Neoxanthin (BioDeep_00000003668)

Main id: BioDeep_00000287708

 

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


(1R,3S)-6-[(1M,3E,5E,7E,9E,11E,13E,15Z,17E)-18-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-ylidene]-1,5,5-trimethylcyclohexane-1,3-diol

化学式: C40H56O4 (600.4178)
中文名称: 新黄质
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C/C(C=C=C1C(C)(C)C[C@H](O)C[C@@]1(C)O)=C\C=C\C(C)=C\C=C\C=C(C)\C=C\C=C(C)\C=C\[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C
InChI: InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-22-35-36(5,6)25-33(41)27-38(35,9)43)15-11-12-16-30(2)18-14-20-32(4)23-24-40-37(7,8)26-34(42)28-39(40,10)44-40/h11-21,23-24,33-34,41-43H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,24-23+,29-15+,30-16+,31-19+,32-20+/t22?,33-,34-,38+,39+,40-/m0/s1

描述信息

Neoxanthin belongs to the class of organic compounds known as xanthophylls. These 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. Xanthophylls arise by oxygenation of the carotene backbone. Neoxanthin is an intermediate in the synthesis of abscisic acid from violaxanthin. Neoxanthin has been detected, but not quantified in, several different foods, such as apples, paprikas, Valencia oranges, kiwis, globe artichokes, sparkleberries, hard wheat, and cinnamon. This could make neoxanthin a potential biomarker for the consumption of these foods. Neoxanthin has been shown to exhibit apoptotic and anti-proliferative functions (PMID: 15333710, 15333710).
Neoxanthin is a carotenoid and xanthophyll. In plants, it is an intermediate in the biosynthesis of the plant hormone abscisic acid. It is produced from violaxanthin by the action of neoxanthin synthase. It is a major xanthophyll found in green leafy vegetables such as spinach. [Wikipedia]
D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids

同义名列表

23 个代谢物同义名

(1R,3S)-6-[(1M,3E,5E,7E,9E,11E,13E,15Z,17E)-18-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-ylidene]-1,5,5-trimethylcyclohexane-1,3-diol; (1R,3R)-6-{(3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1S,4R,6R)-4-HYDROXY-2,2,6-TRIMETHYL-7-OXABICYCLO[4.1.0]HEPT-1-YL]-3,7,12,16-TETRAMETHYLOCTADECA-1,3,5,7,9,11,13,15,17-NONAENYLIDENE}-1,5,5-TRIMETHYLCYCLOHEXANE-1,3-DIOL; (3S,5R,6R,3S,5R,6S)-9-cis-6,7-didehydro-5,6,5,6-tetrahydro-5,6-epoxy-beta,beta-carotene-3,5,3-triol; (3S,3’S,5R,5’R,6R,6’S,9’-cis)-6,7-Didehydro-5’,6’-epoxy-5’,6’-dihydro-β,β-carotene-3,3’,5(6H)-triol; (3S,3S,5R,5R,6R,6S,9-cis)-6,7-Didehydro-5,6-epoxy-5,6-dihydro-beta,beta-carotene-3,3,5(6H)-triol; (3S,5R,6R,3s,5r,6s)-9-cis-6,7-Didehydro-5,6,5,6-tetrahydro-5,6-epoxy-β,β-carotene-3,5,3-triol; (3S,5R,6R,3S,5R,6S)-6,7-didehydro-5,6-epoxy-5,6,5,6-tetrahydro-beta,beta-carotene-3,5,3-triol; (3S,5R,6R,3s,5r,6s)-9-cis-6,7-Didehydro-5,6,5,6-tetrahydro-5,6-epoxy-b,b-carotene-3,5,3-triol; (3S,3S,5R,5R,6R,6S,9-cis)-6,7-Didehydro-5,6-epoxy-5,6-dihydro-β,β-carotene-3,3,5(6H)-triol; all-trans-neoxanthin; 9’Z-(6R)-neoxanthin; 9Z-(6R)-NEOXANTHIN; 9’-cis-Neoxanthin; 9-cis-neoxanthin; (9’Z)-Neoxanthin; 9-cis-Neoxanthin; (9Z)-NEOXANTHIN; cis-Neoxanthin; Foliaxanthin; Neoxanthine; Neoxanthin; Neoxanthin; 9'-cis-Neoxanthin



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

Reactome(0)

BioCyc(4)

PlantCyc(0)

代谢反应

35 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(4)

WikiPathways(0)

Plant Reactome(7)

INOH(0)

PlantCyc(20)

COVID-19 Disease Map(0)

PathBank(4)

PharmGKB(0)

572 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, BFSP2, CASP3, CASP8, CAT, CDK1, CDK2, GGPS1, MSMP, SPX
Peripheral membrane protein 2 BFSP2, CYP1B1
Endoplasmic reticulum membrane 4 BCL2, CDK1, CYP1B1, CYP26A1
Nucleus 6 BCL2, CASP3, CASP8, CDK1, CDK2, CEBPA
cytosol 9 BCL2, CASP3, CASP8, CAT, CDK1, CDK2, GGPS1, GSR, TRDN
centrosome 2 CDK1, CDK2
nucleoplasm 7 CASP3, CASP8, CDK1, CDK2, CEBPA, GGPS1, TRDN
RNA polymerase II transcription regulator complex 1 CEBPA
Cell membrane 2 BFSP2, TRDN
Cytoplasmic side 1 BFSP2
lamellipodium 1 CASP8
cell cortex 1 BFSP2
glutamatergic synapse 1 CASP3
lysosomal membrane 1 GAA
neuronal cell body 1 CASP3
Cytoplasmic vesicle, secretory vesicle 1 SPX
Lysosome 1 GAA
endosome 1 CDK2
plasma membrane 5 BCHE, BFSP2, GAA, PRSS27, TRDN
Membrane 6 BCL2, CAT, CDK1, CYP1B1, GAA, TRDN
extracellular exosome 4 CAT, CDK1, GAA, GSR
Lysosome membrane 1 GAA
endoplasmic reticulum 2 BCL2, TRDN
extracellular space 4 BCHE, MSMP, PNLIP, SPX
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 1 GGPS1
mitochondrion 6 BCL2, CASP8, CAT, CDK1, CYP1B1, GSR
protein-containing complex 3 BCL2, CASP8, CAT
intracellular membrane-bounded organelle 4 CAT, CEBPA, CYP1B1, GAA
Microsome membrane 2 CYP1B1, CYP26A1
postsynaptic density 1 CASP3
Secreted 4 BCHE, GAA, MSMP, PNLIP
extracellular region 6 BCHE, CAT, GAA, PNLIP, PRSS27, SPX
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, CASP8
mitochondrial matrix 3 CAT, CDK1, GSR
transcription regulator complex 2 CDK2, CEBPA
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 2 CDK1, CDK2
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 1 GSR
Z disc 1 GGPS1
nucleolus 1 CEBPA
midbody 1 CDK1
Single-pass type II membrane protein 1 TRDN
Cell projection, lamellipodium 1 CASP8
Cytoplasm, perinuclear region 1 GGPS1
pore complex 1 BCL2
Cytoplasm, cytoskeleton 1 BFSP2
focal adhesion 1 CAT
Peroxisome 1 CAT
sarcoplasmic reticulum 1 TRDN
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
intermediate filament 1 BFSP2
chromatin 1 CEBPA
mitotic spindle 1 CDK1
cytoskeleton 2 BFSP2, CASP8
Secreted, extracellular space 1 SPX
chromosome, telomeric region 2 CDK1, CDK2
Cytoplasm, cell cortex 1 BFSP2
blood microparticle 1 BCHE
nuclear envelope 1 CDK2
tertiary granule membrane 1 GAA
cell body 1 CASP8
myelin sheath 1 BCL2
Cytoplasm, myofibril, sarcomere, Z line 1 GGPS1
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
endoplasmic reticulum lumen 1 BCHE
male germ cell nucleus 1 CDK2
dense core granule 1 SPX
transport vesicle 1 SPX
azurophil granule membrane 1 GAA
Sarcoplasmic reticulum membrane 1 TRDN
nuclear envelope lumen 1 BCHE
Sarcoplasmic reticulum lumen 1 TRDN
junctional sarcoplasmic reticulum membrane 1 TRDN
Cajal body 1 CDK2
ficolin-1-rich granule membrane 1 GAA
spindle microtubule 1 CDK1
CD95 death-inducing signaling complex 1 CASP8
death-inducing signaling complex 2 CASP3, CASP8
ripoptosome 1 CASP8
condensed chromosome 1 CDK2
Nucleus, Cajal body 1 CDK2
X chromosome 1 CDK2
Y chromosome 1 CDK2
cyclin-dependent protein kinase holoenzyme complex 2 CDK1, CDK2
cyclin E1-CDK2 complex 1 CDK2
cyclin E2-CDK2 complex 1 CDK2
catalase complex 1 CAT
cyclin A1-CDK1 complex 1 CDK1
cyclin A2-CDK1 complex 1 CDK1
cyclin B1-CDK1 complex 1 CDK1
autolysosome lumen 1 GAA
BAD-BCL-2 complex 1 BCL2
C/EBP complex 1 CEBPA
CHOP-C/EBP complex 1 CEBPA
cyclin A2-CDK2 complex 1 CDK2
cyclin A1-CDK2 complex 1 CDK2
[Isoform 4]: Nucleus, nucleolus 1 CEBPA
junctional membrane complex 1 TRDN


文献列表

  • Sushil S Changan, Vaibhav Kumar, Aruna Tyagi. Expression pattern of candidate genes and their correlation with various metabolites of abscisic acid biosynthetic pathway under drought stress in rice. Physiologia plantarum. 2023 Nov; 175(6):e14102. doi: 10.1111/ppl.14102. [PMID: 38148246]
  • Maria Dolores Garcia Molina, Ermelinda Botticella, Romina Beleggia, Samuela Palombieri, Pasquale De Vita, Stefania Masci, Domenico Lafiandra, Francesco Sestili. Enrichment of provitamin A content in durum wheat grain by suppressing β-carotene hydroxylase 1 genes with a TILLING approach. TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik. 2021 Dec; 134(12):4013-4024. doi: 10.1007/s00122-021-03944-6. [PMID: 34477900]
  • Ocsana Opriş, Florina Copaciu, Maria Loredana Soran, Ülo Niinemets, Lucian Copolovici. Content of Carotenoids, Violaxanthin and Neoxanthin in Leaves of Triticum aestivum Exposed to Persistent Environmental Pollutants. Molecules (Basel, Switzerland). 2021 Jul; 26(15):. doi: 10.3390/molecules26154448. [PMID: 34361600]
  • Wenfeng Tu, Lishuan Wu, Chunyan Zhang, Ruixue Sun, Liangsheng Wang, Wenqiang Yang, Chunhong Yang, Cheng Liu. Neoxanthin affects the stability of the C2 S2 M2 -type photosystem II supercomplexes and the kinetics of state transition in Arabidopsis. The Plant journal : for cell and molecular biology. 2020 12; 104(6):1724-1735. doi: 10.1111/tpj.15033. [PMID: 33085804]
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  • Aušra Brazaitytė, Sandra Sakalauskienė, Giedrė Samuolienė, Julė Jankauskienė, Akvilė Viršilė, Algirdas Novičkovas, Ramūnas Sirtautas, Jurga Miliauskienė, Viktorija Vaštakaitė, Laurynas Dabašinskas, Pavelas Duchovskis. The effects of LED illumination spectra and intensity on carotenoid content in Brassicaceae microgreens. Food chemistry. 2015 Apr; 173(?):600-6. doi: 10.1016/j.foodchem.2014.10.077. [PMID: 25466065]
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  • Rebeca Cruz, Teresa Gomes, Anabela Ferreira, Eulália Mendes, Paula Baptista, Sara Cunha, José Alberto Pereira, Elsa Ramalhosa, Susana Casal. Antioxidant activity and bioactive compounds of lettuce improved by espresso coffee residues. Food chemistry. 2014 Feb; 145(?):95-101. doi: 10.1016/j.foodchem.2013.08.038. [PMID: 24128454]
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