Ethyl cinnamate (BioDeep_00000001112)

 

Secondary id: BioDeep_00000861767, BioDeep_00001867597

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


Cinnamic acid, ethyl ester (6CI,7CI,8CI); 3-Phenyl-2-propenoic acid ethyl ester

化学式: C11H12O2 (176.0837)
中文名称: 反式肉桂酸乙酯, 肉桂酸乙酯
谱图信息: 最多检出来源 Homo sapiens(otcml) 42.23%

分子结构信息

SMILES: CCOC(=O)/C=C/c1ccccc1
InChI: InChI=1S/C11H12O2/c1-2-13-11(12)9-8-10-6-4-3-5-7-10/h3-9H,2H2,1H3/b9-8+

描述信息

Occurs in storaxand is also present in many fruits, e.g. cherry, American cranberry, pineapple, blackberry and passion fruit. Ethyl cinnamate is found in many foods, some of which are corn, tarragon, tamarind, and ceylon cinnamon.
Ethyl cinnamate is an alkyl cinnamate and an ethyl ester.
Ethyl cinnamate is a natural product found in Hedychium spicatum, Cinnamomum verum, and other organisms with data available.
Ethyl cinnamate is found in ceylan cinnamon. Ethyl cinnamate occurs in storax. Also present in many fruits, e.g. cherry, American cranberry, pineapple, blackberry and passion fruit.
Ethyl cinnamate is a fragrance ingredient used in many fragrance compounds. Ethyl cinnamate is a food flavor and additive for cosmetic products. Ethyl cinnamate is also an excellent clearing reagent for mammalian tissues[1][2].
Ethyl cinnamate is a fragrance ingredient used in many fragrance compounds. Ethyl cinnamate is a food flavor and additive for cosmetic products. Ethyl cinnamate is also an excellent clearing reagent for mammalian tissues[1][2].

同义名列表

65 个代谢物同义名

Cinnamic acid, ethyl ester (6CI,7CI,8CI); 3-Phenyl-2-propenoic acid ethyl ester; cis-Ethyl Cinnamate (contains up to 10\\% Ethyl dihydrocinnamate; 2-Propenoic acid, 3-phenyl-, ethyl ester, (2E)-; 2-Propenoic acid, 3-phenyl-, ethyl ester, (E)-; ethyl-(E)-cinnamate,ethyl-trans-cinnamate; 3-Phenyl-ethyl ester(e)-2-propenoic acid; 2-Propenoic acid, 3-phenyl-, ethyl ester; trans-3-Phenylacrylic Acid Ethyl Ester; 3-Phenyl-2-propenoic acid, ethyl ester; (E)-3-Phenyl-acrylic acid ethyl ester; 3-Phenyl-2-propenoic acid ethyl ester; Ethyl (2Z)-3-phenylprop-2-enoic acid; Ethyl cinnamate, natural, >=95\\%, FG; Ethyl cinnamate, analytical standard; 3-Phenyl-acrylic acid, ethyl ester; Ethyl (2E)-3-phenyl-2-propenoate #; ethyl (2E)-3-phenylprop-2-enoate; Ethyl cinnamate, >=98\\%, FCC, FG; Ethyl (2E)-3-phenyl-2-propenoate; ethyl (2Z)-3-phenylprop-2-enoate; ethyl (E)-3-phenylprop-2-enoate; trans-cinnamic acid ethyl ester; 3-Phenyl-acrylicacidethylester; CINNAMIC ACID ETHYL ESTER [MI]; 3-Phenylpropenoic acid ethyl; Ethyl trans-3-Phenylacrylate; Ethyl 3-phenylprop-2-enoate; Ethyl 3-phenyl-2-propenoate; ethyl (2E)-3-phenylacrylate; Cinnamic acid, ethyl ester; Ethyl cinnamate (natural); ethyl trans-cinnamic acid; CINNAMIC ACID,ETHYL ESTER; Cinnamic acid ethyl ester; Ethyl beta-phenylacrylate; Ethyl 3-phenylpropenoate; Ethyl benzylideneacetate; Ethyl trans-Cinnamate-d5; Ethyl 3-Phenylpropenate; ETHYL CINNAMATE (MART.); ETHYL CINNAMATE [MART.]; Ethyl cinnamate, trans; ETHYL CINNAMATE [FHFI]; Ethyl 3-phenylacrylate; ETHYL CINNAMATE [INCI]; Ethyl trans-cinnamate; Ethyl cinnamate, 99\\%; trans-Ethyl cinnamate; ETHYL CINNAMATE [FCC]; trans-ethylcinnamate; ethyl-(e)-cinnamate; Ethyl (E)-cinnamate; Ethyl cinnamic acid; (E)-ethyl cinnamate; (E)-ethylcinnamate; Ethyl cinnamate; Ethylcinnamoate; Ethylcinnamate; Tox21_302638; WLN: 2OV1U1R; AI3-00667; FEMA 2430; Ethyl cinnamate; Ethyl cinnamate; Ethyl cinnamate



数据库引用编号

30 个数据库交叉引用编号

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)

94 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。

亚细胞结构定位 关联基因列表
Cytoplasm 7 AKR1B1, ANG, CAT, CYP2C19, PPARG, TLR4, VEGFA
Peripheral membrane protein 1 ACHE
Endosome membrane 1 TLR4
Endoplasmic reticulum membrane 3 CYP19A1, CYP2C19, CYP51A1
Nucleus 5 ACHE, ANG, PPARG, SF1, VEGFA
cytosol 6 AKR1B1, ANG, CAT, LIPE, PPARG, SF1
nuclear body 1 SF1
nucleoplasm 3 AKR1B1, PPARG, SF1
RNA polymerase II transcription regulator complex 2 PPARG, SF1
Cell membrane 5 ACHE, LIPE, PECAM1, TLR4, TNF
Multi-pass membrane protein 1 CYP19A1
Synapse 2 ACAN, ACHE
cell junction 1 PECAM1
cell surface 4 ACHE, TLR4, TNF, VEGFA
glutamatergic synapse 1 ACAN
Golgi apparatus 3 ACHE, ATRN, VEGFA
growth cone 1 ANG
neuromuscular junction 1 ACHE
neuronal cell body 2 ANG, TNF
Cytoplasm, cytosol 1 LIPE
plasma membrane 7 ACHE, ACVR1C, ATRN, CYP2C19, PECAM1, TLR4, TNF
Membrane 8 ACHE, ACVR1C, CAT, CYP19A1, CYP51A1, LIPE, TLR4, VEGFA
caveola 1 LIPE
extracellular exosome 6 AKR1B1, ATRN, CAT, COMP, PECAM1, QPCT
endoplasmic reticulum 2 CYP19A1, VEGFA
extracellular space 10 ACAN, ACHE, AKR1B1, ANG, ATRN, COMP, IL6, PECAM1, TNF, VEGFA
lysosomal lumen 1 ACAN
perinuclear region of cytoplasm 3 ACHE, PPARG, TLR4
adherens junction 1 VEGFA
mitochondrion 2 AKR1B1, CAT
protein-containing complex 3 CAT, COMP, PECAM1
intracellular membrane-bounded organelle 4 CAT, CYP2C19, CYP51A1, PPARG
Microsome membrane 2 CYP19A1, CYP51A1
Single-pass type I membrane protein 4 ACVR1C, ATRN, PECAM1, TLR4
Secreted 5 ACHE, ANG, IL6, QPCT, VEGFA
extracellular region 9 ACAN, ACHE, ANG, CAT, COMP, IL6, QPCT, TNF, VEGFA
Single-pass membrane protein 1 CYP51A1
[Isoform 2]: Secreted 1 ATRN
mitochondrial matrix 1 CAT
Extracellular side 1 ACHE
external side of plasma membrane 3 PECAM1, TLR4, TNF
Secreted, extracellular space, extracellular matrix 3 ACAN, COMP, VEGFA
actin cytoskeleton 1 ANG
nucleolus 1 ANG
Early endosome 1 TLR4
cell-cell junction 1 PECAM1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 2 PECAM1, TNF
focal adhesion 1 CAT
GABA-ergic synapse 1 ACAN
extracellular matrix 2 COMP, VEGFA
Peroxisome 1 CAT
basement membrane 3 ACAN, ACHE, ANG
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 2 ACAN, COMP
secretory granule 1 VEGFA
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 2 PPARG, TLR4
chromatin 2 PPARG, SF1
phagocytic cup 2 TLR4, TNF
Chromosome 1 ANG
Nucleus, nucleolus 1 ANG
Lipid-anchor, GPI-anchor 1 ACHE
spliceosomal complex 1 SF1
[Isoform 3]: Secreted 1 ATRN
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
Cytoplasm, Stress granule 1 ANG
cytoplasmic stress granule 1 ANG
side of membrane 1 ACHE
lipopolysaccharide receptor complex 1 TLR4
ficolin-1-rich granule lumen 2 CAT, QPCT
secretory granule lumen 1 CAT
secretory granule membrane 1 PECAM1
Golgi lumen 1 ACAN
endoplasmic reticulum lumen 1 IL6
platelet alpha granule lumen 1 VEGFA
specific granule lumen 1 QPCT
tertiary granule lumen 1 QPCT
endocytic vesicle 1 ANG
perineuronal net 1 ACAN
synaptic cleft 1 ACHE
[Isoform 1]: Cell membrane 1 ATRN
[Isoform Long]: Cell membrane 1 PECAM1
platelet alpha granule membrane 1 PECAM1
ribosome 1 SF1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
angiogenin-PRI complex 1 ANG
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
[Isoform Delta15]: Cell junction 1 PECAM1
[Isoform H]: Cell membrane 1 ACHE
perisynaptic extracellular matrix 1 ACAN
U2AF complex 1 SF1
activin receptor complex 1 ACVR1C
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Siyu Wang, Jianzhan Yang, Xiaolan Kuang, Haoxiang Li, Haifang Du, Yunshan Wu, Fangfang Xu, Bo Liu. Ethyl cinnamate suppresses tumor growth through anti-angiogenesis by attenuating VEGFR2 signal pathway in colorectal cancer. Journal of ethnopharmacology. 2024 May; 326(?):117913. doi: 10.1016/j.jep.2024.117913. [PMID: 38360380]
  • Paco Noriega, Lissette Calderón, Andrea Ojeda, Erika Paredes. Chemical Composition, Antimicrobial and Antioxidant Bioautography Activity of Essential Oil from Leaves of Amazon Plant Clinopodium brownei (Sw.). Molecules (Basel, Switzerland). 2023 Feb; 28(4):. doi: 10.3390/molecules28041741. [PMID: 36838728]
  • G Swarna Kumari, Bandi Siva, S Divya Reddy, V Lakshma Nayak, Ashok K Tiwari, Bhattu Ganga Rao, K Suresh Babu. Synthesis and biological evaluation of 1,2,3-triazole hybrids of 4-methoxy ethyl cinnamate isolated from Hedychium spicatum (Sm) rhizomes: identification of antiproliferative lead actives against prostate cancer. Natural product research. 2023 Jan; 37(2):289-295. doi: 10.1080/14786419.2021.1969928. [PMID: 34579616]
  • Turgay Saritas, Victor G Puelles, Xiao-Tong Su, David H Ellison, Rafael Kramann. Optical Clearing and Imaging of Immunolabeled Kidney Tissue. Journal of visualized experiments : JoVE. 2019 07; ?(149):. doi: 10.3791/60002. [PMID: 31380853]
  • Jiaguo Huang, Cinzia Brenna, Arif Ul Maula Khan, Cristina Daniele, Rüdiger Rudolf, Vincent Heuveline, Norbert Gretz. A cationic near infrared fluorescent agent and ethyl-cinnamate tissue clearing protocol for vascular staining and imaging. Scientific reports. 2019 01; 9(1):521. doi: 10.1038/s41598-018-36741-1. [PMID: 30679514]
  • Xiao-Tong Su, Turgay Saritas, David H Ellison. Optical tissue clearing and immunolabeling in kidney research. Methods in cell biology. 2019; 154(?):31-41. doi: 10.1016/bs.mcb.2019.07.001. [PMID: 31493820]
  • Ahmed Mohammed AlJabr, Abid Hussain, Muhammad Rizwan-Ul-Haq, Hassan Al-Ayedh. Toxicity of Plant Secondary Metabolites Modulating Detoxification Genes Expression for Natural Red Palm Weevil Pesticide Development. Molecules (Basel, Switzerland). 2017 Jan; 22(1):. doi: 10.3390/molecules22010169. [PMID: 28117698]
  • Li-Li Gao, Pei-Yong Guo, Guang-Ming Su, Yan-Fang Wei. [Effects of allelochemicals ethyl cinnamate on the growth and physiological characteristics of Chlorella pyrenoidosa]. Huan jing ke xue= Huanjing kexue. 2013 Jan; 34(1):156-62. doi: . [PMID: 23487932]
  • Dattatraya G Naik, Hemalata Puntambekar, Priyanka Anantpure. Essential oil of Terminalia chebula fruits as a repellent for the indian honeybee Apis florea. Chemistry & biodiversity. 2010 May; 7(5):1303-10. doi: 10.1002/cbdv.200900274. [PMID: 20491085]
  • P Prabhakar Reddy, R Ranga Rao, J Shashidhar, B S Sastry, J Madhusudana Rao, K Suresh Babu. Phytochemical investigation of labdane diterpenes from the rhizomes of Hedychium spicatum and their cytotoxic activity. Bioorganic & medicinal chemistry letters. 2009 Nov; 19(21):6078-81. doi: 10.1016/j.bmcl.2009.09.032. [PMID: 19782567]
  • Linfang Huang, Toru Yagura, Shilin Chen. Sedative activity of hexane extract of Keampferia galanga L. and its active compounds. Journal of ethnopharmacology. 2008 Oct; 120(1):123-5. doi: 10.1016/j.jep.2008.07.045. [PMID: 18761077]
  • Samir A M Abdelgaleil, Moustafa A Abbassy, Abdel-Salam H Belal, Mona A A Abdel Rasoul. Bioactivity of two major constituents isolated from the essential oil of Artemisia judaica L. Bioresource technology. 2008 Sep; 99(13):5947-50. doi: 10.1016/j.biortech.2007.10.043. [PMID: 18054484]
  • J R Villalobos-Hernández, C C Müller-Goymann. Sun protection enhancement of titanium dioxide crystals by the use of carnauba wax nanoparticles: the synergistic interaction between organic and inorganic sunscreens at nanoscale. International journal of pharmaceutics. 2006 Sep; 322(1-2):161-70. doi: 10.1016/j.ijpharm.2006.05.037. [PMID: 16824709]
  • Henrik T Simonsen, Anne Adsersen, Louise Berthelsen, Søren B Christensen, Alfonso Guzmán, Per Mølgaard. Ethnopharmacological evaluation of radal (leaves of Lomatia hirsuta) and isolation of 2-methoxyjuglone. BMC complementary and alternative medicine. 2006 Aug; 6(?):29. doi: 10.1186/1472-6882-6-29. [PMID: 16945129]
  • Stefan Lunkenbein, Mariluz Bellido, Asaph Aharoni, Elma M J Salentijn, Ralf Kaldenhoff, Heather A Coiner, Juan Muñoz-Blanco, Wilfried Schwab. Cinnamate metabolism in ripening fruit. Characterization of a UDP-glucose:cinnamate glucosyltransferase from strawberry. Plant physiology. 2006 Mar; 140(3):1047-58. doi: 10.1104/pp.105.074955. [PMID: 16443693]
  • R Othman, H Ibrahim, M A Mohd, M R Mustafa, K Awang. Bioassay-guided isolation of a vasorelaxant active compound from Kaempferia galanga L. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2006 Jan; 13(1-2):61-6. doi: 10.1016/j.phymed.2004.07.004. [PMID: 16360934]
  • Rozana Othman, Halijah Ibrahim, Mustafa Ali Mohd, Khalijah Awang, Anwar-Ul Hassan Gilani, Mohd Rais Mustafa. Vasorelaxant effects of ethyl cinnamate isolated from Kaempferia galanga on smooth muscles of the rat aorta. Planta medica. 2002 Jul; 68(7):655-7. doi: 10.1055/s-2002-32900. [PMID: 12143006]