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4-羟基香豆素

6篇引用文献 COA COA
    级别和纯度:
  • ≥98%
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货号 (SKU) 包装规格 是否现货 价格 数量
H107607-5g
 5g 现货 Stock Image
H107607-10g
 10g 期货 Stock Image
H107607-25g
 25g 现货 Stock Image
H107607-100g
 100g 现货 Stock Image
H107607-250g
 250g 现货 Stock Image
H107607-500g
 500g 期货 Stock Image
H107607-2.5kg
 2.5kg 现货 Stock Image
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基本描述

别名 对-羟基香豆素
英文别名 4-Hydroxy coumarin | 4-Monohydroxycoumarin | AM84328 | Tox21_113421 | 4-Hydroxycoumarin, Vetec(TM) reagent grade, 98% | NSC11889 | NSC-11889 | SCHEMBL131312 | WARFARIN SODIUM IMPURITY B [EP IMPURITY] | 2-Hydroxy-4H-1-benzopyran-4-one | 4-HYDROXY-1-BENZOPY
规格或纯度 ≥98%
英文名称 4-Hydroxycoumarin
运输条件 常规运输
作用类型 抑制剂
产品介绍

实际上不溶于水，溶于热水，溶于醇、丙酮和醚。
纯度 ≥98%

关联靶点（人）

CA9 Tclin 碳酸酐酶9(Carbonic anhydrase 9) (1 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
CA2 Tclin Carbonic anhydrase II (17698 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ALDH2 Tclin Aldehyde dehydrogenase (509 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
XDH Tclin Xanthine dehydrogenase (1038 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
AKR1B1 Tclin Aldose reductase (1404 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CSNK2A1 Tchem Casein kinase II alpha (3512 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CA1 Tclin Carbonic anhydrase I (13240 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SORD Tchem Sorbitol dehydrogenase (133 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CA12 Tclin Carbonic anhydrase XII (6231 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
UGT1A4 Tbio UDP-glucuronosyltransferase 1A4 (288 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CA9 Tclin Carbonic anhydrase IX (8255 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
A498 (42825 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ACHN (49357 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CAKI-1 (44928 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CCRF-CEM (65223 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
COLO 205 (50209 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
DU-145 (51482 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HL-60 (67320 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HT-29 (80576 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
K562 (73714 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
KM12 (47707 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
M14 (47487 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
MCF7 (126967 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
MOLT-4 (49676 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-3 (48710 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-4 (44535 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-5 (45555 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OVCAR-8 (47708 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
PC-3 (62116 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
RPMI-8226 (44974 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
RXF 393 (41971 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SF-295 (48000 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SK-MEL-28 (48833 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SK-MEL3 (228 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SK-MEL-5 (47095 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SN12C (47755 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SNB-19 (46794 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
TK-10 (45540 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
U-251 (51189 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
U-937 (7138 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
UACC-257 (46019 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
UACC-62 (47335 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
UO-31 (46270 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
786-0 (47912 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
A549 (127892 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
NCI/ADR-RES (33767 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
T47D (39041 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
EKVX (44102 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
NCI-H322M (45589 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HCC 2998 (41480 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HCT-116 (91556 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

关联靶点（其它种属）

pol Human immunodeficiency virus type 1 integrase (9041 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Aspergillus flavus (8875 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Aspergillus fumigatus (16427 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Dermatophagoides pteronyssinus (58 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Trypanosoma cruzi (99888 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Rattus norvegicus (775804 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Botrytis cinerea (4183 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
B16-F10 (4610 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Colletotrichum gloeosporioides (560 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mbp Myelin basic protein (42 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Maob Monoamine oxidase (439 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Colletotrichum acutatum (300 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Diaporthe ampelina (88 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Phomopsis obscurans (86 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

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 488201698
EC号 214-060-2
分子类型 小分子
IIUPAC Name 4-hydroxychromen-2-one
INCHI 1S/C9H6O3/c10-7-5-9(11)12-8-4-2-1-3-6(7)8/h1-5,10H
InChi Key VXIXUWQIVKSKSA-UHFFFAOYSA-N
Smiles C1=CC=C2C(=C1)C(=CC(=O)O2)O
Isomeric SMILES C1=CC=C2C(=C1)C(=CC(=O)O2)O
关联CAS 22105-09-5,1076-38-6
NSC Number 11889
MeSH Entry Terms 4-hydroxycoumarin;4-OH coumarin
分子量 162.14
Beilstein号 17488
Reaxy-Rn 129768
Reaxys-RN link address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=129768&ln=

化学和物理性质

密度 1.446
熔点 213℃
分子量 162.140 g/mol
XLogP3 1.300
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 0
精确质量Exact Mass 162.032 Da
单同位素质量Monoisotopic Mass 162.032 Da
拓扑极表面积Topological Polar Surface Area 46.500 Ų
重原子数Heavy Atom Count 12
形式电荷Formal Charge 0
复杂度Complexity 232.000
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 0
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 0
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

H315: 引起皮肤刺激

H319: 引起严重眼睛刺激

H335: 可能引起呼吸道刺激
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。

P405: 密闭存放

P403+P233: 存放在通风良好的地方。保持容器密闭。

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。

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。

P319: 如果你感到不适，请寻求医疗帮助。
WGK Germany 3
RTECS DJ3100000
个人防护装备 dust mask type N95 (US), Eyeshields, Gloves

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批号(Lot Number) 证书类型 货号
A2205218 分析证书 H107607
A2205223 分析证书 H107607
A2205225 分析证书 H107607
A2205227 分析证书 H107607
H2126131 分析证书 H107607
F2411186 分析证书 H107607
C2525701 分析证书 H107607
C2525702 分析证书 H107607
C2513541 分析证书 H107607
C2513551 分析证书 H107607
G2504066 分析证书 H107607
B2314047 分析证书 H107607
D2314044 分析证书 H107607
H2402022 分析证书 H107607
E2509033 分析证书 H107607
F2526079 分析证书 H107607

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引用文献

1. Gebauer M.  (2007)  Synthesis and structure-activity relationships of novel warfarin derivatives..  Bioorg Med Chem,  15  (6): (2414-20).  [PMID:17275317]
2. Anna Maria Ferrari,Miriam Sgobba,Maria Cristina Gamberini,Giulio Rastelli.  (2007-02-24)  Relationship between quantum-chemical descriptors of proton dissociation and experimental acidity constants of various hydroxylated coumarins. Identification of the biologically active species for xanthine oxidase inhibition..  European journal of medicinal chemistry,  42  ((7)): (1028-1031).  [PMID:17316915]
3. S Stanchev,V Hadjimitova,T Traykov,T Boyanov,I Manolov.  (2008-08-30)  Investigation of the antioxidant properties of some new 4-hydroxycoumarin derivatives..  European journal of medicinal chemistry,  44  ((7)): (3077-3082).  [PMID:18725173]
4. Krzysztof Wójtowicz.  (2008-09-19)  Comparison of the effect of 4-hydroxycoumarin and umbelliferone on the phase transition of dipalmitoylphosphatidylcholine (DPPC) bilayers..  Pharmacological reports : PR,  60  ((4)): (555-560).  [PMID:18799825]
5. Davorka Zavrsnik,Samija Muratović,Selma Spirtović,Dzenita Softić,Marica Medić-Sarić.  (2008-09-26)  The synthesis and antimicrobial activity of some 4-hydroxycoumarin derivatives..  Bosnian journal of basic medical sciences,  8  ((3)): (277-281).  [PMID:18816263]
6. Vassiliki Panteleon,Ioannis K Kostakis,Panagiotis Marakos,Nicole Pouli,Ioanna Andreadou.  (2008-10-07)  Synthesis and free radical scavenging activity of some new spiropyranocoumarins..  Bioorganic & medicinal chemistry letters,  18  ((21)): (5781-5784).  [PMID:18835711]
7. Davood Nematollahi,Javad Azizian,Mohsen Sargordan-Arani,Mahdi Hesari,Saeed Jameh-Bozorghi,Abdolhamid Alizadeh,Lida Fotouhi,Behrooz Mirza.  (2008-11-05)  Electrochemical synthesis of 4-(dihydroxyphenylthio)-2H-chromen-2-one derivatives..  Chemical & pharmaceutical bulletin,  56  ((11)): (1562-1566).  [PMID:18981606]
8. Pei-Yu Kuo,Rong-Ren Chuang,Ding-Yah Yang.  (2009-02-03)  Reactions of 3-benzoyl-7-dimethylamino-4-hydroxycoumarin and their potential applications in solution- and solid-phase synthesis..  Molecular diversity,  13  ((2)): (253-260).  [PMID:19184500]
9. Nohemí Salinas-Jazmín,Marisol de la Fuente,Ruth Jaimez,Mayra Pérez-Tapia,Armando Pérez-Torres,Marco A Velasco-Velázquez.  (2009-08-20)  Antimetastatic, antineoplastic, and toxic effects of 4-hydroxycoumarin in a preclinical mouse melanoma model..  Cancer chemotherapy and pharmacology,  65  ((5)): (931-940).  [PMID:19690859]
10. Benye Liu,Torben Raeth,Till Beuerle,Ludger Beerhues.  (2009-09-17)  A novel 4-hydroxycoumarin biosynthetic pathway..  Plant molecular biology,  72  ((1-2)): (17-25).  [PMID:19757094]
11. Karen A Nolan,Jeremy R Doncaster,Mark S Dunstan,Katherine A Scott,A David Frenkel,David Siegel,David Ross,John Barnes,Colin Levy,David Leys,Roger C Whitehead,Ian J Stratford,Richard A Bryce.  (2009-11-03)  Synthesis and biological evaluation of coumarin-based inhibitors of NAD(P)H: quinone oxidoreductase-1 (NQO1)..  Journal of medicinal chemistry,  52  ((22)): (7142-7156).  [PMID:19877692]
12. Ingela Fritzson,Bo Svensson,Salam Al-Karadaghi,Björn Walse,Ulf Wellmar,Ulf J Nilsson,Dorthe da Graça Thrige,Stig Jönsson.  (2010-02-26)  Inhibition of human DHODH by 4-hydroxycoumarins, fenamic acids, and N-(alkylcarbonyl)anthranilic acids identified by structure-guided fragment selection..  ChemMedChem,  5  ((4)): (608-617).  [PMID:20183850]
13. Alfonso Maresca,Claudiu T Supuran.  (2010-06-29)  Coumarins incorporating hydroxy- and chloro-moieties selectively inhibit the transmembrane, tumor-associated carbonic anhydrase isoforms IX and XII over the cytosolic ones I and II..  Bioorganic & medicinal chemistry letters,  20  ((15)): (4511-4514).  [PMID:20580555]
14. Atsushi Kato,Kaori Kobayashi,Kayo Narukawa,Yuka Minoshima,Isao Adachi,Shuichi Hirono,Robert J Nash.  (2010-09-02)  6,7-Dihydroxy-4-phenylcoumarin as inhibitor of aldose reductase 2..  Bioorganic & medicinal chemistry letters,  20  ((19)): (5630-5633).  [PMID:20805028]
15. Changning Wang,Chunying Wu,Junqing Zhu,Robert H Miller,Yanming Wang.  (2011-03-12)  Design, synthesis, and evaluation of coumarin-based molecular probes for imaging of myelination..  Journal of medicinal chemistry,  54  ((7)): (2331-2340).  [PMID:21391687]
16. Davorka Završnik,Samija Muratović,Damjan Makuc,Janez Plavec,Mario Cetina,Ante Nagl,Erik De Clercq,Jan Balzarini,Mladen Mintas.  (2011-07-21)  Benzylidene-bis-(4-hydroxycoumarin) and benzopyrano-coumarin derivatives: synthesis, ¹H/¹³C-NMR conformational and X-ray crystal structure studies and in vitro antiviral activity evaluations..  Molecules (Basel, Switzerland),  16  ((7)): (6023-6040).  [PMID:21772234]
17. Sergio A Rodríguez,Mónica A Nazareno,Maria T Baumgartner.  (2011-10-04)  Effect of different C3-aryl substituents on the antioxidant activity of 4-hydroxycoumarin derivatives..  Bioorganic & medicinal chemistry,  19  ((21)): (6233-6238).  [PMID:21964183]
18. Jae-Chul Jung,Eunyoung Lim,Yongnam Lee,Dongguk Min,Jeremy Ricci,Oe-Sook Park,Mankil Jung.  (2012-02-23)  Total synthesis of flocoumafen via knoevenagel condensation and intramolecular ring cyclization: general access to natural products..  Molecules (Basel, Switzerland),  17  ((2)): (2091-2102).  [PMID:22354187]
19. Manoj R Zanwar,Mustafa J Raihan,Sachin D Gawande,Veerababurao Kavala,Donala Janreddy,Chun-Wei Kuo,Ram Ambre,Ching-Fa Yao.  (2012-07-20)  Alcohol mediated synthesis of 4-oxo-2-aryl-4H-chromene-3-carboxylate derivatives from 4-hydroxycoumarins..  The Journal of organic chemistry,  77  ((15)): (6495-6504).  [PMID:22809001]
20. Jia Zhang,Yunfeng Chai,Kezhi Jiang,Huameng Yang,Yuanjiang Pan,Cuirong Sun.  (2012-08-18)  Gas phase retro-Michael reaction resulting from dissociative protonation: fragmentation of protonated warfarin in mass spectrometry..  Journal of mass spectrometry : JMS,  47  ((8)): (1059-1064).  [PMID:22899515]
21. Pen-Yuan Lin,Kuang-Sheng Yeh,Chien-Ling Su,Shiow-Yunn Sheu,Tiffany Chen,Keng-Liang Ou,Mei-Hsiang Lin,Lin-Wen Lee.  (2012-09-12)  Synthesis and antibacterial activities of novel 4-hydroxy-7-hydroxy- and 3-carboxycoumarin derivatives..  Molecules (Basel, Switzerland),  17  ((9)): (10846-10863).  [PMID:22964501]
22. Susan Chen,Ji Zhang,Debra Liao,Mark G Qian.  (2013-08-01)  A novel dynamic flush method to reduce column-related carryover..  Journal of chromatographic science,  52  ((8)): (950-953).  [PMID:23899466]
23. Katrin J Czogalla,Arijit Biswas,Ann-Christin Wendeln,Philipp Westhofen,Clemens R Müller,Matthias Watzka,Johannes Oldenburg.  (2013-08-29)  Human VKORC1 mutations cause variable degrees of 4-hydroxycoumarin resistance and affect putative warfarin binding interfaces..  Blood,  122  ((15)): (2743-2750).  [PMID:23982176]
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