Tricrocin (BioDeep_00000000779)

 

Secondary id: BioDeep_00000230886, BioDeep_00001867548

human metabolite PANOMIX_OTCML-2023 Antitumor activity natural product


代谢物信息卡片


(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}methyl)tetrahydro-2H-pyran-2-yl (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate

化学式: C38H54O19 (814.3259)
中文名称: 西红花苷II
谱图信息: 最多检出来源 Viridiplantae(plant) 22.12%

分子结构信息

SMILES: CC(/C=C/C=C(\C)C(=O)OC1OC(CO)C(O)C(O)C1O)=C\C=C\C=C(C)\C=C\C=C(/C)C(=O)OC1O[C@@H](COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O
InChI: InChI=1S/C38H54O19/c1-18(11-7-13-20(3)34(50)56-37-32(48)29(45)26(42)23(16-40)54-37)9-5-6-10-19(2)12-8-14-21(4)35(51)57-38-33(49)30(46)27(43)24(55-38)17-52-36-31(47)28(44)25(41)22(15-39)53-36/h5-14,22-33,36-49H,15-17H2,1-4H3/b6-5+,11-7+,12-8+,18-9+,19-10+,20-13+,21-14+/t22-,23-,24-,25-,26-,27-,28+,29+,30+,31-,32-,33-,36-,37+,38+/m1/s1

描述信息

Tricrocin is a water soluble crocetin glycoside, a carotenoid pigment of saffron (Crocus sativus L.) that has been used as a spice for flavoring and coloring food preparations, and in Chinese traditional medicine as an anodyne or tranquilizer. Saffron is now used worldwide in folk medicine and is reputed to be useful in treating various human disorders such as heart and blood disorders. Stroke and heart attack are involved in reputed folkloric uses of saffron. Saffron is orally administrated as a decoction. Saffron extract exerts a protective effect on renal ischemia reperfusion induced oxidative damage in rats. (PMID: 17215084). Crocetin esters present in saffron stigmas and in Gardenia jasminoides Ellis fruit are the compounds responsible for their color. (PMID: 16448211).
Beta-D-gentiobiosyl beta-D-glucosyl crocetin is a diester resulting from the formal condensation of the carboxylic acid group of beta-D-gentiobiosyl crocetin with the anomeric hydroxy group of beta-D-glucopyranose. It is a beta-D-glucoside and a diester.
Crocetin gentiobiosylglucosyl ester is a natural product found in Gardenia jasminoides and Crocus sativus with data available.
Isolated from saffron (Crocus sativus)
Crocin II is isolated from the fruit of Gardenia jasminoides with antioxidant, anticancer, and antidepressant activity. Crocin II inhibits NO production with an IC50 value of 31.1 μM. Crocin II suppresses the expressions of protein and m-RNA of iNOS and COX-2[1].
Crocin II is isolated from the fruit of Gardenia jasminoides with antioxidant, anticancer, and antidepressant activity. Crocin II inhibits NO production with an IC50 value of 31.1 μM. Crocin II suppresses the expressions of protein and m-RNA of iNOS and COX-2[1].

同义名列表

26 个代谢物同义名

(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}methyl)tetrahydro-2H-pyran-2-yl (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate; 1-O-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 16-O-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate; 3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl (6S)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioic acid; 3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (6S)-3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate; .BETA.-D-GLUCOPYRANOSE, 6-O-.BETA.-D-GLUCOPYRANOSYL-, 1-((2E,4E,6E,8E,10E,12E,14E)-.BETA.-D-GLUCOPYRANOSYL 2,6,11,15-TETRAMETHYL-2,4,6,8,10,12,14-HEXADECAHEPTAENEDIOATE); beta-D-Glucopyranose, 6-o-beta-D-glucopyranosyl-, 1-((2E,4E,6E,8E,10E,12E,14E)-beta-D-glucopyranosyl 2,6,11,15-tetramethyl-2,4,6,8,10,12,14-hexadecaheptaenedioate); 1-[(2E,4E,6E,8E,10E,12E,14E)-beta-D-glucopyranosyl 2,6,11,15-tetramethyl-2,4,6,8,10,12,14-hexadecaheptaenedioate] 6-O-beta-D-glucopyranosyl-beta-D-glucopyranose; 1-[(2E,4E,6E,8E,10E,12E,14E)-b-D-glucopyranosyl 2,6,11,15-tetramethyl-2,4,6,8,10,12,14-hexadecaheptaenedioate] 6-O-b-D-glucopyranosyl-b-D-Glucopyranose; TRANS-CROCETIN (.BETA.-D-GLUCOSYL)-(.BETA.-D-GENTIOBIOSYL) ESTER; ALL-TRANS-CROCETIN .BETA.-D-GENTIOBIOSYL-.BETA.-D-GLUCOSYL ESTER; Crocetin-(beta-delta-gentiobiosyl)-(beta-delta-glucosyl)-ester; All-trans-crocetin beta-D-gentiobiosyl-beta-D-glucosyl ester; trans-Crocetin (beta-D-glucosyl)-(beta-D-gentiobiosyl) ester; trans-Crocetin (beta-D-glucosyl) (beta-D-gentibiosyl) ester; trans-crocetin (beta-D-glucosyl)-(beta-D-gentibiosyl) ester; trans-crocetin (beta-D-glucosyl)(beta-D-gentibiosyl) ester; Crocetin-(beta-D-gentiobiosyl)-(beta-D-glucosyl)-ester; beta-D-gentiobiosyl beta-D-glucosyl crocetin; Crocetin gentiobiosylglucosyl ester; UNII-ZF2MOD2N6Y; ZF2MOD2N6Y; tricrocin; Crocin II; Crocin-2; Crocin 2; CrocinII



数据库引用编号

21 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

34 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(33)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

23 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 14 ADM, ANXA5, BCL2, CASP3, CASP8, CASP9, CAT, EDN1, JAK2, NOS2, NOS3, SNCA, STAT3, VEGFA
Peripheral membrane protein 2 ANXA5, JAK2
Endoplasmic reticulum membrane 2 BCL2, HMOX1
Nucleus 11 BCL2, CASP3, CASP8, CASP9, HMOX1, JAK2, NOS2, NOS3, SNCA, STAT3, VEGFA
cytosol 12 ANXA5, BCL2, CASP3, CASP8, CASP9, CAT, HMOX1, JAK2, NOS2, NOS3, SNCA, STAT3
dendrite 1 MAOB
nucleoplasm 7 CASP3, CASP8, HMOX1, JAK2, NOS2, NOS3, STAT3
RNA polymerase II transcription regulator complex 1 STAT3
Cell membrane 1 TNF
Cytoplasmic side 2 HMOX1, MAOB
lamellipodium 1 CASP8
Cell projection, axon 1 SNCA
Synapse 1 SNCA
cell cortex 1 SNCA
cell surface 2 TNF, VEGFA
glutamatergic synapse 2 CASP3, JAK2
Golgi apparatus 2 NOS3, VEGFA
Golgi membrane 2 INS, NOS3
growth cone 1 SNCA
neuronal cell body 4 CASP3, MAOB, SNCA, TNF
postsynapse 2 JAK2, SNCA
sarcolemma 1 ANXA5
Cytoplasm, cytosol 1 NOS2
Lysosome 1 SNCA
plasma membrane 6 JAK2, NOS2, NOS3, SNCA, STAT3, TNF
synaptic vesicle membrane 1 SNCA
Membrane 7 ANXA5, BCL2, CAT, HMOX1, JAK2, SNCA, VEGFA
axon 1 SNCA
caveola 2 JAK2, NOS3
extracellular exosome 2 ANXA5, CAT
endoplasmic reticulum 3 BCL2, HMOX1, VEGFA
extracellular space 9 ADM, CCL2, EDN1, HMOX1, IL6, INS, SNCA, TNF, VEGFA
perinuclear region of cytoplasm 4 HMOX1, NOS2, NOS3, SNCA
adherens junction 1 VEGFA
mitochondrion 6 BCL2, CASP8, CASP9, CAT, MAOB, SNCA
protein-containing complex 5 BCL2, CASP8, CASP9, CAT, SNCA
intracellular membrane-bounded organelle 1 CAT
postsynaptic density 1 CASP3
Secreted 7 ADM, CCL2, EDN1, IL6, INS, SNCA, VEGFA
extracellular region 10 ADM, ANXA5, CAT, CCL2, EDN1, IL6, INS, SNCA, TNF, VEGFA
cytoplasmic side of plasma membrane 1 JAK2
Mitochondrion outer membrane 2 BCL2, MAOB
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 4 BCL2, CASP8, HMOX1, MAOB
basal part of cell 1 EDN1
mitochondrial matrix 1 CAT
transcription regulator complex 1 STAT3
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 2 ANXA5, TNF
Secreted, extracellular space, extracellular matrix 1 VEGFA
actin cytoskeleton 1 SNCA
Cytoplasm, P-body 2 NOS2, NOS3
P-body 2 NOS2, NOS3
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Cell projection, lamellipodium 1 CASP8
Cytoplasm, perinuclear region 1 NOS2
Membrane raft 2 JAK2, TNF
pore complex 1 BCL2
focal adhesion 3 ANXA5, CAT, JAK2
extracellular matrix 1 VEGFA
Peroxisome 2 CAT, NOS2
Peroxisome matrix 1 CAT
peroxisomal matrix 2 CAT, NOS2
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 ANXA5
secretory granule 1 VEGFA
Zymogen granule membrane 1 ANXA5
chromatin 1 STAT3
phagocytic cup 1 TNF
supramolecular fiber 1 SNCA
cytoskeleton 3 CASP8, JAK2, NOS3
Endomembrane system 1 JAK2
endosome lumen 2 INS, JAK2
Cytoplasm, Stress granule 1 NOS3
cytoplasmic stress granule 1 NOS3
euchromatin 1 JAK2
cell body 1 CASP8
myelin sheath 1 BCL2
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 IL6, INS
platelet alpha granule lumen 1 VEGFA
axon terminus 1 SNCA
endocytic vesicle membrane 1 NOS3
transport vesicle 2 EDN1, INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
mitochondrial envelope 1 MAOB
Single-pass type IV membrane protein 2 HMOX1, MAOB
apoptosome 1 CASP9
vesicle membrane 1 ANXA5
extrinsic component of cytoplasmic side of plasma membrane 1 JAK2
CD95 death-inducing signaling complex 1 CASP8
death-inducing signaling complex 2 CASP3, CASP8
ripoptosome 1 CASP8
extrinsic component of plasma membrane 1 JAK2
granulocyte macrophage colony-stimulating factor receptor complex 1 JAK2
interleukin-12 receptor complex 1 JAK2
interleukin-23 receptor complex 1 JAK2
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
cortical cytoskeleton 1 NOS2
rough endoplasmic reticulum lumen 1 EDN1
catalase complex 1 CAT
inclusion body 1 SNCA
Weibel-Palade body 1 EDN1
interleukin-6 receptor complex 1 IL6
endothelial microparticle 1 ANXA5
BAD-BCL-2 complex 1 BCL2
[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
caspase complex 1 CASP9
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


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