Isoferulic acid (BioDeep_00000230832)

Main id: BioDeep_00000400555

Secondary id: BioDeep_00000001210, BioDeep_00000229793, BioDeep_00000864435

human metabolite PANOMIX_OTCML-2023 blood metabolite natural product


代谢物信息卡片


3-Hydroxy-4-methoxycinnamic acid, predominantly trans, 97\\%

化学式: C10H10O4 (194.0579)
中文名称: 异阿魏酸, 反式异阿魏酸, 3-羟基-4-甲氧基肉桂酸
谱图信息: 最多检出来源 Viridiplantae(plant) 89.42%

分子结构信息

SMILES: c1(c(ccc(c1)/C=C/C(=O)O)OC)O
InChI: InChI=1S/C10H10O4/c1-14-9-4-2-7(6-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+

描述信息

Isoferulic acid (CAS: 537-73-5) is a chlorogenic acid (CGA). CGAs are formed by the esterification of hydroxycinnamic acids (e.g. caffeic acid, ferulic acid, and p-coumaric acid) with quinic acid. CGAs are abundant phenolic compounds in coffee, with caffeoylquinic (CQA), feruloylquinic (FQA), and dicaffeoylquinic (diCQA) acids being the major subclasses, and coffee is the most consumed food product in the world. Isoferulic acid is present in normal human urine in concentrations of 0.05-2.07 umol/mmol creatinine at baseline, and reaches 0.2-9.6 umol/mmol creatinine in four hours after a cup of coffee, with a large inter-individual variation (PMID:17884997).
Isoferulic acid is a ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 4 and 3 respectively on the phenyl ring. It has a role as a metabolite, a biomarker and an antioxidant.
Isoferulic acid is a natural product found in Sibiraea angustata, Astragalus onobrychis, and other organisms with data available.
See also: Black Cohosh (part of); Ipomoea aquatica leaf (part of).
A ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 4 and 3 respectively on the phenyl ring.
It is used as a food additive; listed in the EAFUS Food Additive Database (Jan 2001)
Isoferulic acid (3-Hydroxy-4-methoxycinnamic acid) is a cinnamic acid derivative that has antidiabetic activity. Isoferulic acid binds to and activates α1-adrenergic receptors (IC50=1.4 μM) to enhance secretion of β-endorphin (EC50=52.2 nM) and increase glucose use. Isoferulic acid also has anti-influenza virus activities.
Isoferulic acid (3-Hydroxy-4-methoxycinnamic acid) is a cinnamic acid derivative that has antidiabetic activity. Isoferulic acid binds to and activates α1-adrenergic receptors (IC50=1.4 μM) to enhance secretion of β-endorphin (EC50=52.2 nM) and increase glucose use. Isoferulic acid also has anti-influenza virus activities.
Isoferulic acid (3-Hydroxy-4-methoxycinnamic acid) is a cinnamic acid derivative that has antidiabetic activity. Isoferulic acid binds to and activates α1-adrenergic receptors (IC50=1.4 μM) to enhance secretion of β-endorphin (EC50=52.2 nM) and increase glucose use. Isoferulic acid also has anti-influenza virus activities.
trans-Isoferulic acid (trans-3-Hydroxy-4-methoxycinnamic acid) is an aromatic acid isolated from the roots of Clematis florida var. plena. trans-Isoferulic acid exhibits anti-inflammatory activity[1].trans-isoferulic acid suppresses NO and PGE2 production through the induction of Nrf2-dependent heme oxygenase-1 (HO-1)[2].
trans-Isoferulic acid (trans-3-Hydroxy-4-methoxycinnamic acid) is an aromatic acid isolated from the roots of Clematis florida var. plena. trans-Isoferulic acid exhibits anti-inflammatory activity[1].trans-isoferulic acid suppresses NO and PGE2 production through the induction of Nrf2-dependent heme oxygenase-1 (HO-1)[2].

同义名列表

57 个代谢物同义名

3-Hydroxy-4-methoxycinnamic acid, predominantly trans, 97\\%; (E)-4-Hydroxy-4-(6-methoxynaphthalen-2-yl)but-3-en-2-one; (2E)-3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid #; 3-Hydroxy-4-methoxycinnamic acid, predominantly trans; (2E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid; 3-[3-Hydroxy-4-(methoxy-d3)phenyl]-2-propenoic Acid; ISOFERULIC ACID (CONSTITUENT OF BLACK COHOSH) [DSC]; (2E)-3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid; (e)-3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid; (E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid; 3-Hydroxy-4-methoxycinnamic acid (isoferulic acid); 2-Propenoic acid, 3-(3-hydroxy-4-methoxyphenyl)-; (2E)-3-(3-Hydroxy-4-methoxyphenyl)prop-2-enoate; (E)-3-(3-hydroxy-4-methoxy-phenyl)-acrylic acid; (2E)-3-(3-HYDROXY-4-METHOXYPHENYL)ACRYLIC ACID; 3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid; 3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid; ISOFERULIC ACID (CONSTITUENT OF BLACK COHOSH); (E)-3-(3-hydroxy-4-methoxyphenyl)acrylic acid; 4-10-00-01777 (Beilstein Handbook Reference); (E)-3-(3-hydroxy-4-methoxyphenyl)acrylicacid; trans-Isoferulic acid, analytical standard; 3-(3-hydroxy-4-methoxyphenyl)-2-Propenoate; 3-(3-Hydroxy-4-methoxyphenyl)acrylic acid; trans-3-Hydroxy-4-methoxycinnamic acid; (E)-3-Hydroxy-4-methoxycinnamic acid; (e)-3-Hydroxy-4-methoxycinnamic acid; Cinnamic acid, 3-hydroxy-4-methoxy-; 3-hydroxy-4-methoxy-cinnamic acid; 3-hydroxy-4-methoxycinnamic acid; 3-Hydroxy-4-methoxycinnamic acid; 3-Hydroxy-4-methoxycinnamic-acid; 3-hydroxy-4-methoxy-Cinnamate; 3-Hydroxy-4-methoxycinnamate; trans-4-O-Methylcaffeic acid; trans-4-Methoxycaffeic acid; (e)-4-O-Methylcaffeic acid; (e)-4-Methoxycaffeic acid; 4-O-METHYLCAFFEIC ACID; trans-Isoferulic acid; trans-Hesperetic acid; 4-Methoxycaffeic acid; Isoferulic Acid ,(S); cis-Isoferulic acid; (e)-Hesperetic acid; (e)-Isoferulic acid; Hesperetinic acid; Hesperetic acid; Isoferulic acid; UNII-XSQ2K2G7MC; Isoferulasaure; Isoferulate; Hesperetate; XSQ2K2G7MC; Isoferulic; 4FE; Isoferulic acid



数据库引用编号

26 个数据库交叉引用编号

分类词条

相关代谢途径

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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)

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243 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 13 AKT1, ANXA5, CACNA1A, CASP3, CCNB1, EIF5, HDAC9, MTOR, NOS2, PIK3CA, POMC, PTGS2, TYR
Peripheral membrane protein 3 ANXA5, MTOR, PTGS2
Endoplasmic reticulum membrane 3 HMOX1, MTOR, PTGS2
Nucleus 8 AKT1, CACNA1A, CASP3, CCNB1, HDAC9, HMOX1, MTOR, NOS2
cytosol 10 AKT1, ANXA5, CASP3, CCNB1, EIF5, HMOX1, MTOR, NOS2, PIK3CA, SLC2A4
dendrite 1 MTOR
phagocytic vesicle 1 MTOR
trans-Golgi network 1 SLC2A4
centrosome 1 CCNB1
nucleoplasm 7 AKT1, CASP3, CCNB1, HDAC9, HMOX1, MTOR, NOS2
Cell membrane 4 ADRA1D, AKT1, CACNA1A, SLC2A4
Cytoplasmic side 2 HMOX1, MTOR
lamellipodium 2 AKT1, PIK3CA
Multi-pass membrane protein 4 ADRA1D, CACNA1A, SLC2A4, UCP2
Golgi apparatus membrane 1 MTOR
Synapse 2 CACNA1A, EIF5
cell cortex 1 AKT1
glutamatergic synapse 2 AKT1, CASP3
Golgi membrane 2 INS, MTOR
lysosomal membrane 1 MTOR
mitochondrial inner membrane 1 UCP2
neuronal cell body 2 CACNA1A, CASP3
postsynapse 1 AKT1
sarcolemma 2 ANXA5, SLC2A4
Cytoplasm, cytosol 1 NOS2
Lysosome 2 MTOR, TYR
Presynapse 1 SLC2A4
plasma membrane 7 ADRA1D, AKT1, CACNA1A, EIF5, NOS2, PIK3CA, SLC2A4
Membrane 7 AKT1, ANXA5, CACNA1A, CCNB1, HMOX1, MTOR, SLC2A4
caveola 1 PTGS2
extracellular exosome 2 ANXA5, SLC2A4
Lysosome membrane 1 MTOR
endoplasmic reticulum 2 HMOX1, PTGS2
extracellular space 4 CXCL8, HMOX1, INS, POMC
perinuclear region of cytoplasm 5 HMOX1, NOS2, PIK3CA, SLC2A4, TYR
intercalated disc 1 PIK3CA
mitochondrion 1 UCP2
protein-containing complex 2 AKT1, PTGS2
intracellular membrane-bounded organelle 1 TYR
Microsome membrane 2 MTOR, PTGS2
postsynaptic density 1 CASP3
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 1 TYR
Secreted 3 CXCL8, INS, POMC
extracellular region 5 ANXA5, CXCL8, DNAH9, INS, POMC
Mitochondrion outer membrane 1 MTOR
mitochondrial outer membrane 2 HMOX1, MTOR
mitochondrial matrix 1 CCNB1
transcription regulator complex 1 HDAC9
motile cilium 1 DNAH9
external side of plasma membrane 2 ANXA5, SLC2A4
multivesicular body 1 SLC2A4
T-tubule 1 SLC2A4
microtubule cytoskeleton 1 AKT1
Melanosome membrane 1 TYR
Cytoplasm, P-body 1 NOS2
P-body 1 NOS2
cell-cell junction 1 AKT1
clathrin-coated pit 1 SLC2A4
Golgi-associated vesicle 1 TYR
vesicle 1 AKT1
Cytoplasm, perinuclear region 2 NOS2, SLC2A4
Mitochondrion inner membrane 1 UCP2
Membrane raft 1 SLC2A4
focal adhesion 1 ANXA5
microtubule 1 DNAH9
spindle 1 AKT1
Peroxisome 1 NOS2
sarcoplasmic reticulum 1 SLC2A4
peroxisomal matrix 1 NOS2
Nucleus, PML body 1 MTOR
PML body 1 MTOR
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
collagen-containing extracellular matrix 1 ANXA5
secretory granule 1 POMC
axoneme 1 DNAH9
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Zymogen granule membrane 1 ANXA5
neuron projection 1 PTGS2
ciliary basal body 1 AKT1
cell projection 1 CACNA1A
spindle pole 1 CCNB1
Cytoplasm, cytoskeleton, cilium axoneme 1 DNAH9
nuclear envelope 1 MTOR
Endomembrane system 2 MTOR, SLC2A4
endosome lumen 1 INS
monoatomic ion channel complex 1 CACNA1A
Cytoplasmic vesicle membrane 1 SLC2A4
Melanosome 1 TYR
clathrin-coated vesicle 1 SLC2A4
trans-Golgi network transport vesicle 1 SLC2A4
secretory granule lumen 2 INS, POMC
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 INS, PTGS2
histone methyltransferase complex 1 HDAC9
voltage-gated calcium channel complex 1 CACNA1A
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
histone deacetylase complex 1 HDAC9
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
9+2 motile cilium 1 DNAH9
dynein complex 1 DNAH9
Single-pass type IV membrane protein 1 HMOX1
outer kinetochore 1 CCNB1
vesicle membrane 2 ANXA5, SLC2A4
death-inducing signaling complex 1 CASP3
Cytoplasmic vesicle, phagosome 1 MTOR
cortical cytoskeleton 1 NOS2
cyclin B1-CDK1 complex 1 CCNB1
endothelial microparticle 1 ANXA5
insulin-responsive compartment 1 SLC2A4
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
outer dynein arm 1 DNAH9
distal portion of axoneme 1 DNAH9


文献列表

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