Daphnetoxin (BioDeep_00000007155)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


Orthobenzoic acid, cyclic 7,8,10a-ester with 5,6-epoxy-4,5,6,6a,7,8,9,10,10a,10b-decahydro-3a,4,7,8,10a-pentahydroxy-5-(hydroxymethyl)-8-isopropenyl-2,10-dimethylbenz(e)azulen-3(3ah)-one

化学式: C27H30O8 (482.1941)
中文名称:
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 55%

分子结构信息

SMILES: C=C(C)C12CC(C)C34OC(c5ccccc5)(OC1C3C1OC1(CO)C(O)C1(O)C(=O)C(C)=CC14)O2
InChI: InChI=1S/C27H30O8/c1-13(2)23-11-15(4)26-17-10-14(3)19(29)25(17,31)22(30)24(12-28)21(32-24)18(26)20(23)33-27(34-23,35-26)16-8-6-5-7-9-16/h5-10,15,17-18,20-22,28,30-31H,1,11-12H2,2-4H3/t15-,17-,18-,20-,21+,22-,23-,24+,25-,26+,27-/m1/s1

描述信息

A daphnane-type orthoester diterpene with potential cholesterol-lowering activity, found exclusively in plants of the family Thymelaeaceae.

同义名列表

4 个代谢物同义名

Daphnetoxin; Orthobenzoic acid, cyclic 7,8,10a-ester with 5,6-epoxy-4,5,6,6a,7,8,9,10,10a,10b-decahydro-3a,4,7,8,10a-pentahydroxy-5-(hydroxymethyl)-8-isopropenyl-2,10-dimethylbenz(e)azulen-3(3ah)-one; Genkwanine VIII; Daphnetoxin



数据库引用编号

16 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)

18 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 8 CAT, CCR5, CXCR4, FKBP4, PLCB2, SMAD3, SMAD4, STAT3
Endosome membrane 1 LDLR
Nucleus 5 FKBP4, RFC2, SMAD3, SMAD4, STAT3
cytosol 6 CAT, FKBP4, PLCB2, SMAD3, SMAD4, STAT3
centrosome 1 SMAD4
nucleoplasm 5 FKBP4, RFC2, SMAD3, SMAD4, STAT3
RNA polymerase II transcription regulator complex 2 SMAD4, STAT3
Cell membrane 3 CCR5, CXCR4, LDLR
Cell projection, axon 1 FKBP4
Multi-pass membrane protein 2 CCR5, CXCR4
cell junction 1 CXCR4
cell surface 3 CCR5, CXCR4, LDLR
Golgi apparatus 1 LDLR
mitochondrial inner membrane 1 ATP5ME
neuronal cell body 1 FKBP4
Cytoplasm, cytosol 1 FKBP4
Lysosome 2 CXCR4, LDLR
endosome 1 CCR5
plasma membrane 5 CCR5, CXCR4, LDLR, SMAD3, STAT3
Membrane 4 CAT, CCR5, CXCR4, LDLR
basolateral plasma membrane 1 LDLR
extracellular exosome 3 CAT, CXCR4, FKBP4
perinuclear region of cytoplasm 1 FKBP4
mitochondrion 3 ATP5ME, CAT, FKBP4
protein-containing complex 3 CAT, CXCR4, FKBP4
intracellular membrane-bounded organelle 1 CAT
Single-pass type I membrane protein 1 LDLR
extracellular region 1 CAT
Single-pass membrane protein 1 LDLR
mitochondrial matrix 1 CAT
anchoring junction 1 CXCR4
transcription regulator complex 3 SMAD3, SMAD4, STAT3
external side of plasma membrane 3 CCR5, CXCR4, LDLR
low-density lipoprotein particle 1 LDLR
cytoplasmic vesicle 1 CXCR4
Early endosome 2 CXCR4, LDLR
Membrane, clathrin-coated pit 1 LDLR
apical part of cell 1 LDLR
clathrin-coated pit 1 LDLR
Cytoplasm, cytoskeleton 1 FKBP4
focal adhesion 1 CAT
microtubule 1 FKBP4
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
nuclear inner membrane 1 SMAD3
Late endosome 2 CXCR4, LDLR
receptor complex 2 LDLR, SMAD3
chromatin 3 SMAD3, SMAD4, STAT3
axonal growth cone 1 FKBP4
cell leading edge 1 CXCR4
Endomembrane system 1 LDLR
sorting endosome 1 LDLR
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
neuronal dense core vesicle 1 PLCB2
clathrin-coated endocytic vesicle membrane 1 LDLR
heteromeric SMAD protein complex 2 SMAD3, SMAD4
SMAD protein complex 2 SMAD3, SMAD4
endolysosome membrane 1 LDLR
somatodendritic compartment 1 LDLR
activin responsive factor complex 1 SMAD4
proton-transporting ATP synthase complex 1 ATP5ME
proton-transporting ATP synthase complex, coupling factor F(o) 1 ATP5ME
PCSK9-LDLR complex 1 LDLR
catalase complex 1 CAT
Ctf18 RFC-like complex 1 RFC2
DNA replication factor C complex 1 RFC2
G-protein beta/gamma-subunit complex 1 PLCB2


文献列表

  • Vincent Vidal, Olivier Potterat, Séverine Louvel, François Hamy, Mahdi Mojarrab, Jean-Jacques Sanglier, Thomas Klimkait, Matthias Hamburger. Library-based discovery and characterization of daphnane diterpenes as potent and selective HIV inhibitors in Daphne gnidium. Journal of natural products. 2012 Mar; 75(3):414-9. doi: 10.1021/np200855d. [PMID: 22148316]
  • Sheng Zhuo Huang, Xing Jie Zhang, Xing Yao Li, Ling Mei Kong, He Zhong Jiang, Qing Yun Ma, Yu Qing Liu, Jiang Miao Hu, Yong Tang Zheng, Yan Li, Jun Zhou, You Xing Zhao. Daphnane-type diterpene esters with cytotoxic and anti-HIV-1 activities from Daphne acutiloba Rehd. Phytochemistry. 2012 Mar; 75(?):99-107. doi: 10.1016/j.phytochem.2011.11.013. [PMID: 22196934]
  • Yilin Zhang, Haiqing Zhang, Shineng Hua, Lianghui Ma, Cong Chen, Xiaoyu Liu, Liqun Jiang, Huanming Yang, Peicheng Zhang, Dequan Yu, Yinlong Guo, Xuehai Tan, Jianfeng Liu. Identification of two herbal compounds with potential cholesterol-lowering activity. Biochemical pharmacology. 2007 Sep; 74(6):940-7. doi: 10.1016/j.bcp.2007.06.020. [PMID: 17673184]
  • Guang-Xiong Zhou, Yong-Chun Yang, Jian-Gong Shi. [Study of chemical constituents in stem rind of Daphne giraldii]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2006 Apr; 31(7):555-7. doi: . [PMID: 16780156]
  • Francisco Peixoto, Maria J M Carvalho, J Almeida, P A C Matos. Daphnetoxin interacts with mitochondrial oxidative phosphorylation and induces membrane permeability transition in rat liver. Planta medica. 2004 Nov; 70(11):1064-8. doi: 10.1055/s-2004-832648. [PMID: 15549663]
  • L Saraiva, P Fresco, E Pinto, H Portugal, J Gonçalves. Differential activation by daphnetoxin and mezerein of PKC-isotypes alpha, beta I, delta and zeta. Planta medica. 2001 Dec; 67(9):787-90. doi: 10.1055/s-2001-18843. [PMID: 11745011]
  • H J Hilderson, M J De Wolf, A R Lagrou, W S Dierick. Subcellular structure of bovine thyroid gland. A study on bovine thyroid membranes by buoyant-density-gradient centrifugation in a B-XIV zonal rotor. The Biochemical journal. 1975 Dec; 152(3):601-7. doi: 10.1042/bj1520601. [PMID: 5997]