Eurycomalactone (BioDeep_00000000432)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(1S,2R,5S,9S,10S,11R,12R,13R,16R)-9,12-dihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.02,11.05,10]hexadec-6-ene-3,8,15-trione

化学式: C19H24O6 (348.1573)
中文名称: 东革内酯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 86.36%

分子结构信息

SMILES: C1(=O)C=C([C@H]2[C@]([C@@H]1O)([C@@H]1[C@](C(=O)C2)([C@@H]2[C@H]([C@H]([C@@H]1O)OC2=O)C)C)C)C
InChI: InChI=1S/C19H24O6/c1-7-5-10(20)16(23)18(3)9(7)6-11(21)19(4)12-8(2)14(25-17(12)24)13(22)15(18)19/h5,8-9,12-16,22-23H,6H2,1-4H3/t8-,9+,12-,13+,14-,15-,16-,18+,19+/m1/s1

描述信息

Eurycomalactone is a steroid lactone.
Eurycomalactone is a natural product found in Eurycoma longifolia with data available.
Eurycomalactone is an active quassinoid could be isolated from Eurycoma longifolia Jack. Eurycomalactone is a potent NF-κB inhibitor with an IC50 value of 0.5 μM. Eurycomalactone inhibits protein synthesis and depletes cyclin D1. Eurycomalactone enhances radiosensitivity through arrest cell cycle at G2/M phase and delayed DNA double-strand break repair. Eurycomalactone inhibits the activation of AKT/NF-κB signaling, induces apoptosis and enhances chemosensitivity to Cisplatin (HY-17394)[1][2][3].

同义名列表

5 个代谢物同义名

(1S,2R,5S,9S,10S,11R,12R,13R,16R)-9,12-dihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.02,11.05,10]hexadec-6-ene-3,8,15-trione; 1H-Phenanthro(10,1-bc)furan-4,6,9(2H,5aH,6aH)-trione, 3,3a,10,10a,10b,10c-hexahydro-2,10-dihydroxy-3,7,10a,10c-tetramethyl-; EURYCOMALACTONE(P); Eurycomalactone; Eurycomalactone



数据库引用编号

17 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)

21 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 9 BCL2L1, BIRC5, CCNB1, CCND1, CDK1, CDK2, DHFR, ROCK2, TP53BP1
Peripheral membrane protein 2 GORASP1, ROCK2
Endoplasmic reticulum membrane 1 CDK1
Mitochondrion membrane 1 BCL2L1
Nucleus 8 BIRC5, CCNB1, CCND1, CDK1, CDK2, KDM4D, ROCK2, TP53BP1
cytosol 8 BCL2L1, BIRC5, CCNB1, CCND1, CDK1, CDK2, DHFR, ROCK2
nuclear body 1 TP53BP1
centrosome 6 BCL2L1, CCNB1, CCND1, CDK1, CDK2, ROCK2
nucleoplasm 7 BIRC5, CCNB1, CCND1, CDK1, CDK2, KDM4D, TP53BP1
Cell membrane 3 ROCK2, SELE, TNF
Cytoplasmic side 2 BCL2L1, GORASP1
Golgi apparatus membrane 1 GORASP1
cell surface 1 TNF
Golgi apparatus 1 GORASP1
Golgi membrane 1 GORASP1
mitochondrial inner membrane 1 BCL2L1
neuronal cell body 1 TNF
Cytoplasm, cytosol 1 BCL2L1
endosome 1 CDK2
plasma membrane 3 ROCK2, SELE, TNF
synaptic vesicle membrane 1 BCL2L1
Membrane 2 CCNB1, CDK1
caveola 1 SELE
extracellular exosome 2 CDK1, SHBG
endoplasmic reticulum 1 BCL2L1
extracellular space 2 SELE, TNF
perinuclear region of cytoplasm 1 SELE
bicellular tight junction 1 CCND1
mitochondrion 3 BCL2L1, CDK1, DHFR
protein-containing complex 1 BIRC5
pericentric heterochromatin 1 KDM4D
Single-pass type I membrane protein 1 SELE
Secreted 1 SHBG
extracellular region 2 SHBG, TNF
Mitochondrion outer membrane 1 BCL2L1
Single-pass membrane protein 1 BCL2L1
mitochondrial outer membrane 1 BCL2L1
Mitochondrion matrix 1 BCL2L1
mitochondrial matrix 3 BCL2L1, CCNB1, CDK1
transcription regulator complex 1 CDK2
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 4 BCL2L1, CDK1, CDK2, ROCK2
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 BCL2L1
Nucleus membrane 2 BCL2L1, CCND1
Bcl-2 family protein complex 1 BCL2L1
nuclear membrane 2 BCL2L1, CCND1
external side of plasma membrane 2 SELE, TNF
microtubule cytoskeleton 1 BIRC5
midbody 2 BIRC5, CDK1
clathrin-coated pit 1 SELE
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 2 SELE, TNF
Cytoplasm, cytoskeleton, spindle 1 BIRC5
microtubule 1 BIRC5
spindle 1 BIRC5
cis-Golgi network 1 GORASP1
interphase microtubule organizing center 1 BIRC5
chromatin 1 KDM4D
phagocytic cup 1 TNF
mitotic spindle 1 CDK1
Chromosome 2 BIRC5, TP53BP1
cytoskeleton 1 ROCK2
centriole 1 BIRC5
cytoplasmic ribonucleoprotein granule 1 ROCK2
spindle pole 1 CCNB1
chromosome, telomeric region 3 CDK1, CDK2, TP53BP1
nuclear chromosome 1 BIRC5
blood microparticle 1 KDM4D
site of double-strand break 2 KDM4D, TP53BP1
nuclear envelope 1 CDK2
Endomembrane system 1 ROCK2
Chromosome, centromere 1 BIRC5
Chromosome, centromere, kinetochore 2 BIRC5, TP53BP1
replication fork 1 TP53BP1
transcription repressor complex 1 CCND1
male germ cell nucleus 1 CDK2
kinetochore 2 BIRC5, TP53BP1
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 GORASP1
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
chromosome, centromeric region 1 BIRC5
outer kinetochore 1 CCNB1
chromosome passenger complex 1 BIRC5
Cajal body 1 CDK2
cytoplasmic microtubule 1 BIRC5
spindle microtubule 2 BIRC5, CDK1
survivin complex 1 BIRC5
condensed chromosome 1 CDK2
DNA repair complex 1 TP53BP1
Nucleus, Cajal body 1 CDK2
X chromosome 1 CDK2
Y chromosome 1 CDK2
cyclin-dependent protein kinase holoenzyme complex 3 CCND1, CDK1, CDK2
cyclin E1-CDK2 complex 1 CDK2
cyclin E2-CDK2 complex 1 CDK2
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
cortical cytoskeleton 1 SELE
cyclin A1-CDK1 complex 1 CDK1
cyclin A2-CDK1 complex 1 CDK1
cyclin B1-CDK1 complex 2 CCNB1, CDK1
cyclin D1-CDK4 complex 1 CCND1
cyclin A2-CDK2 complex 1 CDK2
cyclin D1-CDK6 complex 1 CCND1
cyclin A1-CDK2 complex 1 CDK2
[Isoform Bcl-X(L)]: Mitochondrion inner membrane 1 BCL2L1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Clemens Malainer, Daniel Schachner, Enrico Sangiovanni, Atanas G Atanasov, Stefan Schwaiger, Hermann Stuppner, Elke H Heiss, Verena M Dirsch. Eurycomalactone Inhibits Expression of Endothelial Adhesion Molecules at a Post-Transcriptional Level. Journal of natural products. 2017 12; 80(12):3186-3193. doi: 10.1021/acs.jnatprod.7b00503. [PMID: 29148754]
  • SeonJu Park, Nguyen Xuan Nhiem, Phan Van Kiem, Chau Van Minh, Bui Huu Tai, Nanyoung Kim, Hye Hyun Yoo, Jae-Hyoung Song, Hyun-Jeong Ko, Seung Hyun Kim. Five new quassinoids and cytotoxic constituents from the roots of Eurycoma longifolia. Bioorganic & medicinal chemistry letters. 2014 Aug; 24(16):3835-40. doi: 10.1016/j.bmcl.2014.06.058. [PMID: 25066952]
  • Thi Van Anh Tran, Clemens Malainer, Stefan Schwaiger, Atanas G Atanasov, Elke H Heiss, Verena M Dirsch, Hermann Stuppner. NF-κB inhibitors from Eurycoma longifolia. Journal of natural products. 2014 Mar; 77(3):483-8. doi: 10.1021/np400701k. [PMID: 24467387]
  • Katsunori Miyake, Yasuhiro Tezuka, Suresh Awale, Feng Li, Shigetoshi Kadota. Quassinoids from Eurycoma longifolia. Journal of natural products. 2009 Dec; 72(12):2135-40. doi: 10.1021/np900486f. [PMID: 19919052]