicity.. Journal of biochemistry, 125 ((2)): (383-390). [PMID:9990138]
22. Ping-Chung Kuo,Amooru G Damu,Ching-Yuh Cherng,Jye-Fu Jeng,Che-Ming Teng,E-Jian Lee,Tian-Shung Wu. (2005-06-25) Isolation of a natural antioxidant, dehydrozingerone from Zingiber officinale and synthesis of its analogues for recognition of effective antioxidant and antityrosinase agents.. Archives of pharmacal research, 28 ((5)): (518-528). [PMID:15974436]
23. Eun Kyoung Ryu,Yearn Seong Choe,Kyung-Han Lee,Yong Choi,Byung-Tae Kim. (2006-09-29) Curcumin and dehydrozingerone derivatives: synthesis, radiolabeling, and evaluation for beta-amyloid plaque imaging.. Journal of medicinal chemistry, 49 ((20)): (6111-6119). [PMID:17004725]
24. Sviatoslav Dmitrievich Brinkevich,Natalia Ivanovna Ostrovskaya,Margaret Evgenievna Parkhach,Svetlana Nikolaevna Samovich,Oleg I Shadyro. (2012-01-14) Effects of curcumin and related compounds on processes involving α-hydroxyethyl radicals.. Free radical research, 46 ((3)): (295-302). [PMID:22239556]
25. Shingo Yogosawa,Yasumasa Yamada,Shusuke Yasuda,Qi Sun,Kaori Takizawa,Toshiyuki Sakai. (2012-12-19) Dehydrozingerone, a structural analogue of curcumin, induces cell-cycle arrest at the G2/M phase and accumulates intracellular ROS in HT-29 human colon cancer cells.. Journal of natural products, 75 ((12)): (2088-2093). [PMID:23245566]

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