Picrocrocin (BioDeep_00001867570)

Main id: BioDeep_00000000941

 

PANOMIX_OTCML-2023 Antitumor activity natural product


代谢物信息卡片


(R)-2,6,6-trimethyl-4-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)cyclohex-1-ene-1-carbaldehyde

化学式: C16H26O7 (330.1678)
中文名称: 藏红花苦苷
谱图信息: 最多检出来源 () 0%

Reviewed

Last reviewed on 2024-08-12.

Cite this Page

Picrocrocin. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/picrocrocin (retrieved 2024-12-22) (BioDeep RN: BioDeep_00001867570). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CC1=C(C(CC(C1)OC2C(C(C(C(O2)CO)O)O)O)(C)C)C=O
InChI: InChI=1S/C16H26O7/c1-8-4-9(5-16(2,3)10(8)6-17)22-15-14(21)13(20)12(19)11(7-18)23-15/h6,9,11-15,18-21H,4-5,7H2,1-3H3/t9-,11-,12-,13+,14-,15-/m1/s1

描述信息

Picrocrocin is a beta-D-glucoside of beta-cyclocitral; the precursor of safranal. It is the compound most responsible for the bitter taste of saffron. It is functionally related to a beta-cyclocitral.
Picrocrocin is a natural product found in Crocus tommasinianus, Crocus sativus, and Crocus vernus with data available.
Picrocrocin, an apocarotenoid found in Saffron. Picrocrocin shows anticancer effect. Picrocrocin exhibits growth inhibitory effects against SKMEL-2 human malignant melanoma cells[1].
Picrocrocin, an apocarotenoid found in Saffron. Picrocrocin shows anticancer effect. Picrocrocin exhibits growth inhibitory effects against SKMEL-2 human malignant melanoma cells[1].

同义名列表

19 个代谢物同义名

(R)-2,6,6-trimethyl-4-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)cyclohex-1-ene-1-carbaldehyde; (4R)-2,6,6-trimethyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexene-1-carbaldehyde; (4R)-2,6,6-Trimethyl-4-[(2R,4S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohexene-1-carbaldehyde; 1-Cyclohexene-1-carboxaldehyde, 4-(beta-D-glucopyranosyloxy)-2,6,6-trimethyl-, (4R)-; 1-Cyclohexene-1-carboxaldehyde, 4-(beta-D-glucopyranosyloxy)-2,6,6-trimethyl-, (R)-; 1-Cyclohexene-1-carboxaldehyde, 4-(ss-D-glucopyranosyloxy)-2,6,6-trimethyl-, (4R)-; (4R)-4-(.BETA.-D-GLUCOPYRANOSYLOXY)-2,6,6-TRIMETHYL-1-CYCLOHEXENE-1-CARBOXALDEHYDE; (R)-4-(beta-D-Glucopyranosyloxy)-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde; 4-(beta-D-glucopyranosyloxy)-2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde; (1R)-4-formyl-3,5,5-trimethylcyclohex-3-en-1-yl beta-D-glucopyranoside; PICROCROCIN [MI]; UNII-ON5B022511; saffron-bitter; Saffronbitter; Safranbitter; Picrocrocine; Picrocrocin; ON5B022511; Picrocrocin



数据库引用编号

14 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

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

30 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 12 AKT1, ANXA5, ARHGAP45, CASP3, EEF1A2, KEAP1, MAPK1, MARCKSL1, PTGS2, STAT5A, TBCE, TCIM
Peripheral membrane protein 2 ANXA5, PTGS2
Endoplasmic reticulum membrane 3 GUCY2C, HMOX1, PTGS2
Nucleus 11 AKT1, CASP3, EEF1A2, HMOX1, KEAP1, MAPK1, MMP2, MYB, NCOR2, STAT5A, TCIM
cytosol 10 AKT1, ANXA5, ARHGAP45, CASP3, HMOX1, KEAP1, MAPK1, MYB, STAT5A, TCIM
nuclear body 1 NCOR2
centrosome 1 MAPK1
nucleoplasm 10 AKT1, ATP2B1, CASP3, HMOX1, KEAP1, MAPK1, MYB, NCOR2, STAT5A, TCIM
RNA polymerase II transcription regulator complex 2 MYB, STAT5A
Cell membrane 5 AKT1, ATP2B1, GUCY2C, KCNH2, MARCKSL1
Lipid-anchor 1 MARCKSL1
Cytoplasmic side 1 HMOX1
lamellipodium 1 AKT1
ruffle membrane 1 ARHGAP45
Multi-pass membrane protein 2 ATP2B1, KCNH2
Synapse 3 ATP2B1, EEF1A2, MAPK1
cell cortex 1 AKT1
cell surface 1 KCNH2
glutamatergic synapse 3 AKT1, ATP2B1, CASP3
Golgi apparatus 1 MAPK1
neuronal cell body 1 CASP3
postsynapse 1 AKT1
presynaptic membrane 1 ATP2B1
sarcolemma 1 ANXA5
plasma membrane 9 AKT1, ARHGAP45, ATP2B1, GUCY2C, KCNH2, MAPK1, MARCKSL1, MMP2, TCIM
synaptic vesicle membrane 1 ATP2B1
Membrane 8 AKT1, ANXA5, ARHGAP45, ATP2B1, HMOX1, KCNH2, MYB, NCOR2
basolateral plasma membrane 1 ATP2B1
caveola 2 MAPK1, PTGS2
extracellular exosome 4 ANXA5, ATP2B1, MARCKSL1, MMP9
endoplasmic reticulum 3 HMOX1, KEAP1, PTGS2
extracellular space 3 HMOX1, MMP2, MMP9
perinuclear region of cytoplasm 2 HMOX1, KCNH2
mitochondrion 2 MAPK1, MMP2
protein-containing complex 2 AKT1, PTGS2
intracellular membrane-bounded organelle 1 ATP2B1
Microsome membrane 1 PTGS2
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 GUCY2C
extracellular region 5 ANXA5, ARHGAP45, MAPK1, MMP2, MMP9
mitochondrial outer membrane 1 HMOX1
centriolar satellite 1 KEAP1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 MAPK1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
external side of plasma membrane 1 ANXA5
Secreted, extracellular space, extracellular matrix 1 MMP9
microtubule cytoskeleton 1 AKT1
nucleolus 1 TCIM
midbody 1 KEAP1
Early endosome 1 MAPK1
cell-cell junction 1 AKT1
vesicle 1 AKT1
Cell projection, ruffle membrane 1 ARHGAP45
Cell junction, focal adhesion 1 MAPK1
Cytoplasm, cytoskeleton 2 MARCKSL1, TBCE
Cytoplasm, cytoskeleton, spindle 1 MAPK1
focal adhesion 2 ANXA5, MAPK1
microtubule 1 TBCE
spindle 2 AKT1, MAPK1
extracellular matrix 1 MMP2
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
collagen-containing extracellular matrix 3 ANXA5, MMP2, MMP9
lateral plasma membrane 1 ATP2B1
nuclear speck 1 TCIM
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Late endosome 1 MAPK1
sarcomere 1 MMP2
Zymogen granule membrane 1 ANXA5
neuron projection 1 PTGS2
ciliary basal body 1 AKT1
chromatin 2 NCOR2, STAT5A
cell projection 1 ATP2B1
mitotic spindle 1 MAPK1
cytoskeleton 2 MAPK1, MARCKSL1
Nucleus, nucleolus 1 TCIM
actin filament 1 KEAP1
Basolateral cell membrane 1 ATP2B1
Cul3-RING ubiquitin ligase complex 1 KEAP1
Membrane, caveola 1 MAPK1
monoatomic ion channel complex 1 KCNH2
Nucleus speckle 1 TCIM
Presynaptic cell membrane 1 ATP2B1
pseudopodium 1 MAPK1
inward rectifier potassium channel complex 1 KCNH2
voltage-gated potassium channel complex 1 KCNH2
ficolin-1-rich granule lumen 2 MAPK1, MMP9
secretory granule lumen 1 ARHGAP45
endoplasmic reticulum lumen 2 MAPK1, PTGS2
nuclear matrix 2 MYB, NCOR2
transcription repressor complex 1 NCOR2
tertiary granule lumen 1 MMP9
[Isoform 1]: Secreted, extracellular space, extracellular matrix 1 MMP2
azurophil granule lumen 2 ARHGAP45, MAPK1
immunological synapse 1 ATP2B1
Single-pass type IV membrane protein 1 HMOX1
vesicle membrane 1 ANXA5
ribonucleoprotein complex 1 TBCE
death-inducing signaling complex 1 CASP3
cytoplasmic side of lysosomal membrane 1 EEF1A2
ribosome 1 TBCE
inclusion body 1 KEAP1
endothelial microparticle 1 ANXA5
photoreceptor ribbon synapse 1 ATP2B1
eukaryotic translation elongation factor 1 complex 1 EEF1A2


文献列表

  • Lucía Morote, Ángela Rubio-Moraga, Alberto José López Jiménez, Verónica Aragonés, Gianfranco Diretto, Olivia Costantina Demurtas, Sarah Frusciante, Oussama Ahrazem, José-Antonio Daròs, Lourdes Gómez-Gómez. Verbascum species as a new source of saffron apocarotenoids and molecular tools for the biotechnological production of crocins and picrocrocin. The Plant journal : for cell and molecular biology. 2023 Dec; ?(?):. doi: 10.1111/tpj.16589. [PMID: 38100533]
  • Aarif Ali, Amir Bashir Wani, Bashir Ahmad Malla, Jagadeesha Poyya, Nawab John Dar, Fasil Ali, Sheikh Bilal Ahmad, Muneeb U Rehman, Ahmed Nadeem. Network Pharmacology Integrated Molecular Docking and Dynamics to Elucidate Saffron Compounds Targeting Human COX-2 Protein. Medicina (Kaunas, Lithuania). 2023 Nov; 59(12):. doi: 10.3390/medicina59122058. [PMID: 38138161]
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  • Messiah Sarfarazi, Qadir Rajabzadeh, Razieh Tavakoli, Salam A Ibrahim, Seid Mahdi Jafari. Ultrasound-assisted extraction of saffron bioactive compounds; separation of crocins, picrocrocin, and safranal optimized by artificial bee colony. Ultrasonics sonochemistry. 2022 May; 86(?):105971. doi: 10.1016/j.ultsonch.2022.105971. [PMID: 35429897]
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  • Lina Cossignani, Eleonora Urbani, Maria Stella Simonetti, Angela Maurizi, Claudia Chiesi, Francesca Blasi. Characterisation of secondary metabolites in saffron from central Italy (Cascia, Umbria). Food chemistry. 2014 Jan; 143(?):446-51. doi: 10.1016/j.foodchem.2013.08.020. [PMID: 24054265]
  • Anastasia Kyriakoudi, Andreas Chrysanthou, Fani Mantzouridou, Maria Z Tsimidou. Revisiting extraction of bioactive apocarotenoids from Crocus sativus L. dry stigmas (saffron). Analytica chimica acta. 2012 Nov; 755(?):77-85. doi: 10.1016/j.aca.2012.10.016. [PMID: 23146397]
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