penicillic acid (BioDeep_00000002624)
natural product
代谢物信息卡片
(2E)-3-methoxy-5-methyl-4-oxohexa-2,5-dienoic acid
化学式: C8H10O4 (170.0579)
中文名称: 青霉酸
谱图信息:
最多检出来源 Viridiplantae(plant) 26.02%
分子结构信息
SMILES: C=C(C)C(=O)/C(=C/C(=O)O)OC
InChI: InChI=1S/C8H10O4/c1-5(2)8(11)6(12-3)4-7(9)10/h4H,1H2,2-3H3,(H,9,10)/b6-4+
描述信息
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins
CONFIDENCE isolated standard
同义名列表
9 个代谢物同义名
2,5-Hexadienoic acid, 3-methoxy-5-methyl-4-oxo-; g-Keto-b-methoxy-d-methylene-Da-hexenoic Acid; penicillic acid; 5-hydroxy-4-methoxy-5-prop-1-en-2-ylfuran-2-one; (2E)-3-methoxy-5-methyl-4-oxohexa-2,5-dienoic acid; 3-Methoxy-5-methyl-4-oxo-2,5-hexadienoic acid; Penicillic acid; Penicillic acid; Penicillic acid
数据库引用编号
23 个数据库交叉引用编号
- KEGG: C16804
- KEGG: C19495
- PubChem: 1268111
- PubChem: 5385314
- PubChem: 7025
- Metlin: METLIN43939
- Metlin: METLIN73187
- MeSH: Penicillic Acid
- CAS: 90-65-3
- CAS: 17397-87-4
- MoNA: AC000670
- MoNA: AC000669
- MoNA: AC000668
- MoNA: AC000667
- MoNA: AC000666
- PMhub: MS000011277
- PMhub: MS000004154
- PubChem: 96023328
- NIKKAJI: J3.919E
- PubChem: 124490167
- KNApSAcK: C00024006
- LOTUS: LTS0008683
- LOTUS: LTS0037945
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)
118 个相关的物种来源信息
- 4890 - Ascomycota: LTS0008683
- 4890 - Ascomycota: LTS0037945
- 1131492 - Aspergillaceae: LTS0008683
- 1131492 - Aspergillaceae: LTS0037945
- 5052 - Aspergillus: 10.1016/B978-0-12-179760-7.50023-1
- 5052 - Aspergillus: LTS0008683
- 5052 - Aspergillus: LTS0037945
- 209559 - Aspergillus alliaceus: 10.1016/B978-0-12-179760-7.50023-1
- 209559 - Aspergillus alliaceus: 10.1021/NP040139D
- 209559 - Aspergillus alliaceus: LTS0037945
- 41749 - Aspergillus cervinus: 10.1021/NP040139D
- 41749 - Aspergillus cervinus: LTS0037945
- 138277 - Aspergillus melleus:
- 138277 - Aspergillus melleus: 10.1016/B978-0-12-179760-7.50023-1
- 138277 - Aspergillus melleus: 10.1271/BBB.60.1375
- 138277 - Aspergillus melleus: LTS0008683
- 138277 - Aspergillus melleus: LTS0037945
- 40380 - Aspergillus ochraceus: 10.1016/B978-0-12-179760-7.50023-1
- 40380 - Aspergillus ochraceus: 10.1021/NP040139D
- 40380 - Aspergillus ochraceus: LTS0037945
- 138279 - Aspergillus ostianus: 10.1016/B978-0-12-179760-7.50023-1
- 138279 - Aspergillus ostianus: 10.1021/NP040139D
- 138279 - Aspergillus ostianus: LTS0037945
- 138282 - Aspergillus sclerotiorum:
- 138282 - Aspergillus sclerotiorum: 10.1016/B978-0-12-179760-7.50023-1
- 138282 - Aspergillus sclerotiorum: 10.1021/NP100198H
- 138282 - Aspergillus sclerotiorum: LTS0037945
- 5066 - Aspergillus wentii: 10.1021/NP040139D
- 5066 - Aspergillus wentii: LTS0037945
- 147541 - Dothideomycetes: LTS0037945
- 2759 - Eukaryota: LTS0008683
- 2759 - Eukaryota: LTS0037945
- 147545 - Eurotiomycetes: LTS0008683
- 147545 - Eurotiomycetes: LTS0037945
- 5583 - Exophiala: 10.1021/NP800107C
- 5583 - Exophiala: LTS0008683
- 4751 - Fungi: LTS0008683
- 4751 - Fungi: LTS0037945
- 43219 - Herpotrichiellaceae: LTS0008683
- 147548 - Leotiomycetes: LTS0037945
- 5040 - Malbranchea: LTS0037945
- 78605 - Malbranchea aurantiaca: 10.1016/J.PHYTOCHEM.2005.03.005
- 78605 - Malbranchea aurantiaca: LTS0037945
- 37240 - Myxotrichaceae: LTS0037945
- 33184 - Onygenaceae: LTS0037945
- 474942 - Ophiocordycipitaceae: LTS0037945
- 5073 - Penicillium: 10.1016/B978-0-12-179760-7.50024-3
- 5073 - Penicillium: LTS0008683
- 5073 - Penicillium: LTS0037945
- 36655 - Penicillium aurantiogriseum:
- 36655 - Penicillium aurantiogriseum: 10.1016/B978-0-12-179760-7.50024-3
- 36655 - Penicillium aurantiogriseum: 10.1042/BJ0300394
- 36655 - Penicillium aurantiogriseum: LTS0037945
- 85082 - Penicillium aurantiovirens: 10.1016/B978-0-12-179760-7.50024-3
- 85082 - Penicillium aurantiovirens: 10.1021/NP0498859
- 85082 - Penicillium aurantiovirens: LTS0037945
- 69793 - Penicillium baarnense: 10.1016/B978-0-12-179760-7.50024-3
- 69793 - Penicillium baarnense: 10.1021/NP0498859
- 69793 - Penicillium baarnense: LTS0037945
- 5083 - Penicillium canescens: 10.1016/B978-0-12-179760-7.50024-3
- 5083 - Penicillium canescens: 10.1021/NP0498859
- 5083 - Penicillium canescens: LTS0037945
- 60167 - Penicillium cyclopium: 10.1016/B978-0-12-179760-7.50024-3
- 60167 - Penicillium cyclopium: 10.1021/NP0498859
- 60167 - Penicillium cyclopium: LTS0037945
- 1167480 - Penicillium fennelliae: 10.1016/B978-0-12-179760-7.50024-3
- 1167480 - Penicillium fennelliae: 10.1021/NP0498859
- 1167480 - Penicillium fennelliae: LTS0037945
- 1131486 - Penicillium griseum: 10.1016/B978-0-12-179760-7.50024-3
- 1131486 - Penicillium griseum: 10.1021/NP0498859
- 1131486 - Penicillium griseum: LTS0037945
- 545233 - Penicillium ianthinellum: 10.1016/B978-0-12-179760-7.50024-3
- 545233 - Penicillium ianthinellum: 10.1021/NP0498859
- 5079 - Penicillium janthinellum: 10.1016/B978-0-12-179760-7.50024-3
- 5079 - Penicillium janthinellum: 10.1021/NP0498859
- 5079 - Penicillium janthinellum: LTS0037945
- 2981831 - Penicillium klebahnii: LTS0037945
- 70099 - Penicillium lividum: 10.1016/B978-0-12-179760-7.50024-3
- 70099 - Penicillium lividum: 10.1021/NP0498859
- 70099 - Penicillium lividum: LTS0037945
- 69777 - Penicillium madriti: 10.1016/B978-0-12-179760-7.50024-3
- 69777 - Penicillium madriti: 10.1021/NP0498859
- 69777 - Penicillium madriti: LTS0037945
- 1343395 - Penicillium martensii: 10.1016/B978-0-12-179760-7.50024-3
- 1343395 - Penicillium martensii: 10.1021/NP0498859
- 1343395 - Penicillium martensii: LTS0037945
- 293373 - Penicillium palitans: 10.1016/B978-0-12-179760-7.50024-3
- 293373 - Penicillium palitans: 10.1021/NP0498859
- 293373 - Penicillium palitans: LTS0037945
- 1343408 - Penicillium puberulum:
- 1343408 - Penicillium puberulum: 10.1016/B978-0-12-179760-7.50024-3
- 1343408 - Penicillium puberulum: 10.1042/BJ0300394
- 1343408 - Penicillium puberulum: LTS0037945
- 5082 - Penicillium roqueforti: 10.1016/B978-0-12-179760-7.50024-3
- 5082 - Penicillium roqueforti: 10.1021/NP0498859
- 5082 - Penicillium roqueforti: LTS0037945
- 69488 - Penicillium simplicissimum: 10.1016/B978-0-12-179760-7.50024-3
- 69488 - Penicillium simplicissimum: 10.1021/NP0498859
- 69488 - Penicillium simplicissimum: LTS0037945
- 2075216 - Penicillium suaveolens: 10.1016/B978-0-12-179760-7.50024-3
- 2075216 - Penicillium suaveolens: 10.1021/NP0498859
- 2075216 - Penicillium suaveolens: LTS0037945
- 36647 - Penicillium thomii: 10.1016/B978-0-12-179760-7.50024-3
- 36647 - Penicillium thomii: 10.1021/NP0498859
- 36647 - Penicillium thomii: LTS0037945
- 60134 - Penicillium viridicatum: 10.1016/B978-0-12-179760-7.50024-3
- 60134 - Penicillium viridicatum: 10.1021/NP0498859
- 60134 - Penicillium viridicatum: LTS0037945
- 2755113 - Pseudopenicillium: LTS0008683
- 69778 - Pseudopenicillium megasporum: 10.1016/0031-9422(89)80145-1
- 69778 - Pseudopenicillium megasporum: LTS0008683
- 1052105 - Purpureocillium: LTS0037945
- 33203 - Purpureocillium lilacinum: 10.1016/B978-0-12-179760-7.50024-3
- 33203 - Purpureocillium lilacinum: 10.1021/NP0498859
- 33203 - Purpureocillium lilacinum: LTS0037945
- 147550 - Sordariomycetes: LTS0037945
- 28568 - Trichocomaceae: LTS0008683
- 28568 - Trichocomaceae: LTS0037945
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
- Gabrielle Vieira, Zeinab G Khalil, Robert J Capon, Lara D Sette, Henrique Ferreira, Daiane C Sass. Isolation and agricultural potential of penicillic acid against citrus canker.
Journal of applied microbiology.
2022 Apr; 132(4):3081-3088. doi:
10.1111/jam.15413. [PMID: 34927315] - Stoycho D Stoev. Long term preliminary studies on toxic and carcinogenic effect of individual or simultaneous exposure to ochratoxin A and penicillic acid in mice.
Toxicon : official journal of the International Society on Toxinology.
2020 Sep; 184(?):192-201. doi:
10.1016/j.toxicon.2020.06.013. [PMID: 32569847] - Roya Mirzaei, Alireza Mesdaghinia, Seyed Sajjad Hoseini, Masud Yunesian. Antibiotics in urban wastewater and rivers of Tehran, Iran: Consumption, mass load, occurrence, and ecological risk.
Chemosphere.
2019 Apr; 221(?):55-66. doi:
10.1016/j.chemosphere.2018.12.187. [PMID: 30634149] - Belén Guijarro, Inmaculada Larena, Paloma Melgarejo, Antonieta De Cal. Adaptive conditions and safety of the application of Penicillium frequentans as a biocontrol agent on stone fruit.
International journal of food microbiology.
2017 Aug; 254(?):25-35. doi:
10.1016/j.ijfoodmicro.2017.05.004. [PMID: 28511111] - H T Nguyen, N H Yu, S J Jeon, H W Lee, C-H Bae, J H Yeo, H B Lee, I-S Kim, H W Park, J-C Kim. Antibacterial activities of penicillic acid isolated from Aspergillus persii against various plant pathogenic bacteria.
Letters in applied microbiology.
2016 Jun; 62(6):488-93. doi:
10.1111/lam.12578. [PMID: 27105128] - Halina Goszcz, Łucja Szczepańska, Teresa Lech, Barbara Groszek. [Long-term follow-up after intravenous injection of mercury--two cases report].
Przeglad lekarski.
2012; 69(8):580-4. doi:
. [PMID: 23243934] - Mohmed Moslem, Kamel Abd-Elsalam, Mohamed Yassin, Ali Bahkali. First morphomolecular identification of Penicillium griseofulvum and Penicillium aurantiogriseum toxicogenic isolates associated with blue mold on apple.
Foodborne pathogens and disease.
2010 Jul; 7(7):857-61. doi:
10.1089/fpd.2009.0507. [PMID: 20367389] - S D Stoev, M F Dutton, P B Njobeh, J S Mosonik, P A Steenkamp. Mycotoxic nephropathy in Bulgarian pigs and chickens: complex aetiology and similarity to Balkan endemic nephropathy.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment.
2010 Jan; 27(1):72-88. doi:
10.1080/02652030903207227. [PMID: 19753495] - Hongyu Lei, Hui Yuan, Jing Wu, Liyun Yuan, Lixin Wen, Hengjia Ni. [Synthesis and identification of penicillic-acid antigens from Penicillium cyclopium].
Sheng wu gong cheng xue bao = Chinese journal of biotechnology.
2008 May; 24(5):898-902. doi:
. [PMID: 18724715] - S D Stoev, M Stefanov, St Denev, B Radic, A M Domijan, M Peraica. Experimental mycotoxicosis in chickens induced by ochratoxin A and penicillic acid and intervention with natural plant extracts.
Veterinary research communications.
2004 Nov; 28(8):727-46. doi:
10.1023/b:verc.0000045960.46678.d3. [PMID: 15609872] - S D Stoev, S Vitanov, G Anguelov, T Petkova-Bocharova, E E Creppy. Experimental mycotoxic nephropathy in pigs provoked by a diet containing ochratoxin A and penicillic acid.
Veterinary research communications.
2001 Apr; 25(3):205-23. doi:
10.1023/a:1006433709685. [PMID: 11334150] - S D Stoev, G Anguelov, I Ivanov, D Pavlov. Influence of ochratoxin A and an extract of artichoke on the vaccinal immunity and health in broiler chicks.
Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie.
2000 Mar; 52(1):43-55. doi:
10.1016/s0940-2993(00)80014-7. [PMID: 10779152] - P K Chan, A W Hayes, M Y Siraj, E F Meydrech. Pharmacokinetics of the mycotoxin penicillic acid in male mice: absorption, distribution, excretion, and kinetics.
Toxicology and applied pharmacology.
1984 Apr; 73(2):195-203. doi:
10.1016/0041-008x(84)90324-7. [PMID: 6710521] - G D Hanna, T D Phillips, L F Kubena, S J Cysewski, G W Ivie, N D Heidelbaugh, D A Witzel, A W Hayes. High pressure liquid chromatographic determination of penicillic acid in chicken tissues.
Poultry science.
1981 Oct; 60(10):2246-52. doi:
10.3382/ps.0602246. [PMID: 7329908] - P K Chan, A W Hayes. Effect of penicillic acid on biliary excretion of indocyanine green in the mouse and rat.
Journal of toxicology and environmental health.
1981 Feb; 7(2):169-79. doi:
10.1080/15287398109529970. [PMID: 7230270] - E C Shepherd, T D Phillips, G N Joiner, L F Kubena, N D Heidelbaugh. Ochratoxin A and penicillic acid interaction in mice.
Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes.
1981; 16(5 Pt B):557-73. doi:
10.1080/03601238109372279. [PMID: 7299071] - D L Park, L Friedman, J L Heath. In vivo and in vitro metabolism of [14C]penicillic acid.
Journal of environmental pathology and toxicology.
1980 Aug; 4(1):419-34. doi:
NULL. [PMID: 7441125] - P K Chan, M Siraj, A W Hayes. High-performance liquid chromatographic analysis of the mycotoxin penicillic acid and its application to biological fluids.
Journal of chromatography.
1980 Jun; 194(3):387-98. doi:
10.1016/s0021-9673(00)81429-6. [PMID: 7391217] - W E Huff, P B Hamilton, A Ciegler. Evaluation of penicillic acid for toxicity in broiler chickens.
Poultry science.
1980 Jun; 59(6):1203-7. doi:
10.3382/ps.0591203. [PMID: 7402986] - P K Chan, T D Phillips, A W Hayes. Effect of penicillic acid on adenosine triphosphatase activity in the mouse.
Toxicology and applied pharmacology.
1979 Jun; 49(2):365-72. doi:
10.1016/0041-008x(79)90261-8. [PMID: 227143] - D L Park, E Miller, J L Heath. Preliminary report of the distribution of [14C]penicillic acid in rats: autoradiographic technique.
American journal of veterinary research.
1978 Nov; 39(11):1863-5. doi:
NULL. [PMID: 736347] - J L Zimmermann, W W Carlton, J Tuite, D I Fennell. Mycotoxic diseases produced in mice by species of the Aspergillus ochraceus group.
Food and cosmetics toxicology.
1977 Oct; 15(5):411-8. doi:
10.1016/s0015-6264(77)80005-9. [PMID: 598791] - A W Hayes, P D Under, W L Williams. Acute toxicity of penicillic acid and rubratoxin B in dogs.
Annales de la nutrition et de l'alimentation.
1977; 31(4-6):711-21. doi:
. [PMID: 580698] - D L Park, R E Dailey, L Friedman, J L Heath. The absorption, distribution, and excretion of 14C-penicillic acid by rats.
Annales de la nutrition et de l'alimentation.
1977; 31(4-6):919-34. doi:
NULL. [PMID: 613942] - G A Sansing, E B Lillehoj, R W Detroy, M A Miller. Synergistic toxic effects of citrinin, ochratoxin A and penicillic acid in mice.
Toxicon : official journal of the International Society on Toxinology.
1976; 14(3):213-20. doi:
10.1016/0041-0101(76)90009-x. [PMID: 941175] - J Harwig, I C Munro. Mycotoxins of possible importance in diseases of Canadian farm animals.
The Canadian veterinary journal = La revue veterinaire canadienne.
1975 May; 16(5):125-41. doi:
NULL. [PMID: 1095174]
