Dactinomycin (BioDeep_00000001608)

 

Secondary id: BioDeep_00000175725, BioDeep_00000641137

human metabolite blood metabolite Chemicals and Drugs Antibiotics


代谢物信息卡片


N1,N9-bis[(6S,9R,10S,13R,18aS)-2,5,9-trimethyl-1,4,7,11,14-pentaoxo-6,13-bis(propan-2-yl)-hexadecahydro-1H-pyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-2-amino-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxamide

化学式: C62H86N12O16 (1254.6284)
中文名称: 放线菌素D
谱图信息: 最多检出来源 Homo sapiens(blood) 21.43%

分子结构信息

SMILES: CC1C(C(=O)NC(C(=O)N2CCCC2C(=O)N(CC(=O)N(C(C(=O)O1)C(C)C)C)C)C(C)C)NC(=O)C3=C4C(=C(C=C3)C)OC5=C(C(=O)C(=C(C5=N4)C(=O)NC6C(OC(=O)C(N(C(=O)CN(C(=O)C7CCCN7C(=O)C(NC6=O)C(C)C)C)C)C(C)C)C)N)C
InChI: InChI=1S/C62H86N12O16/c1-27(2)42-59(84)73-23-17-19-36(73)57(82)69(13)25-38(75)71(15)48(29(5)6)61(86)88-33(11)44(55(80)65-42)67-53(78)35-22-21-31(9)51-46(35)64-47-40(41(63)50(77)32(10)52(47)90-51)54(79)68-45-34(12)89-62(87)49(30(7)8)72(16)39(76)26-70(14)58(83)37-20-18-24-74(37)60(85)43(28(3)4)66-56(45)81/h21-22,27-30,33-34,36-37,42-45,48-49H,17-20,23-26,63H2,1-16H3,(H,65,80)(H,66,81)(H,67,78)(H,68,79)

描述信息

A compound composed of a two cyclic peptides attached to a phenoxazine that is derived from streptomyces parvullus. It binds to DNA and inhibits RNA synthesis (transcription), with chain elongation more sensitive than initiation, termination, or release. As a result of impaired mRNA production, protein synthesis also declines after dactinomycin therapy. (From AMA Drug Evaluations Annual, 1993, p2015)
L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01D - Cytotoxic antibiotics and related substances > L01DA - Actinomycines
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C259 - Antineoplastic Antibiotic
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent
D004791 - Enzyme Inhibitors > D019384 - Nucleic Acid Synthesis Inhibitors
D004791 - Enzyme Inhibitors > D011500 - Protein Synthesis Inhibitors
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents
D000970 - Antineoplastic Agents

同义名列表

22 个代谢物同义名

N1,N9-bis[(6S,9R,10S,13R,18aS)-2,5,9-trimethyl-1,4,7,11,14-pentaoxo-6,13-bis(propan-2-yl)-hexadecahydro-1H-pyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-2-amino-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxamide; 2-Amino-N,n-bis(hexadecahydro-2,5,9-trimethyl-6,13-bis(1-methylethyl)-1,4,7,11,14-pentaoxo-1H-pyrrolo(2,1-i)(1,4,7,10,13)oxatetra-azacyclohexadecin-10-yl)-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxamide; Merck sharp and dohme brand OF dactinomycin; Merck frosst brand OF dactinomycin; Lemery brand OF dactinomycin; Merck brand OF dactinomycin; MSD Brand OF dactinomycin; Lyovac, cosmegen; Lyovac-cosmegen; Cosmegen lyovac; Lyovac cosmegen; Meractinomycin; Actinomycin C1; Actinomycin IV; LyovacCosmegen; actinomycin D; Dactinomycin; Actinomycin; Cosmegen; Ac-de; ActD; Actinomycin D



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(1)

PlantCyc(0)

代谢反应

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

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 13 ABCB1, AKT1, ALB, ANXA5, BCL2, CASP3, CASP8, CDKN1A, MAPK14, MYC, NFKB1, PIK3CA, PRKX
Peripheral membrane protein 1 ANXA5
Endoplasmic reticulum membrane 1 BCL2
Nucleus 10 AKT1, ALB, BCL2, CASP3, CASP8, CDKN1A, MAPK14, MYC, NFKB1, PRKX
cytosol 10 AKT1, ALB, ANXA5, BCL2, CASP3, CASP8, CDKN1A, MAPK14, NFKB1, PIK3CA
nuclear body 1 CDKN1A
centrosome 1 ALB
nucleoplasm 8 AKT1, CASP3, CASP8, CDKN1A, MAPK14, MYC, NFKB1, PRKX
Cell membrane 3 ABCB1, AKT1, TNF
lamellipodium 3 AKT1, CASP8, PIK3CA
Multi-pass membrane protein 1 ABCB1
cell cortex 1 AKT1
cell surface 2 ABCB1, TNF
glutamatergic synapse 3 AKT1, CASP3, MAPK14
Golgi apparatus 1 ALB
Golgi membrane 1 INS
lysosomal membrane 1 EGF
neuronal cell body 2 CASP3, TNF
postsynapse 1 AKT1
sarcolemma 1 ANXA5
plasma membrane 6 ABCB1, AKT1, EGF, IFNLR1, PIK3CA, TNF
Membrane 7 ABCB1, AKT1, ANXA5, BCL2, EGF, IFNLR1, MYC
apical plasma membrane 1 ABCB1
extracellular exosome 5 ABCB1, ALB, ANXA5, BMP3, EGF
endoplasmic reticulum 2 ALB, BCL2
extracellular space 6 ALB, BMP3, EGF, IGF1, INS, TNF
perinuclear region of cytoplasm 2 CDKN1A, PIK3CA
intercalated disc 1 PIK3CA
mitochondrion 4 BCL2, CASP8, MAPK14, NFKB1
protein-containing complex 6 AKT1, ALB, BCL2, CASP8, CDKN1A, MYC
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 IFNLR1
Secreted 5 ALB, BMP3, CGB5, IGF1, INS
extracellular region 10 ALB, ANXA5, BMP3, CGB5, EGF, IGF1, INS, MAPK14, NFKB1, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, CASP8
anchoring junction 1 ALB
transcription regulator complex 1 NFKB1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 2 ANXA5, TNF
microtubule cytoskeleton 1 AKT1
nucleolus 2 CDKN1A, MYC
cell-cell junction 1 AKT1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 AKT1
Apical cell membrane 1 ABCB1
Cell projection, lamellipodium 1 CASP8
Membrane raft 1 TNF
pore complex 1 BCL2
focal adhesion 1 ANXA5
spindle 1 AKT1
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
collagen-containing extracellular matrix 1 ANXA5
nuclear speck 1 MAPK14
Zymogen granule membrane 1 ANXA5
ciliary basal body 2 AKT1, ALB
chromatin 2 MYC, NFKB1
phagocytic cup 1 TNF
cytoskeleton 1 CASP8
centriole 1 ALB
Nucleus, nucleolus 1 MYC
spindle pole 2 ALB, MAPK14
blood microparticle 1 ALB
nuclear envelope 1 MYC
endosome lumen 1 INS
Nucleus, nucleoplasm 1 MYC
cell body 1 CASP8
myelin sheath 1 BCL2
exocytic vesicle 1 IGF1
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 3 INS, MAPK14, NFKB1
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 ALB, INS
platelet alpha granule lumen 3 ALB, EGF, IGF1
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
specific granule lumen 1 NFKB1
transport vesicle 1 INS
RNA polymerase II transcription repressor complex 1 MYC
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
vesicle membrane 1 ANXA5
clathrin-coated endocytic vesicle membrane 1 EGF
external side of apical plasma membrane 1 ABCB1
CD95 death-inducing signaling complex 1 CASP8
death-inducing signaling complex 2 CASP3, CASP8
ripoptosome 1 CASP8
Rough endoplasmic reticulum 1 MYC
cyclin-dependent protein kinase holoenzyme complex 1 CDKN1A
Myc-Max complex 1 MYC
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
alphav-beta3 integrin-IGF-1-IGF1R complex 1 IGF1
insulin-like growth factor binding protein complex 1 IGF1
insulin-like growth factor ternary complex 1 IGF1
endothelial microparticle 1 ANXA5
BAD-BCL-2 complex 1 BCL2
PCNA-p21 complex 1 CDKN1A
[Nuclear factor NF-kappa-B p105 subunit]: Cytoplasm 1 NFKB1
[Nuclear factor NF-kappa-B p50 subunit]: Nucleus 1 NFKB1
I-kappaB/NF-kappaB complex 1 NFKB1
NF-kappaB p50/p65 complex 1 NFKB1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
ciliary transition fiber 1 ALB
interleukin-28 receptor complex 1 IFNLR1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
nucleoplasmic reticulum 1 MYC


文献列表

  • Ting Liu, Tianqi Xu, Chen Hu, Dayuan Sun, Guangxiong Zhou. Hemiactinomycin, an undescribed intermediate of actinomycin biosynthesis from an actinomycetes strain Streptomyces antibioticus H41-55. Natural product research. 2024 May; 38(9):1577-1582. doi: 10.1080/14786419.2022.2161541. [PMID: 36564053]
  • Liangliang Gao, Meiling Huang, Qin Xiong, Yan Liang, Lanfang Mi, Yueming Jiang, Jun Zhang. Antibacterial Mechanism, Control Efficiency, and Nontarget Toxicity Evaluation of Actinomycin X2 against Xanthomonas citri Subsp. citri. Journal of agricultural and food chemistry. 2024 Mar; 72(9):4788-4800. doi: 10.1021/acs.jafc.3c08600. [PMID: 38377546]
  • Yuan Zhang, Hao Li, Fang Wang, Chang Liu, Gadi V P Reddy, Hu Li, Zhihong Li, Yucheng Sun, Zihua Zhao. Discovery of a new highly pathogenic toxin involved in insect sepsis. Microbiology spectrum. 2023 Dec; 11(6):e0142223. doi: 10.1128/spectrum.01422-23. [PMID: 37787562]
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  • Alissa Groenendijk, Harm van Tinteren, Yilin Jiang, Ronald R de Krijger, Gordan M Vujanic, Jan Godzinski, Christian Rübe, Jens-Peter Schenk, Carlo Morosi, Kathy Pritchard-Jones, Reem Al-Saadi, Sucheta J Vaidya, Arnauld C Verschuur, Gema L Ramírez-Villar, Norbert Graf, Beatriz de Camargo, Jarno Drost, Daniela Perotti, Marry M van den Heuvel-Eibrink, Jesper Brok, Filippo Spreafico, Annelies M C Mavinkurve-Groothuis. Outcome of SIOP patients with low- or intermediate-risk Wilms tumour relapsing after initial vincristine and actinomycin-D therapy only - the SIOP 93-01 and 2001 protocols. European journal of cancer (Oxford, England : 1990). 2022 03; 163(?):88-97. doi: 10.1016/j.ejca.2021.12.014. [PMID: 35042071]
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  • Raquel Dávila Fajardo, Marry M van den Heuvel-Eibrink, Harm van Tinteren, Filippo Spreafico, Thomas Acha, Christophe Bergeron, Beatriz de Camargo, Foppe Oldenburger, Christian Rübe, Takaharu Oue, Christian Vokuhl, Ronald R de Krijger, Gordan Vujanic, Neil Sebire, Aurore Coulomb-L'Hermine, Paola Collini, Lorenza Gandola, Kathy Pritchard-Jones, Norbert Graf, Geert O Janssens, Martine van Grotel. Is radiotherapy required in first-line treatment of stage I diffuse anaplastic Wilms tumor? A report of SIOP-RTSG, AIEOP, JWiTS, and UKCCSG. Pediatric blood & cancer. 2020 02; 67(2):e28039. doi: 10.1002/pbc.28039. [PMID: 31625685]
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