Acenocoumarol (BioDeep_00000026772)
human metabolite blood metabolite
代谢物信息卡片
4-Hydroxy-3-(1-(4-nitrophenyl)-3-oxobutyl)-2H-1-benzopyran-2-one
化学式: C19H15NO6 (353.08993300000003)
中文名称: 乙酰香豆酚
谱图信息:
最多检出来源 Homo sapiens(blood) 83.33%
分子结构信息
SMILES: CC(=O)CC(C1=CC=C(C=C1)[N+](=O)[O-])C2=C(C3=CC=CC=C3OC2=O)O
InChI: InChI=1S/C19H15NO6/c1-11(21)10-15(12-6-8-13(9-7-12)20(24)25)17-18(22)14-4-2-3-5-16(14)26-19(17)23/h2-9,15,22H,10H2,1H3
描述信息
Acenocoumarol is a coumarin derivative used as an anticoagulant. Coumarin derivatives inhibit the reduction of vitamin K by vitamin K reductase. This prevents carboxylation of vitamin K-dependent clotting factors, II, VII, XI and X, and interferes with coagulation. Hematocrit, hemoglobin, international normalized ratio and liver panel should be monitored. Patients on acenocoumarol are prohibited from giving blood.
B - Blood and blood forming organs > B01 - Antithrombotic agents > B01A - Antithrombotic agents > B01AA - Vitamin k antagonists
D006401 - Hematologic Agents > D000925 - Anticoagulants > D015110 - 4-Hydroxycoumarins
C78275 - Agent Affecting Blood or Body Fluid > C263 - Anticoagulant Agent
同义名列表
44 个代谢物同义名
4-Hydroxy-3-(1-(4-nitrophenyl)-3-oxobutyl)-2H-1-benzopyran-2-one; 3-(alpha-(4-Nitrophenyl)-beta-acetylethyl)-4-hydroxycoumarin; 3-(alpha-(p-Nitrophenol)-beta-acetylethyl)-4-hydroxycoumarin; 4-Hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-2H-chromen-2-one; 3-(alpha-p-Nitrophenyl-beta-acetylethyl)-4-hydroxycoumarin; 3-(Α-(4-nitrophenyl)-β-acetylethyl)-4-hydroxycoumarin; 3-(a-(4-Nitrophenyl)-b-acetylethyl)-4-hydroxycoumarin; 3-(Α-(p-nitrophenol)-β-acetylethyl)-4-hydroxycoumarin; 3-(a-(p-Nitrophenol)-b-acetylethyl)-4-hydroxycoumarin; 3-(Α-p-nitrophenyl-β-acetylethyl)-4-hydroxycoumarin; 3-(a-p-Nitrophenyl-b-acetylethyl)-4-hydroxycoumarin; 3-(alpha-Acetonyl-p-nitrobenzyl)-4-hydroxycoumarin; 3-(alpha-Acetonyl-4-nitrobenzyl)-4-hydroxycoumarin; 3-(Α-acetonyl-4-nitrobenzyl)-4-hydroxycoumarin; 3-(a-Acetonyl-4-nitrobenzyl)-4-hydroxycoumarin; 3-(Α-acetonyl-p-nitrobenzyl)-4-hydroxycoumarin; 3-(a-Acetonyl-p-nitrobenzyl)-4-hydroxycoumarin; Nitrophenylacetylethyl-4-hydroxycoumarine; Ciba geigy brand OF acenocoumarol; Ciba-geigy brand OF acenocoumarol; Novartis brand OF acenocoumarol; Alliance brand OF acenocoumarol; Acenocoumarol ciba-geigy brand; Acenocoumarol novartis brand; Acenocoumarol alliance brand; Acenocoumarolum; Nitrovarfarian; ACENOCOUMAROL; Nitrowarfarin; Acenocumarolo; Acenocoumarin; Mini-sintrom; Acenokumarin; Acenocumarol; Mini sintrom; MiniSintrom; Nicoumalone; Sinthrome; Syncoumar; Nicumalon; Synthrom; Syncumar; Sinkumar; Sintrom
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:53766
- PubChem: 54676537
- HMDB: HMDB0015487
- DrugBank: DB01418
- ChEMBL: CHEMBL397420
- Wikipedia: Acenocoumarol
- MeSH: Acenocoumarol
- chemspider: 10443441
- CAS: 152-72-7
- PMhub: MS000235983
- RefMet: Acenocoumarol
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Alberto Lázaro-García, Inés Martínez-Alfonzo, Rosa Vidal-Laso, Diego Velasco-Rodríguez, Marta Tomás-Mallebrera, Marta González-Rodríguez, Pilar Llamas-Sillero. A journey through anticoagulant therapies in the treatment of left ventricular thrombus in post-COVID-19 heparin-induced thrombocytopenia: a case report.
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10.2147/vhrm.s8942. [PMID: 20531953] - Isabelle Fourel, Christophe Hugnet, Isabelle Goy-Thollot, Philippe Berny. Validation of a new liquid chromatography- tandem mass spectrometry ion-trap technique for the simultaneous determination of thirteen anticoagulant rodenticides, drugs, or natural products.
Journal of analytical toxicology.
2010 Mar; 34(2):95-102. doi:
10.1093/jat/34.2.95. [PMID: 20223102] - Kyung Hee Choi, Ah Jeong Kim, In Ja Son, Kyung-Hwan Kim, Ki-Bong Kim, Hyuk Ahn, Eun Bong Lee. Risk factors of drug interaction between warfarin and nonsteroidal anti-inflammatory drugs in practical setting.
Journal of Korean medical science.
2010 Mar; 25(3):337-41. doi:
10.3346/jkms.2010.25.3.337. [PMID: 20191029] - J Lasierra-Cirujeda, P Coronel, Mj Aza, M Gimeno. Use of sulodexide in patients with peripheral vascular disease.
Journal of blood medicine.
2010; 1(?):105-15. doi:
10.2147/jbm.s10558. [PMID: 22282689] - Antonio V Gaddi, Arrigo Fg Cicero, Giovanni Gambaro. Nephroprotective action of glycosaminoglycans: why the pharmacological properties of sulodexide might be reconsidered.
International journal of nephrology and renovascular disease.
2010; 3(?):99-105. doi:
10.2147/ijnrd.s5943. [PMID: 21694935] - Irena Baranowska, Piotr Markowski, Jacek Baranowski. Development and validation of an HPLC method for the simultaneous analysis of 23 selected drugs belonging to different therapeutic groups in human urine samples.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry.
2009 Nov; 25(11):1307-13. doi:
10.2116/analsci.25.1307. [PMID: 19907087] - X Delavenne, S Laporte, S Demasles, N Mallouk, T Basset, M Tod, P Girard, P Mismetti. Investigation of PK-PD drug-drug interaction between acenocoumarol and amoxicillin plus clavulanic acid.
Fundamental & clinical pharmacology.
2009 Feb; 23(1):127-35. doi:
10.1111/j.1472-8206.2008.00642.x. [PMID: 19267776] - Kerstin S Schick, Jan M Fertmann, Karl-Walter Jauch, Johannes N Hoffmann. Prothrombin complex concentrate in surgical patients: retrospective evaluation of vitamin K antagonist reversal and treatment of severe bleeding.
Critical care (London, England).
2009; 13(6):R191. doi:
10.1186/cc8186. [PMID: 19948037] - Bernard Vigué. Bench-to-bedside review: Optimising emergency reversal of vitamin K antagonists in severe haemorrhage - from theory to practice.
Critical care (London, England).
2009; 13(2):209. doi:
10.1186/cc7701. [PMID: 19486503] - L M Fernández Herranz, R Arellano Gañán, P Garrido Abad, M I Jiménez Gálvez, Gloria Bocardo Fajardo, I Fernández González. [Wünderlich's syndrome related to spontaneous renal cyst rupture and anticoagulant therapy].
Actas urologicas espanolas.
2008 Sep; 32(8):861. doi:
10.1016/s0210-4806(08)73949-4. [PMID: 19013989] - John Danziger. Vitamin K-dependent proteins, warfarin, and vascular calcification.
Clinical journal of the American Society of Nephrology : CJASN.
2008 Sep; 3(5):1504-10. doi:
10.2215/cjn.00770208. [PMID: 18495950] - H-L A Huang, S Vaidyanathan, C-M Yeh, M-N Bizot, H A Dieterich, W P Dole, D Howard. Effect of aliskiren, an oral direct renin inhibitor, on the pharmacokinetics and pharmacodynamics of a single dose of acenocoumarol in healthy volunteers.
Current medical research and opinion.
2008 Sep; 24(9):2449-56. doi:
10.1185/03007990802285763. [PMID: 18662494] - A Kotsiou, E Diamanti, A Potamianou, H Parara, J Vovou, C Perisanidis, C Tes, C Tesseromatis. Anticoagulant-induced changes on antibiotic concentrations in the serum and bones.
European journal of drug metabolism and pharmacokinetics.
2008 Jul; 33(3):173-9. doi:
10.1007/bf03191115. [PMID: 19007043] - J A Nuevo González, J C Cano Ballesteros, E Pintor Holguín, B Braun Saro, E Visús Soler, J A Sevillano Fernández. [Oral anticoagulation excess: analysis from an emergency department].
Revista clinica espanola.
2008 Feb; 208(2):66-70. doi:
10.1157/13115201. [PMID: 18261392] - Aránzazu González Canga, Ana M Sahagún Prieto, M José Diez Liébana, Nélida Fernández Martínez, Matilde Sierra Vega, Juan J García Vieitez. The pharmacokinetics and interactions of ivermectin in humans--a mini-review.
The AAPS journal.
2008; 10(1):42-6. doi:
10.1208/s12248-007-9000-9. [PMID: 18446504] - Konstantinos X Siafakas, Efthimios D Avgerinos, Alexandros Papalampros, Theodossios Perdikides. Delayed 31st day traumatic hemothorax on acenocoumarol for aortic valve replacement.
Ulusal travma ve acil cerrahi dergisi = Turkish journal of trauma & emergency surgery : TJTES.
2008 Jan; 14(1):70-2. doi:
NULL. [PMID: 18306071] - M Mouhaoui, K Khaleq, K Yaqini, H Louardi. [Sublingual haematoma: an unusual complication of oral anticoagulation therapy: about one case].
Annales francaises d'anesthesie et de reanimation.
2008 Jan; 27(1):94-6. doi:
10.1016/j.annfar.2007.10.032. [PMID: 18160249] - Johanna H H van Geest-Daalderop, Barbara A Hutten, Nathalie C V Péquériaux, Hanneke J de Vries-Goldschmeding, Emmy Räkers, Marcel Levi. Invasive procedures in the outpatient setting: managing the short-acting acenocoumarol and the long-acting phenprocoumon.
Thrombosis and haemostasis.
2007 Oct; 98(4):747-55. doi:
10.1160/th07-02-0086. [PMID: 17938797] - Johanna H H van Geest-Daalderop, Barbara A Hutten, Nathalie C V Péquériaux, Fred J L M Haas, Marcel Levi, Augueste Sturk. The influence on INRs and coagulation factors of the time span between blood sample collection and intake of phenprocoumon or acenocoumarol: consequences for the assessment of the dose.
Thrombosis and haemostasis.
2007 Oct; 98(4):738-46. doi:
10.1160/th06-11-0645. [PMID: 17938796] - J J Castellanos Monedero, G Fernández Requeijo, M García Largacha, J I Molina Puente, J Barbera Farre. [Febrile syndrome in a 22-year old male].
Revista clinica espanola.
2007 Sep; 207(8):399-400. doi:
10.1157/13108758. [PMID: 17688867] - Anna Marcinkowska-Gapińska, Jacek Gapinski, Waldemar Elikowski, Feliks Jaroszyk, Leszek Kubisz. Comparison of three rheological models of shear flow behavior studied on blood samples from post-infarction patients.
Medical & biological engineering & computing.
2007 Sep; 45(9):837-44. doi:
10.1007/s11517-007-0236-4. [PMID: 17674068] - W Pluskiewicz, J Zurek. Quantitative ultrasound and densitometric measurements and laboratory variables in patients on long-term acenocoumarol therapy.
International journal of clinical practice.
2007 Aug; 61(8):1328-32. doi:
10.1111/j.1742-1241.2006.00906.x. [PMID: 17537183] - R González-Conejero, J Corral, V Roldán, F Ferrer, I Sánchez-Serrano, J J Sánchez-Blanco, F Marín, V Vicente. The genetic interaction between VKORC1 c1173t and calumenin a29809g modulates the anticoagulant response of acenocoumarol.
Journal of thrombosis and haemostasis : JTH.
2007 Aug; 5(8):1701-6. doi:
10.1111/j.1538-7836.2007.02630.x. [PMID: 17596133] - V Trompetas, E Yettimis, N Varsamidakis, N Courcoutsakis, E Kalokairinos. Endoscopic diagnosis and conservative management of an intramural sigmoid haematoma complicating anticoagulant therapy.
Acta gastro-enterologica Belgica.
2007 Jul; 70(3):313-5. doi:
NULL. [PMID: 18074749] - Gennaro Vecchione, Bruno Casetta, Michela Tomaiuolo, Elvira Grandone, Maurizio Margaglione. A rapid method for the quantification of the enantiomers of Warfarin, Phenprocoumon and Acenocoumarol by two-dimensional-enantioselective liquid chromatography/electrospray tandem mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2007 May; 850(1-2):507-14. doi:
10.1016/j.jchromb.2006.12.050. [PMID: 17293173] - J-J Lehot, B Gostoli, P Ffrench, M Berruyer, M Hanss. [Treatment by lepirudin and acenocoumarol of heparin induced thrombocytopenia after valvular surgery: a word of caution].
Annales francaises d'anesthesie et de reanimation.
2006 Nov; 25(11-12):1140-3. doi:
10.1016/j.annfar.2004.05.022. [PMID: 17174212] - E B Wilms, R F Veldkamp, E van Meegen, D J Touw. [Partial resistance to acenocoumarol and phenprocoumon caused by enzyme polymorphism].
Nederlands tijdschrift voor geneeskunde.
2006 Sep; 150(38):2095-8. doi:
NULL. [PMID: 17036862] - Daniel Serón. Management of cardiovascular risk in patients receiving calcineurin inhibitors--a case report.
Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association.
2006 Jul; 21 Suppl 3(?):iii30-3. doi:
10.1093/ndt/gfl302. [PMID: 16815855] - Jens Voortman, Giuseppe Giaccone. Severe reversible cardiac failure after bortezomib treatment combined with chemotherapy in a non-small cell lung cancer patient: a case report.
BMC cancer.
2006 May; 6(?):129. doi:
10.1186/1471-2407-6-129. [PMID: 16689991] - Thomas Grobosch, Boris Angelow, Lena Schönberg, Dagmar Lampe. Acute bromadiolone intoxication.
Journal of analytical toxicology.
2006 May; 30(4):281-6. doi:
10.1093/jat/30.4.281. [PMID: 16803669] - Raúl González-García, Guillermo Schoendorff, Mario F Muñoz-Guerra, Francisco J Rodríguez-Campo, Luis Naval-Gías, Jesús Sastre-Pérez. Upper airway obstruction by sublingual hematoma: a complication of anticoagulation therapy with acenocoumarol.
American journal of otolaryngology.
2006 Mar; 27(2):129-32. doi:
10.1016/j.amjoto.2005.07.013. [PMID: 16500477] - Bernd Kammerer, Rainer Kahlich, Mike Ufer, Andreas Schenkel, Stefan Laufer, Christoph H Gleiter. Stereospecific pharmacokinetic characterisation of phenprocoumon metabolites, and mass-spectrometric identification of two novel metabolites in human plasma and liver microsomes.
Analytical and bioanalytical chemistry.
2005 Nov; 383(6):909-17. doi:
10.1007/s00216-005-0113-7. [PMID: 16237546] - Mike Ufer. Comparative pharmacokinetics of vitamin K antagonists: warfarin, phenprocoumon and acenocoumarol.
Clinical pharmacokinetics.
2005; 44(12):1227-46. doi:
10.2165/00003088-200544120-00003. [PMID: 16372822] - Vanessa Roldán, Francisco Marín, Ana García-Herola, Gregory Y H Lip. Correlation of plasma von Willebrand factor levels, an index of endothelial damage/dysfunction, with two point-based stroke risk stratification scores in atrial fibrillation.
Thrombosis research.
2005; 116(4):321-5. doi:
10.1016/j.thromres.2005.01.005. [PMID: 16038717] - Luis Eduardo Romero Nava, Aurora Belmont Gómez, Victor Manuel Vidal González. [Plasma and milk concentrations of acenocoumarin in breast-feeding women during post partum].
Ginecologia y obstetricia de Mexico.
2004 Nov; 72(?):550-60. doi:
NULL. [PMID: 15986763] - Jesús M Cesar, Angel García-Avello, José L Navarro, María V Herraez. Aging and oral anticoagulant therapy using acenocoumarol.
Blood coagulation & fibrinolysis : an international journal in haemostasis and thrombosis.
2004 Oct; 15(8):673-6. doi:
10.1097/00001721-200412000-00007. [PMID: 15613922] - C Muniesa, J Marcoval, A Moreno, S Giménez, J Sánchez, J R Ferreres, J Peyrí. Coumarin necrosis induced by renal insufficiency.
The British journal of dermatology.
2004 Aug; 151(2):502-4. doi:
10.1111/j.1365-2133.2004.06121.x. [PMID: 15327563] - J F van der Heijden, B Rekké, B A Hutten, F J M van der Meer, M G H Remkes, M Vermeulen, H R Büller, P H Reitsma. Non-fatal major bleeding during treatment with vitamin K antagonists: influence of soluble thrombomodulin and mutations in the propeptide of coagulation factor IX.
Journal of thrombosis and haemostasis : JTH.
2004 Jul; 2(7):1104-9. doi:
10.1111/j.1538-7836.2004.00768.x. [PMID: 15219193] - Sebastian Harder, Jochen Graff, Ute Klinkhardt, Nils von Hentig, Jeanine M Walenga, Hikari Watanabe, Masanori Osakabe, Hans-Klaus Breddin. Transition from argatroban to oral anticoagulation with phenprocoumon or acenocoumarol: effects on prothrombin time, activated partial thromboplastin time, and Ecarin Clotting Time.
Thrombosis and haemostasis.
2004 Jun; 91(6):1137-45. doi:
10.1160/th03-12-0794. [PMID: 15175800] - H J G Desirée van den Bongard, Rolf W Sparidans, David J P Critchley, Jos H Beijnen, Jan H M Schellens. Pharmacokinetic drug-drug interaction of the novel anticancer agent E7070 and acenocoumarol.
Investigational new drugs.
2004 Apr; 22(2):151-8. doi:
10.1023/b:drug.0000011791.75522.de. [PMID: 14739663] - Miranda R Andrus. Oral anticoagulant drug interactions with statins: case report of fluvastatin and review of the literature.
Pharmacotherapy.
2004 Feb; 24(2):285-90. doi:
10.1592/phco.24.2.285.33137. [PMID: 14998226] - Thomas Hanslik, Jacques Prinseau. The use of vitamin K in patients on anticoagulant therapy: a practical guide.
American journal of cardiovascular drugs : drugs, devices, and other interventions.
2004; 4(1):43-55. doi:
10.2165/00129784-200404010-00005. [PMID: 14967065] - Gangadhar Sunkara, Hilde Bigler, Yibin Wang, Harold Smith, Pratapa Prasad, James McLeod, Monica Ligueros-Saylan. The effect of nateglinide on the pharmacokinetics and pharmacodynamics of acenocoumarol.
Current medical research and opinion.
2004 Jan; 20(1):41-8. doi:
10.1185/030079903125002685. [PMID: 14741071] - Henk H W Thijssen, Bas Ritzen. Acenocoumarol pharmacokinetics in relation to cytochrome P450 2C9 genotype.
Clinical pharmacology and therapeutics.
2003 Jul; 74(1):61-8. doi:
10.1016/s0009-9236(03)00088-2. [PMID: 12844136] - Dunia de Miguel, Carmen Burgaleta, Eduardo Reyes, Teresa Pascual. Capillary whole blood testing by a new portable monitor. Comparison with standard determination of the international normalized ratio.
American journal of clinical pathology.
2003 Jul; 120(1):28-33. doi:
10.1309/604p-8d3j-7q3g-aadr. [PMID: 12866369] - Ana Martin-Suarez, Drury Rudolph Atencio, Francisco González Lopez, María Santos, Aránzazu Zarzuelo, María Eugenia Mendez, Ignacio Alberca, José Martínez Lanao. Pharmacokinetic study of the digoxin-acenocoumarol interaction in rabbits.
Biological & pharmaceutical bulletin.
2003 Jun; 26(6):813-7. doi:
10.1248/bpb.26.813. [PMID: 12808292] - J M Alvarez Gutiérrez, J D López-Torres Hidalgo, P Galdón Blesa, E M García Ruiz, F Naharro de Mora. [Pharmacological interactions of statins].
Atencion primaria.
2003 Mar; 31(4):222-6. doi:
10.1016/s0212-6567(03)79163-x. [PMID: 12681161] - Armando D'Angelo, Patrizia Della Valle, Luciano Crippa, Annalisa Fattorini, Elisabetta Pattarini, Silvana Viganò D'Angelo. Relationship between international normalized ratio values, vitamin K-dependent clotting factor levels and in vivo prothrombin activation during the early and steady phases of oral anticoagulant treatment.
Haematologica.
2002 Oct; 87(10):1074-80. doi:
NULL. [PMID: 12368163] - J B Schnog, M R Mac Gillavry, R A Rojer, J C M Meijers, R Fijnheer, H ten Cate, D P M Brandjes, A J Duits. No effect of acenocoumarol therapy on levels of endothelial activation markers in sickle cell disease.
American journal of hematology.
2002 Sep; 71(1):53-5. doi:
10.1002/ajh.10178. [PMID: 12221677]