Obtusifolin (BioDeep_00000000482)

 

Secondary id: BioDeep_00000285929

human metabolite PANOMIX_OTCML-2023 blood metabolite natural product


代谢物信息卡片


2,8-DIHYDROXY-1-METHOXY-3-METHYL-9,10-DIHYDROANTHRACENE-9,10-DIONE

化学式: C16H12O5 (284.0685)
中文名称: 决明蒽醌, 美决明子素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 100%

分子结构信息

SMILES: CC1=CC2=C(C(=C1O)OC)C(=O)C3=C(C2=O)C=CC=C3O
InChI: InChI=1S/C16H12O5/c1-7-6-9-12(16(21-2)13(7)18)15(20)11-8(14(9)19)4-3-5-10(11)17/h3-6,17-18H,1-2H3

描述信息

Obtusifolin is a dihydroxyanthraquinone.
Obtusifolin is a natural product found in Senna obtusifolia and Senna tora with data available.
Obtusifolin, isolated from the seeds of Cassia obtusifolia, regulates the gene expression and production of MUC5AC mucin in airway epithelial cells via inhibiting NF-kB pathway[1]. Obtusifolin suppresses phthalate esters-induced breast cancer bone metastasis by targeting parathyroid hormone-related protein[2].
Obtusifolin, isolated from the seeds of Cassia obtusifolia, regulates the gene expression and production of MUC5AC mucin in airway epithelial cells via inhibiting NF-kB pathway[1]. Obtusifolin suppresses phthalate esters-induced breast cancer bone metastasis by targeting parathyroid hormone-related protein[2].

同义名列表

9 个代谢物同义名

2,8-DIHYDROXY-1-METHOXY-3-METHYL-9,10-DIHYDROANTHRACENE-9,10-DIONE; 9,10-Anthracenedione, 2,8-dihydroxy-1-methoxy-3-methyl-; 2,8-dihydroxy-1-methoxy-3-methylanthracene-9,10-dione; 2,8-Dihydroxy-1-methoxy-3-methyl-9,10-anthracenedione; Anthraquinone, 2,8-dihydroxy-1-methoxy-3-methyl-; 2,8-Dihydroxy-1-methoxy-3-methylanthraquinone; Obtusifolin (anthraquinone); Obtusifolin; Obtusifolin



数据库引用编号

15 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 8 ANG, ANXA5, CAT, CCND1, MSMP, PTGS2, TP53, VEGFA
Peripheral membrane protein 5 ACHE, ANXA5, CYP1B1, GORASP1, PTGS2
Endosome membrane 1 BACE1
Endoplasmic reticulum membrane 2 CYP1B1, PTGS2
Nucleus 5 ACHE, ANG, CCND1, TP53, VEGFA
cytosol 6 ANG, ANXA5, CAT, CCND1, GPT, TP53
dendrite 1 BACE1
trans-Golgi network 1 BACE1
centrosome 2 CCND1, TP53
nucleoplasm 2 CCND1, TP53
Cell membrane 3 ACHE, BACE1, TNF
Cytoplasmic side 1 GORASP1
Cell projection, axon 1 BACE1
Golgi apparatus membrane 1 GORASP1
Synapse 1 ACHE
cell surface 4 ACHE, BACE1, TNF, VEGFA
Golgi apparatus 4 ACHE, BACE1, GORASP1, VEGFA
Golgi membrane 2 GORASP1, INS
growth cone 1 ANG
lysosomal membrane 1 GAA
neuromuscular junction 1 ACHE
neuronal cell body 3 ANG, BACE1, TNF
sarcolemma 1 ANXA5
synaptic vesicle 1 BACE1
Lysosome 2 BACE1, GAA
endosome 1 BACE1
plasma membrane 5 ACHE, BACE1, BCHE, GAA, TNF
Membrane 8 ACHE, ANXA5, BACE1, CAT, CYP1B1, GAA, TP53, VEGFA
axon 1 BACE1
caveola 1 PTGS2
extracellular exosome 4 ANXA5, CAT, GAA, GPT
Lysosome membrane 1 GAA
endoplasmic reticulum 4 BACE1, PTGS2, TP53, VEGFA
extracellular space 9 ACHE, ANG, BCHE, CXCL8, IL6, INS, MSMP, TNF, VEGFA
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 1 ACHE
adherens junction 1 VEGFA
bicellular tight junction 1 CCND1
mitochondrion 3 CAT, CYP1B1, TP53
protein-containing complex 3 CAT, PTGS2, TP53
intracellular membrane-bounded organelle 3 CAT, CYP1B1, GAA
Microsome membrane 2 CYP1B1, PTGS2
Single-pass type I membrane protein 1 BACE1
Secreted 9 ACHE, ANG, BCHE, CXCL8, GAA, IL6, INS, MSMP, VEGFA
extracellular region 11 ACHE, ANG, ANXA5, BCHE, CAT, CXCL8, GAA, IL6, INS, TNF, VEGFA
hippocampal mossy fiber to CA3 synapse 1 BACE1
Mitochondrion matrix 1 TP53
mitochondrial matrix 2 CAT, TP53
Extracellular side 1 ACHE
transcription regulator complex 1 TP53
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 TP53
Nucleus membrane 1 CCND1
nuclear membrane 1 CCND1
external side of plasma membrane 2 ANXA5, TNF
Secreted, extracellular space, extracellular matrix 1 VEGFA
multivesicular body 1 BACE1
actin cytoskeleton 1 ANG
nucleolus 2 ANG, TP53
Early endosome 1 BACE1
recycling endosome 2 BACE1, TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 2 BACE1, TNF
Cytoplasm, cytoskeleton 1 TP53
focal adhesion 2 ANXA5, CAT
cis-Golgi network 1 GORASP1
extracellular matrix 1 VEGFA
Peroxisome 1 CAT
basement membrane 2 ACHE, ANG
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Nucleus, PML body 1 TP53
PML body 1 TP53
collagen-containing extracellular matrix 1 ANXA5
secretory granule 1 VEGFA
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Late endosome 1 BACE1
Zymogen granule membrane 1 ANXA5
neuron projection 1 PTGS2
chromatin 1 TP53
phagocytic cup 1 TNF
Chromosome 1 ANG
Golgi apparatus, trans-Golgi network 1 BACE1
Nucleus, nucleolus 1 ANG
blood microparticle 1 BCHE
Lipid-anchor, GPI-anchor 1 ACHE
site of double-strand break 1 TP53
Endomembrane system 1 BACE1
endosome lumen 1 INS
Cytoplasmic vesicle membrane 1 BACE1
Cell projection, dendrite 1 BACE1
tertiary granule membrane 1 GAA
Cytoplasm, Stress granule 1 ANG
cytoplasmic stress granule 1 ANG
side of membrane 1 ACHE
germ cell nucleus 1 TP53
replication fork 1 TP53
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 5 BACE1, BCHE, IL6, INS, PTGS2
nuclear matrix 1 TP53
transcription repressor complex 2 CCND1, TP53
platelet alpha granule lumen 1 VEGFA
endocytic vesicle 1 ANG
transport vesicle 1 INS
azurophil granule membrane 1 GAA
Endoplasmic reticulum-Golgi intermediate compartment membrane 2 GORASP1, INS
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
nuclear envelope lumen 1 BCHE
vesicle membrane 1 ANXA5
[Isoform 1]: Nucleus 1 TP53
synaptic cleft 1 ACHE
ficolin-1-rich granule membrane 1 GAA
cyclin-dependent protein kinase holoenzyme complex 1 CCND1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
angiogenin-PRI complex 1 ANG
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
endothelial microparticle 1 ANXA5
autolysosome lumen 1 GAA
cyclin D1-CDK4 complex 1 CCND1
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
[Isoform H]: Cell membrane 1 ACHE
cyclin D1-CDK6 complex 1 CCND1
Golgi-associated vesicle lumen 1 BACE1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Zhu Huang, Qiao Sun, Wenwen Hao, Junyu Zhao. Pharmacokinetics and tissue distribution study of obtusifolin in rats by liquid chromatography-tandem mass spectrometry. Biomedical chromatography : BMC. 2021 Mar; 35(3):e5009. doi: 10.1002/bmc.5009. [PMID: 33119923]
  • Xu Pang, Li-Ming Wang, You-Cai Zhang, Li-Ping Kang, He-Shui Yu, Guan-Wei Fan, Li-Feng Han. New anthraquinone and eurotinone analogue from the seeds of Senna obtusifolia and their inhibitory effects on human organic anion transporters 1 and 3. Natural product research. 2019 Dec; 33(23):3409-3416. doi: 10.1080/14786419.2018.1480621. [PMID: 29863900]
  • Ki Sun Kwon, Ju Hee Lee, Kyung Su So, Byung Kyu Park, Hyun Lim, Jae Sue Choi, Hyun Pyo Kim. Aurantio-obtusin, an anthraquinone from cassiae semen, ameliorates lung inflammatory responses. Phytotherapy research : PTR. 2018 Aug; 32(8):1537-1545. doi: 10.1002/ptr.6082. [PMID: 29675883]
  • Xue Wang, Lifeng Han, Gentao Li, Wei Peng, Xiumei Gao, Curtis D Klaassen, Guanwei Fan, Youcai Zhang. From the Cover: Identification of Natural Products as Inhibitors of Human Organic Anion Transporters (OAT1 and OAT3) and Their Protective Effect on Mercury-Induced Toxicity. Toxicological sciences : an official journal of the Society of Toxicology. 2018 02; 161(2):321-334. doi: 10.1093/toxsci/kfx216. [PMID: 29045746]
  • Si-Yi Zhuang, Miao-Li Wu, Peng-Jv Wei, Zhi-Ping Cao, Peng Xiao, Chu-Hua Li. Changes in Plasma Lipid Levels and Antioxidant Activities in Rats after Supplementation of Obtusifolin. Planta medica. 2016 Apr; 82(6):539-43. doi: 10.1055/s-0042-102458. [PMID: 27002399]
  • Yu Tang, Zhiying Zhong. Obtusifolin treatment improves hyperlipidemia and hyperglycemia: possible mechanism involving oxidative stress. Cell biochemistry and biophysics. 2014 Dec; 70(3):1751-7. doi: 10.1007/s12013-014-0124-0. [PMID: 25015065]
  • Lijia Xu, Chi-On Chan, Ching-Ching Lau, Zhiling Yu, Daniel K W Mok, Sibao Chen. Simultaneous determination of eight anthraquinones in Semen Cassiae by HPLC-DAD. Phytochemical analysis : PCA. 2012 Mar; 23(2):110-6. doi: 10.1002/pca.1331. [PMID: 21618311]
  • Zhi-Xiong Zhang, Yong-Feng Liang. [Study on chemical constituents from the root of Hemerocallis citrina]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2011 Sep; 34(9):1371-3. doi: . [PMID: 22260003]
  • Dong Hyun Kim, Sook Kyung Hyun, Byung Hoon Yoon, Ji-Hyung Seo, Kyung-Tae Lee, Jae Hoon Cheong, Seo Yun Jung, Changbae Jin, Jae Sue Choi, Jong Hoon Ryu. Gluco-obtusifolin and its aglycon, obtusifolin, attenuate scopolamine-induced memory impairment. Journal of pharmacological sciences. 2009 Oct; 111(2):110-6. doi: 10.1254/jphs.08286fp. [PMID: 19834282]
  • H S Yun-Choi, J H Kim, M Takido. Potential inhibitors of platelet aggregation from plant sources, V. Anthraquinones from seeds of Cassia obtusifolia and related compounds. Journal of natural products. 1990 May; 53(3):630-3. doi: 10.1021/np50069a014. [PMID: 2213033]