Gracillin (BioDeep_00000000064)

   

PANOMIX_OTCML-2023


代谢物信息卡片


(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-2-[(1S,2S,4S,5R,6R,7S,8R,9S,12S,13R,16S)-5,7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2-oxane]-16-yl]oxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

化学式: C45H72O17 (884.4769)
中文名称: 纤细薯蓣皂苷
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 85.99%

分子结构信息

SMILES: CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)OC1
InChI: InChI=1S/C45H72O17/c1-19-8-13-45(55-18-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-40-36(53)34(51)31(48)21(3)56-40)38(33(50)29(17-47)59-42)60-41-37(54)35(52)32(49)28(16-46)58-41/h6,19-21,23-42,46-54H,7-18H2,1-5H3/t19-,20+,21+,23+,24-,25+,26+,27+,28-,29-,30+,31+,32-,33-,34-,35+,36-,37-,38+,39-,40+,41+,42-,43+,44+,45-/m1/s1

描述信息

Gracillin is a triterpenoid.
Gracillin is a natural product found in Dracaena draco, Clintonia udensis, and other organisms with data available.
Gracillin is a steroidal saponin extracted from the roots of the plant and has anti-tumor properties.
Gracillin is a steroidal saponin extracted from the roots of the plant and has anti-tumor properties.

同义名列表

9 个代谢物同义名

(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-2-[(1S,2S,4S,5R,6R,7S,8R,9S,12S,13R,16S)-5,7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2-oxane]-16-yl]oxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol; 2-[5-Hydroxy-6-(hydroxymethyl)-2-[(1S,2S,4S,5R,6R,7S,8R,9S,12S,13R,16S)-5,7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2-oxane]-16-yl]oxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol; beta-D-Glucopyranoside, (3beta,25R)-spirost-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-->2)-O-[beta-D-glucopyranosyl-(1-->3)]-; beta-D-Glucopyranoside, (3beta,25R)-spirost-5-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-(beta-D-glucopyranosyl-(1-3))-; (25R)-spirost-5-en-3beta-ol 3-O-alpha-L-rhamnopyranosyl-(1-2)-O-[beta-D-glucopyranosyl-(1-3)]-beta-D-glucopyranoside; diosgenyl rhamnopyranosyl-1-2-(glucopyranosyl-1-3)glucopyranoside; 3-O-(Glcb1-3(Rhaa1-2)Glcb)-(25R)-spirost-5-en-3beta-ol; Gracillin; Gracillin



数据库引用编号

20 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

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)

38 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 BCL2, BECN1, COL1A1, DCTN4, EGFR, EIF4EBP1, JAK2, MTOR, PIK3CA, PRKAA2, RB1, STAT3, VIM, WIPI1
Golgi apparatus, trans-Golgi network membrane 1 BECN1
Peripheral membrane protein 5 BECN1, JAK2, MTOR, NDUFA5, SDHA
Endosome membrane 3 BECN1, EGFR, WIPI1
Endoplasmic reticulum membrane 4 BCL2, BECN1, EGFR, MTOR
Mitochondrion membrane 1 BECN1
Cytoplasmic vesicle, autophagosome 1 BECN1
Nucleus 10 BCL2, BECN1, DCTN4, EGFR, EIF4EBP1, JAK2, MTOR, PRKAA2, RB1, STAT3
autophagosome 1 BECN1
cytosol 13 BCL2, BECN1, DCTN4, EIF4EBP1, JAK2, MTOR, PGK1, PIK3CA, PRKAA2, RB1, STAT3, VIM, WIPI1
dendrite 3 BECN1, MTOR, PRKAA2
mitochondrial membrane 1 BECN1
nuclear body 1 BECN1
phagocytic vesicle 3 BECN1, MTOR, VIM
phosphatidylinositol 3-kinase complex, class III 1 BECN1
trans-Golgi network 2 BECN1, WIPI1
centrosome 1 DCTN4
nucleoplasm 5 JAK2, MTOR, PRKAA2, RB1, STAT3
RNA polymerase II transcription regulator complex 1 STAT3
Cell membrane 2 EGFR, VIM
Cytoplasmic side 1 MTOR
lamellipodium 1 PIK3CA
ruffle membrane 1 EGFR
Early endosome membrane 1 EGFR
Golgi apparatus membrane 1 MTOR
cell cortex 1 DCTN4
cell junction 1 EGFR
cell surface 1 EGFR
glutamatergic synapse 2 EGFR, JAK2
Golgi apparatus 1 PRKAA2
Golgi membrane 3 EGFR, MTOR, WIPI1
lysosomal membrane 1 MTOR
mitochondrial inner membrane 2 NDUFA5, SDHA
neuronal cell body 1 PRKAA2
postsynapse 1 JAK2
Lysosome 1 MTOR
endosome 2 BECN1, EGFR
plasma membrane 5 EGFR, JAK2, PIK3CA, STAT3, VIM
Membrane 7 BCL2, COL1A1, EGFR, JAK2, MTOR, PGK1, PRKAA2
apical plasma membrane 1 EGFR
axon 3 CCK, PRKAA2, VIM
basolateral plasma membrane 1 EGFR
caveola 1 JAK2
extracellular exosome 2 PGK1, VIM
Lysosome membrane 1 MTOR
endoplasmic reticulum 2 BCL2, BECN1
extracellular space 6 CCK, COL1A1, EGFR, IL4, IL6, PGK1
perinuclear region of cytoplasm 2 EGFR, PIK3CA
intercalated disc 1 PIK3CA
mitochondrion 3 BCL2, NDUFA5, SDHA
protein-containing complex 2 BCL2, EGFR
Microsome membrane 1 MTOR
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 1 EGFR
Secreted 3 CCK, IL4, IL6
extracellular region 4 CCK, COL1A1, IL4, IL6
cytoplasmic side of plasma membrane 1 JAK2
Mitochondrion outer membrane 2 BCL2, MTOR
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, MTOR
mitochondrial matrix 1 SDHA
transcription regulator complex 1 STAT3
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 DCTN4
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, EGFR
Secreted, extracellular space, extracellular matrix 1 COL1A1
nucleolus 1 SDHA
Mitochondrion inner membrane 2 NDUFA5, SDHA
Matrix side 2 NDUFA5, SDHA
Membrane raft 3 EGFR, JAK2, PGK1
pore complex 1 BCL2
Cytoplasm, cytoskeleton 2 DCTN4, VIM
focal adhesion 4 DCTN4, EGFR, JAK2, VIM
spindle 1 RB1
Peroxisome 1 VIM
collagen trimer 1 COL1A1
intracellular vesicle 1 EGFR
Nucleus, PML body 1 MTOR
PML body 2 MTOR, RB1
collagen-containing extracellular matrix 1 COL1A1
secretory granule 1 COL1A1
intermediate filament 1 VIM
nuclear speck 1 PRKAA2
Cytoplasm, myofibril, sarcomere 1 DCTN4
sarcomere 1 DCTN4
receptor complex 1 EGFR
neuron projection 1 VIM
chromatin 2 RB1, STAT3
cell leading edge 1 VIM
autophagosome membrane 1 WIPI1
cytoskeleton 3 JAK2, VIM, WIPI1
spindle pole 1 DCTN4
Cytoplasm, cell cortex 1 DCTN4
nuclear envelope 1 MTOR
Endomembrane system 2 JAK2, MTOR
endosome lumen 1 JAK2
microtubule organizing center 1 VIM
phagophore assembly site 2 BECN1, WIPI1
phosphatidylinositol 3-kinase complex, class III, type I 1 BECN1
phosphatidylinositol 3-kinase complex, class III, type II 1 BECN1
Preautophagosomal structure membrane 1 WIPI1
phagophore assembly site membrane 1 WIPI1
cytoplasmic stress granule 1 PRKAA2
euchromatin 1 JAK2
myelin sheath 1 BCL2
intermediate filament cytoskeleton 1 VIM
stress fiber 1 DCTN4
basal plasma membrane 1 EGFR
clathrin-coated vesicle 1 WIPI1
synaptic membrane 1 EGFR
respiratory chain complex I 1 NDUFA5
endoplasmic reticulum lumen 2 COL1A1, IL6
nuclear matrix 1 VIM
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
dynactin complex 1 DCTN4
kinetochore 1 DCTN4
extrinsic component of membrane 1 WIPI1
SWI/SNF complex 1 RB1
respiratory chain complex II (succinate dehydrogenase) 1 SDHA
cytoplasmic dynein complex 1 DCTN4
Nucleus matrix 1 VIM
clathrin-coated endocytic vesicle membrane 1 EGFR
Cytoplasm, cytoskeleton, stress fiber 1 DCTN4
extrinsic component of cytoplasmic side of plasma membrane 1 JAK2
nucleotide-activated protein kinase complex 1 PRKAA2
Cytoplasmic vesicle, phagosome 1 MTOR
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
Preautophagosomal structure 1 WIPI1
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
collagen type I trimer 1 COL1A1
interleukin-6 receptor complex 1 IL6
chromatin lock complex 1 RB1
Rb-E2F complex 1 RB1
BAD-BCL-2 complex 1 BCL2
cytoplasmic side of mitochondrial outer membrane 1 BECN1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
[Beclin-1-C 35 kDa]: Mitochondrion 1 BECN1
[Beclin-1-C 37 kDa]: Mitochondrion 1 BECN1


文献列表

  • Md Shimul Bhuia, Raihan Chowdhury, Fatema Akter Sonia, Hosam Kamli, Ahmad Shaikh, Heba A S El-Nashar, Mohamed El-Shazly, Muhammad Torequl Islam. Anticancer Potential of the Plant-Derived Saponin Gracillin: A Comprehensive Review of Mechanistic Approaches. Chemistry & biodiversity. 2023 Aug; ?(?):e202300847. doi: 10.1002/cbdv.202300847. [PMID: 37547969]
  • Jianqiong Yang, Ling Cao, Yamei Li, Hai Liu, Minhong Zhang, Huamou Ma, Biao Wang, Xiaoliang Yuan, Qian Liu. Gracillin Isolated from Reineckia carnea Induces Apoptosis of A549 Cells via the Mitochondrial Pathway. Drug design, development and therapy. 2021; 15(?):233-243. doi: 10.2147/dddt.s278975. [PMID: 33505158]
  • Jonghwan Jegal, No-June Park, Beom-Geun Jo, Sim-Kyu Bong, Hyun Jegal, Min Hye Yang, Su-Nam Kim. Anti-Atopic Properties of Gracillin Isolated from Dioscorea quinqueloba on 2,4-Dinitrochlorobenzene-Induced Skin Lesions in Mice. Nutrients. 2018 Sep; 10(9):. doi: 10.3390/nu10091205. [PMID: 30200442]
  • Xinxin Zhang, Xuanji Xue, Jing Zhao, Zengjun Guo, Yoichiro Ito, Wenji Sun. Quantitative determination of gracillin by HPLC-MS/MS after oral administration and its application to a pharmacokinetic study. Steroids. 2016 09; 113(?):78-86. doi: 10.1016/j.steroids.2016.07.002. [PMID: 27394958]
  • Wei Zheng, Chun-Mei Yan, Ya-Bin Zhang, Ze-Hong Li, Zhongqiang Li, Xiu-Ying Li, Zhang-Wei Wang, Xiulan Wang, Wei-Qiang Chen, Xin-Hai Yu. Antiparasitic efficacy of Gracillin and Zingibernsis newsaponin from Costus speciosus (Koen ex. Retz) Sm. against Ichthyophthirius multifiliis. Parasitology. 2015 Mar; 142(3):473-9. doi: 10.1017/s0031182014001358. [PMID: 25140457]
  • Benwei Wang, Songgang Ji, Hai Zhang, Liang Zhao, Lei Lv, Yueyue Li, Guichen Zhou, Guoqing Zhang. Liquid chromatography tandem mass spectrometry in study of the pharmacokinetics of six steroidal saponins in rats. Steroids. 2013 Dec; 78(12-13):1164-70. doi: 10.1016/j.steroids.2013.08.009. [PMID: 24012730]
  • Gao-Xue Wang, Dong-Xin Jiang, Jun Li, Jing Han, You-Tao Liu, Xiao-Lin Liu. Anthelmintic activity of steroidal saponins from Dioscorea zingiberensis C. H. Wright against Dactylogyrus intermedius (Monogenea) in goldfish (Carassius auratus). Parasitology research. 2010 Nov; 107(6):1365-71. doi: 10.1007/s00436-010-2010-z. [PMID: 20689967]
  • Van Thi Bao Nguyen, Nicole Darbour, Christine Bayet, Agnès Doreau, Imad Raad, Binh Hoa Phung, Charles Dumontet, Attilio Di Pietro, Marie-Geneviève Dijoux-Franca, David Guilet. Selective modulation of P-glycoprotein activity by steroidal saponines from Paris polyphylla. Fitoterapia. 2009 Jan; 80(1):39-42. doi: 10.1016/j.fitote.2008.09.010. [PMID: 18940238]
  • Jian-Ming Jin, Ying-Jun Zhang, Hai-Zhou Li, Chong-Ren Yang. Cytotoxic steroidal saponins from Polygonatum zanlanscianense. Journal of natural products. 2004 Dec; 67(12):1992-5. doi: 10.1021/np049897u. [PMID: 15620239]
  • Ke Hu, Xinsheng Yao. The cytotoxicity of methyl protoneogracillin (NSC-698793) and gracillin (NSC-698787), two steroidal saponins from the rhizomes of Dioscorea collettii var. hypoglauca, against human cancer cells in vitro. Phytotherapy research : PTR. 2003 Jun; 17(6):620-6. doi: 10.1002/ptr.1211. [PMID: 12820229]
  • Antonio G González, Juan C Hernández, Francisco León, Juan I Padrón, Francisco Estévez, José Quintana, Jaime Bermejo. Steroidal saponins from the bark of Dracaena draco and their cytotoxic activities. Journal of natural products. 2003 Jun; 66(6):793-8. doi: 10.1021/np020517j. [PMID: 12828464]
  • K Inoue, M Shibuya, K Yamamoto, Y Ebizuka. Molecular cloning and bacterial expression of a cDNA encoding furostanol glycoside 26-O-beta-glucosidase of Costus speciosus. FEBS letters. 1996 Jul; 389(3):273-7. doi: 10.1016/0014-5793(96)00601-1. [PMID: 8766714]
  • N Das, B K Bachhawat, S B Mahato, M K Basu. Plant glycosides in a liposomal drug-delivery system. The Biochemical journal. 1987 Oct; 247(2):359-61. doi: 10.1042/bj2470359. [PMID: 3426542]
  • K U Malik. Prostaglandins--modulation of adrenergic nervous system. Federation proceedings. 1978 Feb; 37(2):203-7. doi: NULL. [PMID: 23968]