Myristicin (BioDeep_00000000888)

 

Secondary id: BioDeep_00000859510

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


1-Methoxy-2,3-methylenedioxy-5-(2-propenyl)benzene

化学式: C11H12O3 (192.0786)
中文名称: 肉豆蔻醚, 肉豆蔻碱, 肉豆蔻
谱图信息: 最多检出来源 unclassified Codonopsis(otcml) 43.94%

分子结构信息

SMILES: C=CCC1=CC(OC)=C2OCOC2=C1
InChI: InChI=1S/C11H12O3/c1-3-4-8-5-9(12-2)11-10(6-8)13-7-14-11/h3,5-6H,1,4,7H2,2H3

描述信息

Myristicin is an organic molecular entity. It has a role as a metabolite.
Myristicin is a natural product found in Chaerophyllum azoricum, Peperomia bracteata, and other organisms with data available.
Myristicin is found in anise. Myristicin is a constituent of dill, nutmeg, parsley and many other essential oils. May be responsible for psychotic effects of nutmeg at large doses Myristicin, 3-methoxy,4,5-methylendioxy-allylbenzene, is a natural organic compound present in the essential oil of nutmeg and to a lesser extent in other spices such as parsley and dill. Myristicin is a naturally occurring insecticide and acaricide with possible neurotoxic effects on dopaminergic neurons[citation needed]. It has hallucinogenic properties at doses much higher than used in cooking. Myristicin is a weak inhibitor of monoamine oxidase.Myristicin has been shown to exhibit apoptotic and hepatoprotective functions (A7836, A7837).Myristicin belongs to the family of Benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole.
Myristicin is found in anise. Myristicin is a constituent of dill, nutmeg, parsley and many other essential oils. May be responsible for psychotic effects of nutmeg at large doses Myristicin, 3-methoxy,4,5-methylendioxy-allylbenzene, is a natural organic compound present in the essential oil of nutmeg and to a lesser extent in other spices such as parsley and dill. Myristicin is a naturally occurring insecticide and acaricide with possible neurotoxic effects on dopaminergic neurons[citation needed]. It has hallucinogenic properties at doses much higher than used in cooking. Myristicin is a weak inhibitor of monoamine oxidase
Constituent of dill, nutmeg, parsley and many other essential oils. May be responsible for psychotic effects of nutmeg at large doses
Myristicine ?act as a serotonin receptor antagonist, a weak monamine oxidase (MAO) inhibitor. Myristicine is the main component of nutmeg essential oil from Myristica fragrans?Houtt. Myristicine abuse produce hallucinogenic effects, organ damage, deliriumand others[1].
Myristicine is an orally bioavailable serotonin receptor antagonist and weak monoamine oxidase (MAO) inhibitor. Myristicine also exerts anti-cancer effects on gastric cancer cells by inhibiting the EGFR/ERK signaling pathway. Myristicine is the main component of nutmeg essential oil and has anti-cancer, anti-proliferative, antibacterial, anti-inflammatory and apoptosis-inducing effects. Myristicine abuse can produce hallucinogenic effects, organ damage, etc[1][2][3][4].
Myristicine is an orally bioavailable serotonin receptor antagonist and weak monoamine oxidase (MAO) inhibitor. Myristicine also exerts anti-cancer effects on gastric cancer cells by inhibiting the EGFR/ERK signaling pathway. Myristicine is the main component of nutmeg essential oil and has anti-cancer, anti-proliferative, antibacterial, anti-inflammatory and apoptosis-inducing effects. Myristicine abuse can produce hallucinogenic effects, organ damage, etc[1][2][3][4].
Myristicine ?act as a serotonin receptor antagonist, a weak monamine oxidase (MAO) inhibitor. Myristicine is the main component of nutmeg essential oil from Myristica fragrans?Houtt. Myristicine abuse produce hallucinogenic effects, organ damage, deliriumand others[1].

同义名列表

33 个代谢物同义名

1-Methoxy-2,3-methylenedioxy-5-(2-propenyl)benzene; 1,3-Benzodioxole, 4-methoxy-6-(2-propenyl)- (9CI); Benzene, 5-allyl-1-methoxy-2,3-(methylenedioxy)-; 4-methoxy-6-(prop-2-en-1-yl)-2H-1,3-benzodioxole; 4-Methoxy-6-(2-propenyl)-1,3-benzodioxole, 9CI; 5-Allyl-1-methoxy-2,3-(methylenedioxy)-Benzene; 5-allyl-1-methoxy-2,3-(methylenedioxy)benzene; 5-19-02-00631 (Beilstein Handbook Reference); 5-ALLYL-1-METHOXY-2,3-METHYLENEDIOXYBENZENE; 1,3-Benzodioxole, 4-methoxy-6-(2-propenyl)-; 1-Allyl-3-methoxy-4,5-methylenedioxybenzene; 4-Methoxy-6-(2-propenyl)-1,3-benzodioxole; 6-ALLYL-1,3-BENZODIOXOL-4-YL METHYL ETHER; 4-Methoxy-6-[2-propenyl]-1,3-benzodioxole; 4-methoxy-6-prop-2-enyl-1,3-benzodioxole; 6-allyl-4-methoxybenzo[d][1,3]dioxole; 6-allyl-4-methoxy-benzo-1,3-dioxole; 6-Allyl-4-methoxy-1,3-benzodioxole; 5-Allyl-2,3-(methylendioxy)anisole; Myristicin from parsley leaf oil; Myristicin, analytical standard; MYRISTICIN [HSDB]; Myristicin (6CI); Myristicin_major; MYRISTICIN [MI]; UNII-04PD6CT78W; Tox21_200172; Myristicine; Myristicin; 04PD6CT78W; asaricin; Myristicin; Myristicin



数据库引用编号

22 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)

270 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 10 BCL2, CASP3, CDH2, CYP1A1, CYP2C19, CYP2D6, CYP3A4, ERCC1, HPGDS, PTGS2
Peripheral membrane protein 4 ACHE, CYP1A1, CYP1B1, PTGS2
Endoplasmic reticulum membrane 8 BCL2, CYP1A1, CYP1A2, CYP1B1, CYP2C19, CYP2D6, CYP3A4, PTGS2
Nucleus 6 ACHE, BCL2, CASP3, ERCC1, PARP1, RAD50
cytosol 4 BCL2, CASP3, HPGDS, PARP1
nuclear body 1 PARP1
nucleoplasm 5 CASP3, ERCC1, HPGDS, PARP1, RAD50
Cell membrane 3 ACHE, CDH2, TNF
lamellipodium 1 CDH2
Synapse 1 ACHE
cell junction 1 CDH2
cell surface 3 ACHE, CDH2, TNF
glutamatergic synapse 1 CASP3
Golgi apparatus 1 ACHE
lysosomal membrane 1 GAA
mitochondrial inner membrane 1 CYP1A1
neuromuscular junction 1 ACHE
neuronal cell body 2 CASP3, TNF
sarcolemma 1 CDH2
Cytoplasm, cytosol 1 PARP1
Lysosome 1 GAA
plasma membrane 6 ACHE, BCHE, CDH2, CYP2C19, GAA, TNF
Membrane 9 ACHE, BCL2, CDH2, CYP1B1, CYP2D6, CYP3A4, GAA, PARP1, RAD50
apical plasma membrane 1 CDH2
basolateral plasma membrane 1 CDH2
caveola 1 PTGS2
extracellular exosome 1 GAA
Lysosome membrane 1 GAA
endoplasmic reticulum 3 BCL2, CYP2D6, PTGS2
extracellular space 5 ACHE, BCHE, IL10, IL6, TNF
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 1 ACHE
adherens junction 1 CDH2
apicolateral plasma membrane 1 CDH2
intercalated disc 1 CDH2
mitochondrion 5 BCL2, CYP1A1, CYP1B1, CYP2D6, PARP1
protein-containing complex 4 BCL2, PARP1, PTGS2, RAD50
intracellular membrane-bounded organelle 8 CYP1A1, CYP1A2, CYP1B1, CYP2C19, CYP2D6, CYP3A4, GAA, HPGDS
Microsome membrane 6 CYP1A1, CYP1A2, CYP1B1, CYP2D6, CYP3A4, PTGS2
postsynaptic density 2 CASP3, CDH2
Single-pass type I membrane protein 1 CDH2
Secreted 5 ACHE, BCHE, GAA, IL10, IL6
extracellular region 6 ACHE, BCHE, GAA, IL10, IL6, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 2 BCL2, CYP2D6
mitochondrial outer membrane 1 BCL2
Extracellular side 1 ACHE
transcription regulator complex 1 PARP1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 1 TNF
nucleolus 1 PARP1
apical part of cell 1 CDH2
cell-cell junction 1 CDH2
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
presynaptic active zone membrane 1 CDH2
Cell membrane, sarcolemma 1 CDH2
Mitochondrion inner membrane 1 CYP1A1
Membrane raft 1 TNF
pore complex 1 BCL2
focal adhesion 1 CDH2
Cell junction, adherens junction 1 CDH2
basement membrane 1 ACHE
collagen-containing extracellular matrix 1 CDH2
fascia adherens 1 CDH2
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
neuron projection 2 CDH2, PTGS2
chromatin 1 PARP1
phagocytic cup 1 TNF
Chromosome 2 PARP1, RAD50
[Isoform 3]: Nucleus 1 ERCC1
Nucleus, nucleolus 1 PARP1
nuclear replication fork 1 PARP1
Chromosome, telomere 1 RAD50
chromosome, telomeric region 3 ERCC1, PARP1, RAD50
blood microparticle 1 BCHE
Lipid-anchor, GPI-anchor 1 ACHE
site of double-strand break 2 PARP1, RAD50
nuclear envelope 1 PARP1
tertiary granule membrane 1 GAA
side of membrane 1 ACHE
myelin sheath 1 BCL2
plasma membrane raft 1 CDH2
endoplasmic reticulum lumen 4 BCHE, CDH2, IL6, PTGS2
azurophil granule membrane 1 GAA
nuclear envelope lumen 1 BCHE
condensed nuclear chromosome 1 RAD50
[Isoform 2]: Cytoplasm 1 ERCC1
[Isoform 1]: Nucleus 1 ERCC1
synaptic cleft 1 ACHE
protein-DNA complex 1 PARP1
ficolin-1-rich granule membrane 1 GAA
death-inducing signaling complex 1 CASP3
postsynaptic specialization membrane 1 CDH2
Cell junction, desmosome 1 CDH2
desmosome 1 CDH2
catenin complex 1 CDH2
BRCA1-C complex 1 RAD50
chromosomal region 1 RAD50
Mre11 complex 1 RAD50
site of DNA damage 1 PARP1
[Isoform 4]: Nucleus 1 ERCC1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
interleukin-6 receptor complex 1 IL6
ERCC4-ERCC1 complex 1 ERCC1
nucleotide-excision repair complex 1 ERCC1
nucleotide-excision repair factor 1 complex 1 ERCC1
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
autolysosome lumen 1 GAA
BAD-BCL-2 complex 1 BCL2
[Isoform H]: Cell membrane 1 ACHE
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Mostafa H Baky, Eman M El-Taher, Dina M Y El Naggar, Mostafa B Abouelela. Phytochemical investigation of the n-hexane-extracted oil from four umbelliferous vegetables using GC/MS analysis in the context of antibacterial activity. Scientific reports. 2024 05; 14(1):10592. doi: 10.1038/s41598-024-60631-4. [PMID: 38719900]
  • Ly Thi Huong Nguyen, Nhi Phuc Khanh Nguyen, Khoa Nguyen Tran, Heung-Mook Shin, In-Jun Yang. Intranasal administration of the essential oil from Perillae Folium ameliorates social defeat stress-induced behavioral impairments in mice. Journal of ethnopharmacology. 2024 Jan; 324(?):117775. doi: 10.1016/j.jep.2024.117775. [PMID: 38224793]
  • Jin Song, Xiaolong Xu, Shasha He, Ning Wang, Yunjing Bai, Zhaoxia Chen, Bo Li, Shengsheng Zhang. Myristicin Suppresses Gastric Cancer Growth via Targeting the EGFR/ERK Signaling Pathway. Current molecular pharmacology. 2023 Jan; ?(?):. doi: 10.2174/1874467216666230103104600. [PMID: 36597605]
  • Huda M Ismail Abo El-Fadl, Mamdouh F A Mohamed. Targeting endoplasmic reticulum stress, Nrf-2/HO-1, and NF-κB by myristicin and its role in attenuation of ulcerative colitis in rats. Life sciences. 2022 Dec; 311(Pt B):121187. doi: 10.1016/j.lfs.2022.121187. [PMID: 36403646]
  • Fawang Liu, Tahir Ali, Zhong Liu. Physiological, Biochemical and Transcriptomic Analysis of the Aerial Parts (Leaf-Blade and Petiole) of Asarum sieboldii Responding to Drought Stress. International journal of molecular sciences. 2021 Dec; 22(24):. doi: 10.3390/ijms222413402. [PMID: 34948197]
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  • Sascha K Manier, Lea Wagmann, Armin A Weber, Markus R Meyer. Abuse of nutmeg seeds: Detectable by means of liquid chromatography-mass spectrometry techniques?. Drug testing and analysis. 2021 Jul; 13(7):1440-1444. doi: 10.1002/dta.3027. [PMID: 33720530]
  • Paulina Laszuk, Aneta D Petelska. Interactions between Phosphatidylcholine and Kaempferol or Myristicin: Langmuir Monolayers and Microelectrophoretic Studies. International journal of molecular sciences. 2021 Apr; 22(9):. doi: 10.3390/ijms22094729. [PMID: 33946951]
  • Chia-Jung Lee, Chun-Wei Huang, Lih-Geeng Chen, Ching-Chiung Wang. (+)-Erythro-Δ8'-7S,8R-Dihydroxy-3,3',5'-Trimethoxy-8-O-4'-Neolignan, an Anti-Acne Component in Degreasing Myristica fragrans Houtt. Molecules (Basel, Switzerland). 2020 Oct; 25(19):. doi: 10.3390/molecules25194563. [PMID: 33036279]
  • Merja A Neukamm, Hannes M Schwelm, Simon Vieser, Nadine Schiesel, Volker Auwärter. Detection of Nutmeg Abuse by Gas Chromatography-Mass Spectrometric Screening of Urine. Journal of analytical toxicology. 2020 Jan; 44(1):103-108. doi: 10.1093/jat/bkz054. [PMID: 31504590]
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  • Xu Zhu, Yi-Kun Wang, Xiao-Nan Yang, Xue-Rong Xiao, Ting Zhang, Xiu-Wei Yang, Hong-Bo Qin, Fei Li. Metabolic Activation of Myristicin and Its Role in Cellular Toxicity. Journal of agricultural and food chemistry. 2019 Apr; 67(15):4328-4336. doi: 10.1021/acs.jafc.9b00893. [PMID: 30912427]
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