Lactucaxanthin (BioDeep_00000004121)

 

Secondary id: BioDeep_00000638844

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite natural product


代谢物信息卡片


(1R,4R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-2-en-1-ol

化学式: C40H56O2 (568.428)
中文名称:
谱图信息: 最多检出来源 Viridiplantae(plant) 16.44%

分子结构信息

SMILES: CC(C=CC=C(C)C=CC1C(C)=CC(O)CC1(C)C)=CC=CC=C(C)C=CC=C(C)C=CC1C(C)=CC(O)CC1(C)C
InChI: InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-26,35-38,41-42H,27-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36-,37-,38-/m0/s1

描述信息

Lactucaxanthin is a tunaxanthin that consists of ε,ε-carotene bearing hydroxy substituents at positions 3 and 3 (the 3S,3S,6S,6S-diastereomer) (ChEBI: 6357). It is a carotenoid found in human serum and breast milk (PMID: 9164160). Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds and crustacea. Animals are unable to synthesise carotenoids de novo, and rely upon the diet as a source of these compounds. Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer. Since carotenoids are among the micronutrients found in cancer preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important. (PMID: 1416048, 15003396)
Lactucaxanthin is a member of the class of compounds known as xanthophylls. Xanthophylls are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone. Thus, lactucaxanthin is considered to be an isoprenoid lipid molecule. Lactucaxanthin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Lactucaxanthin can be found in a number of food items such as pepper (c. baccatum), caraway, japanese persimmon, and lambsquarters, which makes lactucaxanthin a potential biomarker for the consumption of these food products. Lactucaxanthin can be found primarily in blood and breast milk.
D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids

同义名列表

7 个代谢物同义名

(1R,4R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-2-en-1-ol; (3S,3s,6S,6s)-epsilon,epsilon-Carotene-3,3-diol; (3S,3s,6S,6s)-Ε,ε-carotene-3,3-diol; Lactucaxanthin; Tunaxanthin F; Tunaxanthin A; Lactucaxanthin



数据库引用编号

19 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

代谢反应

219 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(216)

INOH(0)

PlantCyc(2)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

27 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 4 ANG, ATF4, VEGFA, XBP1
Peripheral membrane protein 1 XBP1
Endoplasmic reticulum membrane 3 ATF6, CYP26A1, XBP1
Nucleus 5 ANG, ATF4, ATF6, VEGFA, XBP1
cytosol 4 ANG, ATF4, ATF6, XBP1
centrosome 1 ATF4
nucleoplasm 3 ATF4, ATF6, XBP1
RNA polymerase II transcription regulator complex 3 ATF4, ATF6, XBP1
Cell membrane 2 ATF4, TNF
Golgi apparatus membrane 1 ATF6
cell surface 2 TNF, VEGFA
Golgi apparatus 2 ATF6, VEGFA
Golgi membrane 1 ATF6
growth cone 1 ANG
lysosomal membrane 1 GAA
neuronal cell body 2 ANG, TNF
Lysosome 1 GAA
plasma membrane 2 GAA, TNF
Membrane 5 ATF6, GAA, LGALS3BP, VEGFA, XBP1
extracellular exosome 3 AMY2A, GAA, LGALS3BP
Lysosome membrane 1 GAA
endoplasmic reticulum 3 ATF6, VEGFA, XBP1
extracellular space 5 AMY2A, ANG, LGALS3BP, TNF, VEGFA
lysosomal lumen 1 GAA
adherens junction 1 VEGFA
protein-containing complex 1 ATF4
intracellular membrane-bounded organelle 1 GAA
Microsome membrane 1 CYP26A1
Secreted 4 ANG, GAA, LGALS3BP, VEGFA
extracellular region 6 AMY2A, ANG, GAA, LGALS3BP, TNF, VEGFA
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 ATF4
external side of plasma membrane 1 TNF
Secreted, extracellular space, extracellular matrix 2 LGALS3BP, VEGFA
actin cytoskeleton 1 ANG
nucleolus 1 ANG
recycling endosome 1 TNF
Single-pass type II membrane protein 3 ATF6, TNF, XBP1
Membrane raft 1 TNF
extracellular matrix 1 VEGFA
basement membrane 1 ANG
collagen-containing extracellular matrix 1 LGALS3BP
secretory granule 1 VEGFA
nuclear speck 1 ATF4
neuron projection 1 ATF4
chromatin 2 ATF4, ATF6
phagocytic cup 1 TNF
Chromosome 1 ANG
Nucleus, nucleolus 1 ANG
blood microparticle 1 LGALS3BP
nuclear envelope 1 ATF6
tertiary granule membrane 1 GAA
Cytoplasm, Stress granule 1 ANG
cytoplasmic stress granule 1 ANG
Nucleus speckle 1 ATF4
platelet alpha granule lumen 1 VEGFA
endocytic vesicle 1 ANG
azurophil granule membrane 1 GAA
[Isoform 2]: Nucleus 1 XBP1
[Isoform 1]: Nucleus 1 XBP1
ficolin-1-rich granule membrane 1 GAA
dendrite membrane 1 ATF4
nuclear periphery 1 ATF4
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
platelet dense granule lumen 1 LGALS3BP
angiogenin-PRI complex 1 ANG
autolysosome lumen 1 GAA
[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
ATF4-CREB1 transcription factor complex 1 ATF4
[X-box-binding protein 1, cytoplasmic form]: Cytoplasm 1 XBP1
ATF1-ATF4 transcription factor complex 1 ATF4
CHOP-ATF4 complex 1 ATF4
Lewy body core 1 ATF4
[Processed cyclic AMP-dependent transcription factor ATF-6 alpha]: Nucleus 1 ATF6
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Elavarasan Anitha Rani, Rajasekar Janani, Muzaffar Jahangir Chonche, Baskaran Vallikannan. Lactucaxanthin Regulates the Cascade of Retinal Oxidative Stress, Endoplasmic Reticulum Stress and Inflammatory Signaling in Diabetic Rats. Ocular immunology and inflammation. 2023 Feb; 31(2):320-328. doi: 10.1080/09273948.2022.2027464. [PMID: 35081014]
  • Rani Elavarasan Anitha, Rajasekar Janani, Divya Peethambaran, Vallikannan Baskaran. Lactucaxanthin protects retinal pigment epithelium from hyperglycemia-regulated hypoxia/ER stress/VEGF pathway mediated angiogenesis in ARPE-19 cell and rat model. European journal of pharmacology. 2021 May; 899(?):174014. doi: 10.1016/j.ejphar.2021.174014. [PMID: 33705802]