SAPONIN K3 (BioDeep_00000000925)

 

Secondary id: BioDeep_00000861015

PANOMIX_OTCML-2023


代谢物信息卡片


(4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

化学式: C35H56O8 (604.3975)
中文名称: 葳岩仙皂苷A, 葳岩仙皂苷 A, 常春藤皂苷元-3-O-α-L-吡喃阿拉伯糖苷
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 96.88%

分子结构信息

SMILES: C1[C@@H]([C@@]([C@H]2[C@](C1)([C@@H]1[C@@](CC2)([C@]2(C(=CC1)[C@H]1[C@@](CC2)(CCC(C1)(C)C)C(=O)O)C)C)C)(C)CO)O[C@@H]1[C@H]([C@H]([C@H](CO1)O)O)O
InChI: InChI=1S/C35H56O8/c1-30(2)13-15-35(29(40)41)16-14-33(5)20(21(35)17-30)7-8-24-31(3)11-10-25(43-28-27(39)26(38)22(37)18-42-28)32(4,19-36)23(31)9-12-34(24,33)6/h7,21-28,36-39H,8-19H2,1-6H3,(H,40,41)/t21-,22-,23+,24+,25-,26-,27+,28-,31-,32-,33+,34+,35-/m0/s1

描述信息

Hederagenin 3-O-arabinoside is a triterpenoid saponin that is hederagenin attached to an alpha-L-arabinopyranosyl residue at position 3 via a glycosidic linkage. It has a role as a plant metabolite. It is a triterpenoid saponin, a monosaccharide derivative, a pentacyclic triterpenoid, a hydroxy monocarboxylic acid and an alpha-L-arabinopyranoside. It is functionally related to a hederagenin. It derives from a hydride of an oleanane.
Cauloside A is a natural product found in Lonicera japonica, Hedera caucasigena, and other organisms with data available.
See also: Caulophyllum robustum Root (part of).
A triterpenoid saponin that is hederagenin attached to an alpha-L-arabinopyranosyl residue at position 3 via a glycosidic linkage.
D000970 - Antineoplastic Agents > D059003 - Topoisomerase Inhibitors > D059004 - Topoisomerase I Inhibitors
D004791 - Enzyme Inhibitors
Cauloside A (Leontoside A) is a saponin isolated from Dipsacus asper roots. Cauloside A has potent antifungal activity[1][2].
Cauloside A (Leontoside A) is a saponin isolated from Dipsacus asper roots. Cauloside A has potent antifungal activity[1][2].

同义名列表

35 个代谢物同义名

(4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid; (4AS,6AR,6AS,6BR,8AR,9R,10S,12AR,14BS)-9-(HYDROXYMETHYL)-2,2,6A,6B,9,12A-HEXAMETHYL-10-((2S,3R,4S,5S)-3,4,5-TRIHYDROXYOXAN-2-YL)OXY-1,3,4,5,6,6A,7,8,8A,10,11,12,13,14B-TETRADECAHYDROPICENE-4A-CARBOXYLIC ACID; OLEAN-12-EN-28-OIC ACID, 3-(ALPHA-L-ARABINOPYRANOSYLOXY)-23-HYDROXY-, (3.BETA.,4.ALPHA.)-; Olean-12-en-28-oic acid, 3-(alpha-L-arabinopyranosyloxy)-23-hydroxy-, (3beta,4alpha)-; 3.BETA.-(.ALPHA.-L-ARABINOPYRANOSYLOXY)-23-HYDROXYOLEAN-12-EN-28-OIC ACID; 3beta-(alpha-L-arabinopyranosyloxy)-23-hydroxyolean-12-en-28-oic acid; 3-(alpha-L-arabinopyransoyloxy)-23-hydroxy-olean-12-en-28-oic acid; 23-Hydroxy-3-(pentopyranosyloxy)olean-12-en-28-oic acid; 3beta-O-alpha-L-arabinopyranosyl hederagenin; HEDERAGENIN 3-O-.ALPHA.-L-ARABINOPYRANOSIDE; 3-O-(alpha-L-arabinopyranosyl)hederagenin; 3-O-arabinopyranosylhederagenin; Hederagenin 3-O-arabinoside; AKEBIA SAPONIN PA; KIZUTA SAPONIN K3; PROSAPOGENIN CP1; .delta.-Hederin; GLYCOSIDE L-B2; .BETA.2-FATSIN; AKEBOSIDE STB; HEDEROSIDE A3; Delta-Hederin; FATSIASIDE B1; leontoside A; beta2-FATSIN; Scabioside A; Cauloside A; TAUROSIDE B; QW2X5B5L5W; SAPONIN K3; FJ-2 acid; NEPALIN 1; hederagenin 3-O-alpha-L-arabinopyranoside; (+)-Cauloside A; Hederagenin 3-O-arabinoside



数据库引用编号

18 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 7 ADIG, AKT1, FABP4, GAPDH, GRB2, PPARG, VEGFA
Nucleus 8 ADIG, AKT1, CEBPA, FABP4, GAPDH, GRB2, PPARG, VEGFA
cytosol 6 AKT1, FABP4, GAPDH, GRB2, IL1B, PPARG
nucleoplasm 4 AKT1, CEBPA, GRB2, PPARG
RNA polymerase II transcription regulator complex 2 CEBPA, PPARG
Cell membrane 2 AKT1, TNF
lamellipodium 1 AKT1
cell cortex 2 AKT1, GRB2
cell surface 3 ADIPOQ, TNF, VEGFA
glutamatergic synapse 1 AKT1
Golgi apparatus 2 GRB2, VEGFA
Golgi membrane 1 INS
neuronal cell body 1 TNF
postsynapse 1 AKT1
Cytoplasm, cytosol 2 GAPDH, IL1B
Lysosome 1 IL1B
endosome 1 GRB2
plasma membrane 4 AKT1, GAPDH, GRB2, TNF
Membrane 4 ADIG, AKT1, GAPDH, VEGFA
extracellular exosome 3 FABP4, GAPDH, GRB2
endoplasmic reticulum 2 ADIPOQ, VEGFA
extracellular space 6 ADIPOQ, IL17A, IL1B, INS, TNF, VEGFA
perinuclear region of cytoplasm 2 GAPDH, PPARG
adherens junction 1 VEGFA
protein-containing complex 1 AKT1
intracellular membrane-bounded organelle 3 CEBPA, GAPDH, PPARG
Secreted 6 ADIG, ADIPOQ, IL17A, IL1B, INS, VEGFA
extracellular region 7 ADIG, ADIPOQ, IL17A, IL1B, INS, TNF, VEGFA
Single-pass membrane protein 1 ADIG
transcription regulator complex 1 CEBPA
nuclear membrane 1 GAPDH
external side of plasma membrane 2 IL17A, TNF
Secreted, extracellular space, extracellular matrix 1 VEGFA
microtubule cytoskeleton 2 AKT1, GAPDH
nucleolus 2 CEBPA, GRB2
cell-cell junction 2 AKT1, GRB2
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 2 AKT1, GAPDH
Cytoplasm, perinuclear region 1 GAPDH
Membrane raft 1 TNF
Cytoplasm, cytoskeleton 1 GAPDH
spindle 1 AKT1
extracellular matrix 1 VEGFA
collagen trimer 1 ADIPOQ
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
collagen-containing extracellular matrix 1 ADIPOQ
secretory granule 2 IL1B, VEGFA
receptor complex 1 PPARG
ciliary basal body 1 AKT1
chromatin 2 CEBPA, PPARG
phagocytic cup 1 TNF
cytoskeleton 1 GAPDH
COP9 signalosome 1 GRB2
endosome lumen 1 INS
Lipid droplet 3 ADIG, FABP4, GAPDH
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
platelet alpha granule lumen 1 VEGFA
transport vesicle 1 INS
Secreted, extracellular exosome 1 IL1B
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
vesicle membrane 1 GRB2
ribonucleoprotein complex 1 GAPDH
GAIT complex 1 GAPDH
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
[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
C/EBP complex 1 CEBPA
CHOP-C/EBP complex 1 CEBPA
[Isoform 4]: Nucleus, nucleolus 1 CEBPA
Grb2-EGFR complex 1 GRB2
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Orlagh Anderson, Joseph Beckett, Carla C Briggs, Liam A Natrass, Charles F Cranston, Elizabeth J Wilkinson, Jack H Owen, Rhodri Mir Williams, Angelos Loukaidis, Marc E Bouillon, Deiniol Pritchard, Martina Lahmann, Mark S Baird, Paul W Denny. An investigation of the antileishmanial properties of semi-synthetic saponins. RSC medicinal chemistry. 2020 Jul; 11(7):833-842. doi: 10.1039/d0md00123f. [PMID: 33479679]
  • Nam Hee Choi, Ja Yeong Jang, Gyung Ja Choi, Yong Ho Choi, Kyoung Soo Jang, Van Thu Nguyen, Byung-Sun Min, Quang Le Dang, Jin-Cheol Kim. Antifungal activity of sterols and dipsacus saponins isolated from Dipsacus asper roots against phytopathogenic fungi. Pesticide biochemistry and physiology. 2017 Sep; 141(?):103-108. doi: 10.1016/j.pestbp.2016.12.006. [PMID: 28911735]
  • Guy Sedar Singor Njateng, Zhizhi Du, Donatien Gatsing, Arno Rusel Nanfack Donfack, Michel Feussi Talla, Hippolyte Kamdem Wabo, Pierre Tane, Raymond Simplice Mouokeu, Xiaodong Luo, Jules-Roger Kuiate. Antifungal properties of a new terpernoid saponin and other compounds from the stem bark of Polyscias fulva Hiern (Araliaceae). BMC complementary and alternative medicine. 2015 Feb; 15(?):25. doi: 10.1186/s12906-015-0541-7. [PMID: 25880310]
  • Er-Wei Liu, Jia-Long Wang, Li-Feng Han, Yan-Xu Chang, Tao Wang, Yan Huo, Lei Wang, Xiu-Mei Gao. Pharmacokinetics study of asperosaponin VI and its metabolites cauloside A, HN saponin F and hederagenin. Journal of natural medicines. 2014 Jul; 68(3):488-97. doi: 10.1007/s11418-014-0821-4. [PMID: 24615060]
  • Sandipan Datta, Fakhri Mahdi, Zulfiqar Ali, Mika B Jekabsons, Ikhlas A Khan, Dale G Nagle, Yu-Dong Zhou. Toxins in botanical dietary supplements: blue cohosh components disrupt cellular respiration and mitochondrial membrane potential. Journal of natural products. 2014 Jan; 77(1):111-7. doi: 10.1021/np400758t. [PMID: 24328138]
  • Juthamanee Youkwan, Panida Srisomphot, Somyote Sutthivaiyakit. Bioactive constituents of the leaves of Phyllanthus polyphyllus var. siamensis. Journal of natural products. 2005 Jul; 68(7):1006-9. doi: 10.1021/np050001a. [PMID: 16038539]
  • S Kitanaka, I Yasuda, Y Kashiwada, C Q Hu. Antitumor agents, 162. Cell-based assays for identifying novel DNA topoisomerase inhibitors: studies on the constituents of Fatsia japonica. Journal of natural products. 1995 Nov; 58(11):1647-54. doi: 10.1021/np50125a001. [PMID: 8594141]
  • M J Park, D R Hahn. Saponins from the stem bark of Kalopanax pictum var. magnificum (I). Archives of pharmacal research. 1991 Mar; 14(1):7-11. doi: 10.1007/bf02857806. [PMID: 10319113]
  • A M Popov, Iu G Rovin, M M Anisimov, G N Likhatskaia, L I Strigina. [Effect of triterpene glycosides on the stability of bilayer lipid membranes, containing different sterols]. Biofizika. 1982 Sep; 27(5):827-31. doi: . [PMID: 7138933]
  • W M O'Neill, W B Etheridge, H A Bloomer. High-dose corticosteroids: their use in treating idiopathic rapidly progressive glomerulonephritis. Archives of internal medicine. 1979 May; 139(5):514-8. doi: 10.1001/archinte.139.5.514. [PMID: 443944]