Acronine (BioDeep_00000008216)

   

Chemicals and Drugs


代谢物信息卡片


7H-Pyrano[2,3-c]acridin-7-one,3,12-dihydro-6-methoxy-3,3,12-trimethyl-

化学式: C20H19NO3 (321.1365)
中文名称: 阿克罗宁
谱图信息: 最多检出来源 Macaca mulatta(otcml) 58.82%

分子结构信息

SMILES: CC1(C)C=Cc2c(cc(c3c2n(C)c2ccccc2c3=O)OC)O1
InChI: InChI=1S/C20H19NO3/c1-20(2)10-9-13-15(24-20)11-16(23-4)17-18(13)21(3)14-8-6-5-7-12(14)19(17)22/h5-11H,1-4H3

描述信息

C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent
C274 - Antineoplastic Agent > C1931 - Antineoplastic Plant Product
An alkaloid antineoplastic agent isolated from Acronychia baueri.
D000970 - Antineoplastic Agents
C1907 - Drug, Natural Product
Same as: D02378

同义名列表

4 个代谢物同义名

7H-Pyrano[2,3-c]acridin-7-one,3,12-dihydro-6-methoxy-3,3,12-trimethyl-; Acronycine; Acronine; Acronycine



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)

3 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 ABCB1, ANXA5, ATM, CASP3, CCNB1, CCNE1, CDC25B, CDK1, CDK2, CHEK1, CHEK2, GAPDH, MRE11, RAC1
Peripheral membrane protein 1 ANXA5
Endoplasmic reticulum membrane 2 CDK1, RAC1
Nucleus 15 ACR, ATM, BRCA2, CASP3, CCNB1, CCNE1, CDC25B, CDK1, CDK2, CHEK1, CHEK2, GAPDH, MRE11, RAC1, RAD50
cytosol 13 ANXA5, ATM, BRCA2, CASP3, CCNB1, CCNE1, CDC25B, CDK1, CDK2, CHEK1, GAPDH, MRE11, RAC1
dendrite 2 RAC1, UCN
trans-Golgi network 1 RAC1
centrosome 8 ATM, BRCA2, CCNB1, CCNE1, CDC25B, CDK1, CDK2, CHEK1
nucleoplasm 12 ATM, BRCA2, CASP3, CCNB1, CCNE1, CDC25B, CDK1, CDK2, CHEK1, CHEK2, MRE11, RAD50
Cell membrane 2 ABCB1, RAC1
Lipid-anchor 1 RAC1
Cytoplasmic side 1 RAC1
lamellipodium 1 RAC1
ruffle membrane 1 RAC1
Multi-pass membrane protein 1 ABCB1
Synapse 1 RAC1
cell cortex 1 RAC1
cell surface 1 ABCB1
glutamatergic synapse 2 CASP3, RAC1
Golgi apparatus 1 CHEK2
neuronal cell body 1 CASP3
postsynapse 1 RAC1
sarcolemma 1 ANXA5
Cytoplasm, cytosol 1 GAPDH
endosome 1 CDK2
plasma membrane 4 ABCB1, GAPDH, MUC5AC, RAC1
Membrane 8 ABCB1, ANXA5, BRCA2, CCNB1, CDK1, GAPDH, RAC1, RAD50
apical plasma membrane 1 ABCB1
extracellular exosome 7 A2ML1, ABCB1, ANXA5, CDK1, GAPDH, MUC5AC, RAC1
extracellular space 3 A2ML1, CHEK1, MUC5AC
perinuclear region of cytoplasm 1 GAPDH
mitochondrion 1 CDK1
protein-containing complex 4 ACR, BRCA2, CHEK1, RAD50
intracellular membrane-bounded organelle 3 ATM, CHEK1, GAPDH
postsynaptic density 1 CASP3
Secreted 3 A2ML1, MUC5AC, RAC1
extracellular region 6 A2ML1, ACR, ANXA5, MUC5AC, RAC1, UCN
mitochondrial matrix 2 CCNB1, CDK1
transcription regulator complex 1 CDK2
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 6 ATM, BRCA2, CDC25B, CDK1, CDK2, CHEK1
nuclear membrane 1 GAPDH
external side of plasma membrane 1 ANXA5
varicosity 1 UCN
dendritic spine 1 RAC1
perikaryon 1 UCN
cytoplasmic vesicle 2 ATM, RAC1
microtubule cytoskeleton 1 GAPDH
nucleolus 1 ATM
midbody 1 CDK1
Golgi-associated vesicle 1 ACR
vesicle 1 GAPDH
Apical cell membrane 1 ABCB1
Cell projection, lamellipodium 1 RAC1
Cytoplasm, perinuclear region 1 GAPDH
Cytoplasm, cytoskeleton 1 GAPDH
focal adhesion 2 ANXA5, RAC1
spindle 1 ATM
extracellular matrix 1 MUC5AC
Peroxisome matrix 1 ATM
peroxisomal matrix 1 ATM
PML body 2 CHEK2, MRE11
collagen-containing extracellular matrix 1 ANXA5
secretory granule 1 BRCA2
Zymogen granule membrane 1 ANXA5
chromatin 1 CHEK1
mitotic spindle 1 CDK1
Chromosome 3 CHEK1, MRE11, RAD50
cytoskeleton 2 GAPDH, RAC1
cytoplasmic ribonucleoprotein granule 1 RAC1
spindle pole 2 CCNB1, CDC25B
Chromosome, telomere 2 MRE11, RAD50
chromosome, telomeric region 5 BRCA2, CDK1, CDK2, MRE11, RAD50
site of double-strand break 3 ATM, MRE11, RAD50
Cytoplasm, cytoskeleton, spindle pole 1 CDC25B
nuclear envelope 1 CDK2
Recycling endosome membrane 1 RAC1
Lipid droplet 1 GAPDH
lateral element 1 BRCA2
Cell projection, dendrite 1 RAC1
Melanosome 1 RAC1
replication fork 2 CHEK1, MRE11
secretory granule membrane 1 RAC1
Golgi lumen 1 MUC5AC
male germ cell nucleus 1 CDK2
axon terminus 1 UCN
extrinsic component of synaptic vesicle membrane 1 ATM
condensed nuclear chromosome 2 CHEK1, RAD50
outer kinetochore 1 CCNB1
vesicle membrane 1 ANXA5
Cajal body 1 CDK2
ribonucleoprotein complex 1 GAPDH
ficolin-1-rich granule membrane 1 RAC1
spindle microtubule 1 CDK1
external side of apical plasma membrane 1 ABCB1
death-inducing signaling complex 1 CASP3
condensed chromosome 1 CDK2
DNA repair complex 2 ATM, BRCA2
GAIT complex 1 GAPDH
Nucleus, Cajal body 1 CDK2
mucus layer 1 MUC5AC
BRCA1-C complex 2 MRE11, RAD50
chromosomal region 2 MRE11, RAD50
Mre11 complex 2 MRE11, RAD50
X chromosome 1 CDK2
Y chromosome 1 CDK2
cyclin-dependent protein kinase holoenzyme complex 2 CDK1, CDK2
cyclin E1-CDK2 complex 2 CCNE1, CDK2
cyclin E2-CDK2 complex 1 CDK2
NADPH oxidase complex 1 RAC1
cyclin A1-CDK1 complex 1 CDK1
cyclin A2-CDK1 complex 1 CDK1
cyclin B1-CDK1 complex 2 CCNB1, CDK1
endothelial microparticle 1 ANXA5
acrosomal matrix 1 ACR
cyclin A2-CDK2 complex 1 CDK2
cyclin A1-CDK2 complex 1 CDK2
nuclear ubiquitin ligase complex 1 BRCA2
BRCA2-MAGE-D1 complex 1 BRCA2


文献列表

  • Nicole Pouli, Panagiotis Marakos. Fused xanthone derivatives as antiproliferative agents. Anti-cancer agents in medicinal chemistry. 2009 Jan; 9(1):77-98. doi: 10.2174/187152009787047699. [PMID: 19149484]
  • Marie-Hélène David-Cordonnier, William Laine, Amélie Lansiaux, Mostafa Kouach, Gilbert Briand, Alain Pierré, John A Hickman, Christian Bailly. Alkylation of guanine in DNA by S23906-1, a novel potent antitumor compound derived from the plant alkaloid acronycine. Biochemistry. 2002 Aug; 41(31):9911-20. doi: 10.1021/bi020226+. [PMID: 12146956]
  • Nicolas Guilbaud, Stéphane Léonce, François Tillequin, Michel Koch, John A Hickman, Alain Pierré. Acronycine derivatives as promising antitumor agents. Anti-cancer drugs. 2002 Jun; 13(5):445-9. doi: 10.1097/00001813-200206000-00002. [PMID: 12045455]
  • M Koch. [Main anticancer substances of vegetable origin]. Comptes rendus des seances de la Societe de biologie et de ses filiales. 1992; 186(5):441-57. doi: . [PMID: 1305895]
  • J M Pezzuto, C T Che, D D McPherson, J P Zhu, G Topcu, C A Erdelmeier, G A Cordell. DNA as an affinity probe useful in the detection and isolation of biologically active natural products. Journal of natural products. 1991 Nov; 54(6):1522-30. doi: 10.1021/np50078a006. [PMID: 1812211]
  • G T Tan, J M Pezzuto, A D Kinghorn, S H Hughes. Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase. Journal of natural products. 1991 Jan; 54(1):143-54. doi: 10.1021/np50073a012. [PMID: 1710653]
  • N Yamamoto, H Furukawa, Y Ito, S Yoshida, K Maeno, Y Nishiyama. Anti-herpesvirus activity of citrusinine-I, a new acridone alkaloid, and related compounds. Antiviral research. 1989 Aug; 12(1):21-36. doi: 10.1016/0166-3542(89)90065-x. [PMID: 2556960]
  • R T Dorr, J D Liddil, D D Von Hoff, M Soble, C K Osborne. Antitumor activity and murine pharmacokinetics of parenteral acronycine. Cancer research. 1989 Jan; 49(2):340-4. doi: . [PMID: 2910453]
  • J P Rosazza. Antitumor antibiotic bioactivation, biotransformation and derivatization by microbial systems. Recent results in cancer research. Fortschritte der Krebsforschung. Progres dans les recherches sur le cancer. 1978; 63(?):58-68. doi: 10.1007/978-3-642-81219-4_6. [PMID: 81506]