(-)-Aspidospermine (BioDeep_00000007822)

 

Secondary id: BioDeep_00001868785

human metabolite Endogenous


代谢物信息卡片


1-[(1R,9R,12R,19R)-12-ethyl-6-methoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-8-yl]ethan-1-one

化学式: C22H30N2O2 (354.2307)
中文名称: 坚木碱
谱图信息: 最多检出来源 Homo sapiens(not specific) 9.09%

分子结构信息

SMILES: CCC12CCCN3C1C4(CC3)C(CC2)N(C5=C4C=CC=C5OC)C(=O)C
InChI: InChI=1S/C22H30N2O2/c1-4-21-10-6-13-23-14-12-22(20(21)23)16-7-5-8-17(26-3)19(16)24(15(2)25)18(22)9-11-21/h5,7-8,18,20H,4,6,9-14H2,1-3H3/t18-,20-,21-,22-/m1/s1

描述信息

(-)-Aspidospermine is an alkaloid from Aspidosperma quebracho-blanco (quebracho

同义名列表

9 个代谢物同义名

1-[(1R,9R,12R,19R)-12-ethyl-6-methoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-8-yl]ethan-1-one; 1-(17-Methoxyaspidospermidin-1-yl)-ethanone; 1-Acetyl-17-methoxyaspidospermidine, 9ci; Aspidospermidine, 1-acetyl-17-methoxy-; 1-Acetyl-17-methoxyaspidospermidine; (-)-Aspidospermine; aspidospermine; ASPIDO-SPRINE; Aspidospermine



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)

12 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 16 BCL2, BCL2L1, CASP3, CASP7, CASP8, CASP9, CCNA2, CYP1A1, DDIT3, EIF2AK3, ERN1, GPX1, GSTP1, HSPA5, PCBP4, TP53
Peripheral membrane protein 1 CYP1A1
Endoplasmic reticulum membrane 5 BCL2, CYP1A1, EIF2AK3, ERN1, HSPA5
Mitochondrion membrane 1 BCL2L1
Nucleus 16 BCL2, CASP3, CASP7, CASP8, CASP9, CCNA2, DDIT3, EIF2AK3, ERCC4, GSTP1, HSPA5, MLH1, OGG1, PCBP4, RAD21, TP53
cytosol 16 BCL2, BCL2L1, CASP3, CASP7, CASP8, CASP9, CCNA2, DDIT3, EIF2AK3, GPX1, GSTP1, HSPA5, OGG1, PCBP4, RAD21, TP53
centrosome 3 BCL2L1, CCNA2, TP53
nucleoplasm 9 CASP3, CASP7, CASP8, CCNA2, ERCC4, MLH1, OGG1, RAD21, TP53
RNA polymerase II transcription regulator complex 1 DDIT3
Cytoplasmic side 1 BCL2L1
lamellipodium 1 CASP8
cell surface 1 HSPA5
glutamatergic synapse 1 CASP3
mitochondrial inner membrane 2 BCL2L1, CYP1A1
neuronal cell body 1 CASP3
Cytoplasm, cytosol 2 BCL2L1, CASP7
plasma membrane 1 HSPA5
synaptic vesicle membrane 1 BCL2L1
Membrane 6 BCL2, EIF2AK3, HSPA5, MLH1, RAD21, TP53
extracellular exosome 2 GSTP1, HSPA5
endoplasmic reticulum 6 BCL2, BCL2L1, EIF2AK3, ERN1, HSPA5, TP53
extracellular space 2 CASP7, GSTP1
perinuclear region of cytoplasm 1 EIF2AK3
mitochondrion 11 BCL2, BCL2L1, CASP8, CASP9, CYP1A1, ERN1, GPX1, GSTP1, HSPA5, OGG1, TP53
protein-containing complex 6 BCL2, CASP8, CASP9, HSPA5, OGG1, TP53
intracellular membrane-bounded organelle 2 CYP1A1, HSPA5
Microsome membrane 1 CYP1A1
postsynaptic density 1 CASP3
Single-pass type I membrane protein 2 EIF2AK3, ERN1
extracellular region 1 GSTP1
Mitochondrion outer membrane 2 BCL2, BCL2L1
Single-pass membrane protein 2 BCL2, BCL2L1
mitochondrial outer membrane 3 BCL2, BCL2L1, CASP8
Mitochondrion matrix 2 BCL2L1, TP53
mitochondrial matrix 4 BCL2L1, GPX1, OGG1, TP53
transcription regulator complex 2 DDIT3, TP53
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 2 BCL2L1, TP53
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 BCL2L1
Nucleus membrane 2 BCL2, BCL2L1
Bcl-2 family protein complex 2 BCL2, BCL2L1
nuclear membrane 2 BCL2, BCL2L1
nucleolus 1 TP53
midbody 2 HSPA5, RAD21
vesicle 1 GSTP1
Cell projection, lamellipodium 1 CASP8
Mitochondrion inner membrane 1 CYP1A1
pore complex 1 BCL2
Cytoplasm, cytoskeleton 1 TP53
focal adhesion 1 HSPA5
Nucleus, PML body 1 TP53
PML body 1 TP53
nuclear speck 1 OGG1
nuclear inner membrane 1 ERN1
Late endosome 1 DDIT3
chromatin 3 DDIT3, RAD21, TP53
Chromosome 3 ERCC4, MLH1, RAD21
cytoskeleton 1 CASP8
Secreted, extracellular space 1 CASP7
spindle pole 1 RAD21
mismatch repair complex 1 MLH1
chromosome, telomeric region 1 ERCC4
site of double-strand break 1 TP53
Cytoplasm, cytoskeleton, spindle pole 1 RAD21
Chromosome, centromere 1 RAD21
Nucleus, nucleoplasm 1 OGG1
Melanosome 1 HSPA5
Nucleus speckle 1 OGG1
cell body 1 CASP8
germ cell nucleus 1 TP53
replication fork 1 TP53
myelin sheath 1 BCL2
ficolin-1-rich granule lumen 1 GSTP1
secretory granule lumen 1 GSTP1
endoplasmic reticulum lumen 1 HSPA5
nuclear matrix 3 OGG1, RAD21, TP53
transcription repressor complex 1 TP53
male germ cell nucleus 1 MLH1
Nucleus matrix 2 OGG1, RAD21
apoptosome 1 CASP9
condensed nuclear chromosome 1 RAD21
chromosome, centromeric region 1 RAD21
ribonucleoprotein complex 1 PCBP4
endoplasmic reticulum-Golgi intermediate compartment 1 HSPA5
[Isoform 1]: Nucleus 1 TP53
protein-DNA complex 1 DDIT3
synaptonemal complex 1 MLH1
CD95 death-inducing signaling complex 1 CASP8
death-inducing signaling complex 2 CASP3, CASP8
ripoptosome 1 CASP8
female pronucleus 1 CCNA2
male pronucleus 1 CCNA2
[Double-strand-break repair protein rad21 homolog]: Nucleus 1 RAD21
[64-kDa C-terminal product]: Cytoplasm, cytosol 1 RAD21
cohesin complex 1 RAD21
meiotic cohesin complex 1 RAD21
mitotic cohesin complex 1 RAD21
AIP1-IRE1 complex 1 ERN1
Ire1 complex 1 ERN1
IRE1-RACK1-PP2A complex 1 ERN1
IRE1-TRAF2-ASK1 complex 1 ERN1
cyclin-dependent protein kinase holoenzyme complex 1 CCNA2
cyclin A2-CDK1 complex 1 CCNA2
endoplasmic reticulum chaperone complex 1 HSPA5
ERCC4-ERCC1 complex 1 ERCC4
nucleotide-excision repair complex 1 ERCC4
nucleotide-excision repair factor 1 complex 1 ERCC4
TRAF2-GSTP1 complex 1 GSTP1
BAD-BCL-2 complex 1 BCL2
CHOP-C/EBP complex 1 DDIT3
CHOP-ATF3 complex 1 DDIT3
CHOP-ATF4 complex 1 DDIT3
cyclin A2-CDK2 complex 1 CCNA2
chiasma 1 MLH1
late recombination nodule 1 MLH1
MutLalpha complex 1 MLH1
caspase complex 1 CASP9
[Isoform Bcl-X(L)]: Mitochondrion inner membrane 1 BCL2L1


文献列表

  • Wen-Fang Yi, Duo-Zhi Chen, Xiao Ding, Xiao-Nian Li, Shun-Lin Li, Ying-Tong Di, Yu Zhang, Xiao-Jiang Hao. Cytotoxic indole alkaloids from Melodinus khasianus and Melodinus tenuicaudatus. Fitoterapia. 2018 Jul; 128(?):162-168. doi: 10.1016/j.fitote.2018.05.015. [PMID: 29772302]
  • Hamid R Kalhor, Hossein Ashrafian. Identification of an aspidospermine derivative from borage extract as an anti-amyloid compound: A possible link between protein aggregation and antimalarial drugs. Phytochemistry. 2017 Aug; 140(?):134-140. doi: 10.1016/j.phytochem.2017.05.001. [PMID: 28499255]
  • Yan-Hui Fu, Shun-Lin Li, Shi-Fei Li, Hong-Ping He, Ying-Tong Di, Yu Zhang, Xiao-Jiang Hao. Cytotoxic eburnamine-aspidospermine type bisindole alkaloids from Bousigonia mekongensis. Fitoterapia. 2014 Oct; 98(?):45-52. doi: 10.1016/j.fitote.2014.07.008. [PMID: 25038470]
  • Yan-hui Fu, Ying-tong Di, Hong-ping He, Shun-lin Li, Yu Zhang, Xiao-jiang Hao. Angustifonines A and B, cytotoxic bisindole alkaloids from Bousigonia angustifolia. Journal of natural products. 2014 Jan; 77(1):57-62. doi: 10.1021/np4005823. [PMID: 24417634]
  • A C Mitaine-Offer, M Sauvain, A Valentin, J Callapa, M Mallié, M Zèches-Hanrot. Antiplasmodial activity of aspidosperma indole alkaloids. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2002 Mar; 9(2):142-5. doi: 10.1078/0944-7113-00094. [PMID: 11995947]
  • H F Deutsch, M A Evenson, P Drescher, C Sparwasser, P O Madsen. Isolation and biological activity of aspidospermine and quebrachamine from an Aspidosperma tree source. Journal of pharmaceutical and biomedical analysis. 1994 Oct; 12(10):1283-7. doi: 10.1016/0731-7085(94)00066-2. [PMID: 7841224]
  • 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]