Dihydrophaseic acid (BioDeep_00000010984)

   

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


(2Z,4E)-3-Methyl-5-[(1S)-1alpha-hydroxy-2,6-dimethyl-2alpha,6alpha-(epoxymethano)-4beta-hydroxycyclohexane-1-yl]-2,4-pentadienoic acid

化学式: C15H22O5 (282.1467)
中文名称: 二氢菜豆酸
谱图信息: 最多检出来源 Viridiplantae(plant) 47.34%

分子结构信息

SMILES: C/C(=C/C(=O)O)/C=C/[C@@]1([C@]2(C)C[C@@H](C[C@@]1(C)OC2)O)O
InChI: InChI=1S/C15H22O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,11,16,19H,7-9H2,1-3H3,(H,17,18)/b5-4+,10-6-

描述信息

Dihydrophaseic acid is an apo carotenoid sesquiterpenoid that is phaseic acid in which the keto group has been reduced to the corresponding alcohol such that the two hydroxy groups are on opposite sides of the 6-membered ring. It has a role as a metabolite. It is a 6-hydroxy monocarboxylic acid, a cyclic ether, a tertiary alcohol, a secondary alcohol, an apo carotenoid sesquiterpenoid and an alpha,beta-unsaturated monocarboxylic acid. It is functionally related to a phaseic acid.
Dihydrophaseic acid is a natural product found in Breynia rostrata, Sophora alopecuroides, and other organisms with data available.
Dihydrophaseic acid (DPA), also known as 4-dihydrophaseic acid, belongs to the class of organic compounds known as abscisic acid and derivatives. These are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety. Dihydrophaseic acid is found in coconut. Dihydrophaseic acid is isolated from French beans.
An apo carotenoid sesquiterpenoid that is phaseic acid in which the keto group has been reduced to the corresponding alcohol such that the two hydroxy groups are on opposite sides of the 6-membered ring.
Isolated from French beans. Dihydrophaseic acid is found in many foods, some of which are sunflower, corn, pulses, and coconut.

同义名列表

15 个代谢物同义名

(2Z,4E)-3-Methyl-5-[(1S)-1alpha-hydroxy-2,6-dimethyl-2alpha,6alpha-(epoxymethano)-4beta-hydroxycyclohexane-1-yl]-2,4-pentadienoic acid; (2Z,4E)-5-[(1R,3S,5R,8S)-3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoic acid; (2Z,4E)-5-[(1R,3S,5R,8S)-3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]oct-8-yl]-3-methylpenta-2,4-dienoic acid; 5-(3,8-Dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]oct-8-yl)-3-methyl-2,4-pentadienoic acid, 9CI; cis,trans-4-Dihydrophaseic acid; isomer of dihydrophaseic acid; (-)-Dihydrophaseic acid; 4’-dihydrophaseic acid; 4-Dihydrophaseic acid; Dihydrophaseic acid; (-)-Dihydrophaseate; Dihydrophaseicacid; Dihydrophaseate; DPA; Epidihydrophaseic acid



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

9 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(3)

INOH(0)

PlantCyc(6)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

43 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 ABI3, ADIG, BGLAP, CCR1, ESR1, FABP4, ITPR3, PPARG, PTGS2, RUNX2
Peripheral membrane protein 2 ESR1, PTGS2
Endoplasmic reticulum membrane 2 ITPR3, PTGS2
Mitochondrion membrane 1 ALPL
Nucleus 6 ADIG, ESR1, FABP4, PPARA, PPARG, RUNX2
cytosol 5 ESR1, FABP4, GYPA, PPARG, RUNX2
dendrite 1 BGLAP
mitochondrial membrane 1 ALPL
nucleoplasm 6 ESR1, GYPA, ITPR3, PPARA, PPARG, RUNX2
RNA polymerase II transcription regulator complex 1 PPARG
Cell membrane 4 ALPL, CCR1, ESR1, GYPA
Cytoplasmic side 1 ESR1
lamellipodium 1 ABI3
Multi-pass membrane protein 2 CCR1, ITPR3
cell surface 1 TNR
dendritic shaft 1 ABI3
glutamatergic synapse 2 ABI3, TNR
Golgi apparatus 1 ESR1
Golgi membrane 1 INS
lysosomal membrane 1 GAA
neuronal cell body 1 ITPR3
Lysosome 1 GAA
plasma membrane 6 ALPL, CCR1, ESR1, GAA, GYPA, ITPR3
Membrane 7 ABI3, ADIG, ALPL, ESR1, GAA, GYPA, ITPR3
brush border 1 ITPR3
caveola 1 PTGS2
extracellular exosome 4 ALPL, CFD, FABP4, GAA
Lysosome membrane 1 GAA
endoplasmic reticulum 2 ITPR3, PTGS2
extracellular space 5 BGLAP, CXCL8, IL6, INS, TNR
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 1 PPARG
Schaffer collateral - CA1 synapse 1 TNR
protein-containing complex 2 ESR1, PTGS2
intracellular membrane-bounded organelle 2 GAA, PPARG
Microsome membrane 1 PTGS2
postsynaptic density 1 ABI3
Single-pass type I membrane protein 1 GYPA
Secreted 7 ADIG, BGLAP, CFD, CXCL8, GAA, IL6, INS
extracellular region 10 ADIG, ALPL, BGLAP, CFD, CXCL8, ELN, GAA, IL6, INS, TNR
Single-pass membrane protein 2 ADIG, GYPA
transcription regulator complex 2 ESR1, RUNX2
external side of plasma membrane 1 CCR1
Secreted, extracellular space, extracellular matrix 2 ELN, TNR
dendritic spine 1 ABI3
perikaryon 1 BGLAP
nucleolus 1 ITPR3
apical part of cell 1 ITPR3
vesicle 1 BGLAP
Membrane raft 1 TNR
extracellular matrix 2 ALPL, ELN
sarcoplasmic reticulum 1 ITPR3
Mitochondrion intermembrane space 1 ALPL
mitochondrial intermembrane space 1 ALPL
collagen-containing extracellular matrix 2 ELN, TNR
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 2 ITPR3, PTGS2
receptor complex 2 ITPR3, PPARG
neuron projection 1 PTGS2
chromatin 4 ESR1, PPARA, PPARG, RUNX2
Lipid-anchor, GPI-anchor 1 ALPL
endosome lumen 1 INS
Lipid droplet 2 ADIG, FABP4
tertiary granule membrane 1 GAA
euchromatin 1 ESR1
side of membrane 1 ALPL
ficolin-1-rich granule lumen 1 CFD
secretory granule lumen 2 CFD, INS
secretory granule membrane 1 ITPR3
Golgi lumen 2 BGLAP, INS
endoplasmic reticulum lumen 4 BGLAP, IL6, INS, PTGS2
platelet alpha granule lumen 1 CFD
transport vesicle 1 INS
azurophil granule membrane 1 GAA
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
perineuronal net 1 TNR
platelet dense tubular network membrane 1 ITPR3
[Isoform 1]: Nucleus 1 ESR1
ficolin-1-rich granule membrane 1 GAA
Cytoplasmic vesicle, secretory vesicle membrane 1 ITPR3
elastic fiber 1 ELN
transport vesicle membrane 1 ITPR3
ankyrin-1 complex 1 GYPA
Extracellular vesicle membrane 1 ALPL
interleukin-6 receptor complex 1 IL6
autolysosome lumen 1 GAA
cytoplasmic side of endoplasmic reticulum membrane 1 ITPR3
tenascin complex 1 TNR
SCAR complex 1 ABI3
actin-based cell projection 1 ABI3


文献列表

  • Yu-Sheng Shi, Yun-Bao Liu, Shuang-Gang Ma, Yong Li, Jing Qu, Li Li, Shao-Peng Yuan, Qi Hou, Yu-Huan Li, Jian-Dong Jiang, Shi-Shan Yu. Bioactive Sesquiterpenes and Lignans from the Fruits of Xanthium sibiricum. Journal of natural products. 2015 Jul; 78(7):1526-35. doi: 10.1021/np500951s. [PMID: 26110443]