CleomiscosinA (BioDeep_00000000926)

   

PANOMIX_OTCML-2023


代谢物信息卡片


9H-pyrano[2,3-f]-1,4-benzodioxin-9-one, 2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-5-methoxy-, (2R,3R)-

化学式: C20H18O8 (386.1002)
中文名称: 黄花菜木脂素A
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=C(C=CC(=C1)C2C(OC3=C4C(=CC(=C3O2)OC)C=CC(=O)O4)CO)O
InChI: InChI=1S/C20H18O8/c1-24-13-7-10(3-5-12(13)22)17-15(9-21)26-20-18-11(4-6-16(23)27-18)8-14(25-2)19(20)28-17/h3-8,15,17,21-22H,9H2,1-2H3/t15-,17-/m1/s1

描述信息

Cleomiscosin A is an organic heterotricyclic compound that is 2,3-dihydro-9H-[1,4]dioxino[2,3-h]chromen-9-one substituted by 4-hydroxy-3-methoxy phenyl group at position 3, a hydroxymethyl group at position 2 and a methoxy group at position 5 (the 2R,3R stereoisomer). It exhibits anti-inflammatory activity. It has a role as a metabolite and an anti-inflammatory agent. It is a delta-lactone, an aromatic ether, an organic heterotricyclic compound, a member of phenols and a primary alcohol.
Cleomiscosin A is a natural product found in Hibiscus syriacus, Artemisia minor, and other organisms with data available.
An organic heterotricyclic compound that is 2,3-dihydro-9H-[1,4]dioxino[2,3-h]chromen-9-one substituted by 4-hydroxy-3-methoxy phenyl group at position 3, a hydroxymethyl group at position 2 and a methoxy group at position 5 (the 2R,3R stereoisomer). It exhibits anti-inflammatory activity.
Cleomiscosin A is a coumarino-lignoid from branch of Macaranga adenantha. Cleomiscosin A is active against TNF-alpha secretion of the mouse peritoneal macrophages[1][2].
Cleomiscosin A is a coumarino-lignoid from branch of Macaranga adenantha. Cleomiscosin A is active against TNF-alpha secretion of the mouse peritoneal macrophages[1][2].

同义名列表

7 个代谢物同义名

9H-pyrano[2,3-f]-1,4-benzodioxin-9-one, 2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-5-methoxy-, (2R,3R)-; (2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-5-methoxy-2,3-dihydro-9H-[1,4]dioxino[2,3-h]chromen-9-one; (2R,3R)-3-(4-hydroxy-3-methoxy-phenyl)-2-(hydroxymethyl)-5-methoxy-2,3-dihydropyrano[2,3-f][1,4]benzodioxin-9-one; Cleomiscosin A; CleomiscosinA; NSC 346197; Cleomiscosin A



数据库引用编号

19 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

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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)

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30 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 7 CASP1, IMPA1, MSMP, PML, PPARG, PTGS2, TLR4
Peripheral membrane protein 2 PML, PTGS2
Endosome membrane 1 TLR4
Endoplasmic reticulum membrane 2 PML, PTGS2
Nucleus 2 PML, PPARG
cytosol 5 CASP1, CLC, IMPA1, PML, PPARG
nucleoplasm 2 PML, PPARG
RNA polymerase II transcription regulator complex 1 PPARG
Cell membrane 4 CASP1, KCNH2, TLR4, TNF
Cytoplasmic side 1 PML
Cytoplasmic granule 1 CLC
Early endosome membrane 1 PML
Multi-pass membrane protein 1 KCNH2
cell surface 3 KCNH2, TLR4, TNF
neuronal cell body 1 TNF
Cytoplasm, cytosol 1 CLC
plasma membrane 4 CASP1, KCNH2, TLR4, TNF
Membrane 2 KCNH2, TLR4
caveola 1 PTGS2
endoplasmic reticulum 1 PTGS2
extracellular space 5 C1S, CLC, IL4, MSMP, TNF
perinuclear region of cytoplasm 3 KCNH2, PPARG, TLR4
protein-containing complex 2 CASP1, PTGS2
intracellular membrane-bounded organelle 1 PPARG
Microsome membrane 1 PTGS2
Single-pass type I membrane protein 1 TLR4
Secreted 3 CLC, IL4, MSMP
extracellular region 5 C1S, CLC, DNAH9, IL4, TNF
motile cilium 1 DNAH9
nuclear membrane 1 PML
external side of plasma membrane 2 TLR4, TNF
nucleolus 2 CASP1, PML
Early endosome 1 TLR4
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 1 TNF
microtubule 2 CASP1, DNAH9
Nucleus, PML body 1 PML
PML body 1 PML
collagen-containing extracellular matrix 1 CLC
axoneme 1 DNAH9
NLRP3 inflammasome complex 1 CASP1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 2 PPARG, TLR4
neuron projection 1 PTGS2
chromatin 1 PPARG
phagocytic cup 2 TLR4, TNF
chromosome, telomeric region 1 PML
blood microparticle 1 C1S
Cytoplasm, cytoskeleton, cilium axoneme 1 DNAH9
monoatomic ion channel complex 1 KCNH2
inward rectifier potassium channel complex 1 KCNH2
voltage-gated potassium channel complex 1 KCNH2
lipopolysaccharide receptor complex 1 TLR4
endoplasmic reticulum lumen 1 PTGS2
nuclear matrix 1 PML
9+2 motile cilium 1 DNAH9
dynein complex 1 DNAH9
AIM2 inflammasome complex 1 CASP1
canonical inflammasome complex 1 CASP1
CRLF-CLCF1 complex 1 CLC
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
CNTFR-CLCF1 complex 1 CLC
IPAF inflammasome complex 1 CASP1
NLRP1 inflammasome complex 1 CASP1
protease inhibitor complex 1 CASP1
outer dynein arm 1 DNAH9
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
distal portion of axoneme 1 DNAH9


文献列表

  • Santhosh S Kumar, Kirti Hira, Sajeli Begum Ahil, Onkar P Kulkarni, Hiroshi Araya, Yoshinori Fujimoto. New synthetic coumarinolignans as attenuators of pro-inflammatory cytokines in LPS-induced sepsis and carrageenan-induced paw oedema models. Inflammopharmacology. 2020 Oct; 28(5):1365-1373. doi: 10.1007/s10787-020-00710-w. [PMID: 32356087]
  • Sajeli Begum, Bhagawati Saxena, Madhur Goyal, Rakesh Ranjan, Vijaya B Joshi, Ch V Rao, Sairam Krishnamurthy, Mahendra Sahai. Study of anti-inflammatory, analgesic and antipyretic activities of seeds of Hyoscyamus niger and isolation of a new coumarinolignan. Fitoterapia. 2010 Apr; 81(3):178-84. doi: 10.1016/j.fitote.2009.08.024. [PMID: 19720117]
  • Nisar Ahmad, Fozia Zeb, Ijaz Ahmad, Fanghai Wang. Repenins A-D, four new antioxidative coumarinolignoids from Duranta repens Linn. Bioorganic & medicinal chemistry letters. 2009 Jul; 19(13):3521-4. doi: 10.1016/j.bmcl.2009.05.006. [PMID: 19464173]
  • Sunil K Chattopadhyay, Satyanshu Kumar, Sarita Tripathi, Ranjeet Kaur, Sudeep Tandon, Shailendra Rane. High-performance liquid chromatography and LC-ESI-MS method for the identification and quantification of two biologically active isomeric coumarinolignoids cleomiscosin A and cleomiscosin B in different extracts of Cleome viscosa. Biomedical chromatography : BMC. 2008 Dec; 22(12):1325-45. doi: 10.1002/bmc.1062. [PMID: 18651599]
  • Sunil K Chattopadhyay, Satyanshu Kumar, Sarita Tripathi, Anil K Gupta. High-performance liquid chromatographic method for identification and quantification of two isomeric coumarinolignoids-cleomiscosin A and cleomiscosin B-in extracts of Cleome viscosa. Biomedical chromatography : BMC. 2007 Nov; 21(11):1214-20. doi: 10.1002/bmc.879. [PMID: 17604358]
  • Ming Ma, Xiao-ya Shang, Su-juan Wang, Shuai Li, Yong-chun Yang, Jian-gong Shi. [Chemical constituents from branch of Macaranga adenantha and their TNF-alpha inhibitory activity]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Jun; 32(12):1175-9. doi: . [PMID: 17802880]
  • Shu-Min Yang, Xi-Kui Liu, Chen Qing, Da-Gang Wu, Da-Yuan Zhu. Chemical constituents from the roots of Homonoia riparia. Yao xue xue bao = Acta pharmaceutica Sinica. 2007 Mar; 42(3):292-6. doi: . [PMID: 17520829]
  • WenYi Jin, Phuong Thien Thuong, Nguyen Duy Su, Byung Sun Min, Kun Ho Son, Hyeun Wook Chang, Hyun Pyo Kim, Sam Sik Kang, Dai Eun Sok, KiHwan Bae. Antioxidant activity of cleomiscosins A and C isolated from Acer okamotoanum. Archives of pharmacal research. 2007 Mar; 30(3):275-81. doi: 10.1007/bf02977606. [PMID: 17424931]
  • Pei-Lin Wu, Tian-Shung Wu, Cai-Xia He, Chia-Hao Su, Kuo-Hsiung Lee. Constituents from the stems of Hibiscus taiwanensis. Chemical & pharmaceutical bulletin. 2005 Jan; 53(1):56-9. doi: 10.1248/cpb.53.56. [PMID: 15635230]
  • B S Yun, I K Lee, I J Ryoo, I D Yoo. Coumarins with monoamine oxidase inhibitory activity and antioxidative coumarino-lignans from Hibiscus syriacus. Journal of natural products. 2001 Sep; 64(9):1238-40. doi: 10.1021/np0100946. [PMID: 11575966]
  • Q Y Zhang, Y Y Zhao, X H Liu, N X Zhang, Y X Cui, T M Cheng. [Studies on chemical constituents of Stelmatocrypton khasianum (Benth.) H. Bail]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2000 Feb; 25(2):101-3. doi: ". [PMID: 12212068]
  • K H Lee, N Hayashi, M Okano, H Nozaki, M Ju-Ichi. Antitumor agents, 65. Brusatol and cleomiscosin-A, antileukemic principles from Brucea javanica. Journal of natural products. 1984 May; 47(3):550-1. doi: 10.1021/np50033a030. [PMID: 6481366]
  • M Arisawa, S S Handa, D D McPherson, D C Lankin, G A Cordell, H H Fong, N R Farnsworth. Plant anticancer agents XXIX. Cleomiscosin A from Simaba multiflora, Soulamea soulameoides, and Matayba arborescens. Journal of natural products. 1984 Mar; 47(2):300-7. doi: 10.1021/np50032a011. [PMID: 6736970]
  • S S Handa, A D Kinghorn, G A Cordell, N R Farnsworth. Plant anticancer agents XXV. Constituents of Soulamea soulameoides. Journal of natural products. 1983 May; 46(3):359-64. doi: 10.1021/np50027a011. [PMID: 6619884]