Kurarinol (BioDeep_00000000673)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(2S)-2-(2,4-dihydroxyphenyl)-7-hydroxy-8-[(2R)-5-hydroxy-5-methyl-2-(prop-1-en-2-yl)hexyl]-5-methoxy-2,3-dihydro-4H-1-benzopyran-4-one

化学式: C26H32O7 (456.2148)
中文名称: 苦参醇
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 51.8%

分子结构信息

SMILES: C=C(C)C(CCC(C)(C)O)Cc1c(O)cc(OC)c2c1OC(c1ccc(O)cc1O)CC2=O
InChI: InChI=1S/C26H32O7/c1-14(2)15(8-9-26(3,4)31)10-18-20(29)12-23(32-5)24-21(30)13-22(33-25(18)24)17-7-6-16(27)11-19(17)28/h6-7,11-12,15,22,27-29,31H,1,8-10,13H2,2-5H3/t15-,22+/m1/s1

描述信息

Kurarinol is a trihydroxyflavanone that is (2S)-flavanone substituted by hydroxy groups at positions 7, 2 and 4 , a methoxy group at position 5 and a (2S)-5-hydroxy-5-methyl-2-(prop-1-en-2-yl)hexyl group at position 8 respectively. It has a role as an anti-inflammatory agent, an antioxidant and a plant metabolite. It is a trihydroxyflavanone, a monomethoxyflavanone and a member of 4-hydroxyflavanones. It is functionally related to a (2S)-flavanone.
Kurarinol is a natural product found in Albizia julibrissin and Sophora flavescens with data available.
A trihydroxyflavanone that is (2S)-flavanone substituted by hydroxy groups at positions 7, 2 and 4 , a methoxy group at position 5 and a (2S)-5-hydroxy-5-methyl-2-(prop-1-en-2-yl)hexyl group at position 8 respectively.

同义名列表

5 个代谢物同义名

(2S)-2-(2,4-dihydroxyphenyl)-7-hydroxy-8-[(2R)-5-hydroxy-5-methyl-2-(prop-1-en-2-yl)hexyl]-5-methoxy-2,3-dihydro-4H-1-benzopyran-4-one; (2S)-2-(2,4-Dihydroxyphenyl)-7-hydroxy-8-[(2R)-5-hydroxy-5-methyl-2-prop-1-en-2-ylhexyl]-5-methoxy-2,3-dihydrochromen-4-one; (S)-2-(2,4-Dihydroxyphenyl)-7-hydroxy-8-((R)-5-hydroxy-5-methyl-2-(prop-1-en-2-yl)hexyl)-5-methoxychroman-4-one; Kurarinol; CHEMBL439760



数据库引用编号

14 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)

32 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 APOB, PTGS2, RB1, SRARP, STAT3, TLR2, TYR
Peripheral membrane protein 2 GORASP1, PTGS2
Endosome membrane 1 APOB
Endoplasmic reticulum membrane 4 APOB, CD4, HMOX1, PTGS2
Nucleus 5 GABPA, HMOX1, RB1, SRARP, STAT3
cytosol 4 APOB, HMOX1, RB1, STAT3
nucleoplasm 4 GABPA, HMOX1, RB1, STAT3
RNA polymerase II transcription regulator complex 1 STAT3
Cell membrane 2 CD4, PDCD1
Cytoplasmic side 2 GORASP1, HMOX1
Golgi apparatus membrane 1 GORASP1
cell surface 1 TLR2
Golgi apparatus 2 GORASP1, TLR2
Golgi membrane 1 GORASP1
lysosomal membrane 1 GAA
neuronal cell body 1 APOB
smooth endoplasmic reticulum 1 APOB
Lysosome 2 GAA, TYR
plasma membrane 6 APOB, CD4, GAA, PDCD1, STAT3, TLR2
Membrane 4 GAA, HMOX1, PDCD1, TLR2
caveola 1 PTGS2
extracellular exosome 3 APOB, GAA, SOD2
Lysosome membrane 1 GAA
endoplasmic reticulum 2 HMOX1, PTGS2
extracellular space 3 APOB, HMOX1, IL6
lysosomal lumen 2 APOB, GAA
perinuclear region of cytoplasm 2 HMOX1, TYR
mitochondrion 1 SOD2
protein-containing complex 1 PTGS2
intracellular membrane-bounded organelle 3 APOB, GAA, TYR
Microsome membrane 1 PTGS2
Single-pass type I membrane protein 3 CD4, TLR2, TYR
Secreted 3 APOB, GAA, IL6
extracellular region 3 APOB, GAA, IL6
mitochondrial outer membrane 1 HMOX1
Mitochondrion matrix 1 SOD2
mitochondrial matrix 1 SOD2
transcription regulator complex 1 STAT3
external side of plasma membrane 2 CD4, PDCD1
chylomicron 1 APOB
low-density lipoprotein particle 1 APOB
very-low-density lipoprotein particle 1 APOB
Melanosome membrane 1 TYR
Early endosome 2 APOB, CD4
Golgi-associated vesicle 1 TYR
Membrane raft 2 CD4, TLR2
spindle 1 RB1
cis-Golgi network 1 GORASP1
mitochondrial nucleoid 1 SOD2
PML body 1 RB1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 1 TLR2
neuron projection 1 PTGS2
chromatin 3 GABPA, RB1, STAT3
Cytoplasmic vesicle, phagosome membrane 1 TLR2
cell projection 1 TLR2
phagocytic vesicle membrane 1 TLR2
endosome lumen 1 APOB
Lipid droplet 1 APOB
tertiary granule membrane 1 GAA
Melanosome 1 TYR
cell body 1 TLR2
secretory granule membrane 1 TLR2
endoplasmic reticulum lumen 4 APOB, CD4, IL6, PTGS2
azurophil granule membrane 1 GAA
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 GORASP1
endoplasmic reticulum exit site 1 APOB
SWI/SNF complex 1 RB1
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
Single-pass type IV membrane protein 1 HMOX1
clathrin-coated endocytic vesicle membrane 2 APOB, CD4
ficolin-1-rich granule membrane 1 GAA
Toll-like receptor 1-Toll-like receptor 2 protein complex 1 TLR2
Toll-like receptor 2-Toll-like receptor 6 protein complex 1 TLR2
endocytic vesicle lumen 1 APOB
T cell receptor complex 1 CD4
chylomicron remnant 1 APOB
intermediate-density lipoprotein particle 1 APOB
mature chylomicron 1 APOB
interleukin-6 receptor complex 1 IL6
chromatin lock complex 1 RB1
Rb-E2F complex 1 RB1
autolysosome lumen 1 GAA


文献列表

  • Ryuichiro Suzuki, Hisahiro Kai, Yoshihiro Uesawa, Koji Matsuno, Yoshihito Okada, Yoshiaki Shirataki. Electron Ionization Mass Spectrometry-based Metabolomics Studies of Sophoraflavescens can Identify the Geographical Origin of Root Samples. Natural product communications. 2016 Jan; 11(1):73-5. doi: . [PMID: 26996023]
  • Stella Cascioferro, Demetrio Raffa, Benedetta Maggio, Maria Valeria Raimondi, Domenico Schillaci, Giuseppe Daidone. Sortase A Inhibitors: Recent Advances and Future Perspectives. Journal of medicinal chemistry. 2015 Dec; 58(23):9108-23. doi: 10.1021/acs.jmedchem.5b00779. [PMID: 26280844]
  • Guangwen Shu, Jing Yang, Wenhao Zhao, Chan Xu, Zongguo Hong, Zhinan Mei, Xinzhou Yang. Kurarinol induces hepatocellular carcinoma cell apoptosis through suppressing cellular signal transducer and activator of transcription 3 signaling. Toxicology and applied pharmacology. 2014 Dec; 281(2):157-65. doi: 10.1016/j.taap.2014.06.021. [PMID: 24997323]
  • Ikhoon Oh, Woo-Young Yang, Soon-Chun Chung, Tae-Yoon Kim, Ki-Bong Oh, Jongheon Shin. In vitro sortase A inhibitory and antimicrobial activity of flavonoids isolated from the roots of Sophora flavescens. Archives of pharmacal research. 2011 Feb; 34(2):217-22. doi: 10.1007/s12272-011-0206-0. [PMID: 21380804]
  • Y B Ryu, I M Westwood, N S Kang, H Y Kim, J H Kim, Y H Moon, K H Park. Kurarinol, tyrosinase inhibitor isolated from the root of Sophora flavescens. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2008 Aug; 15(8):612-8. doi: 10.1016/j.phymed.2007.09.022. [PMID: 17951038]
  • Eun Mi Hwang, Young Bae Ryu, Hoi Young Kim, Dong-Gyu Kim, Seong-Geun Hong, Jin Hwan Lee, Marcus J Curtis-Long, Seong Hun Jeong, Jae-Yong Park, Ki Hun Park. BACE1 inhibitory effects of lavandulyl flavanones from Sophora flavescens. Bioorganic & medicinal chemistry. 2008 Jul; 16(14):6669-74. doi: 10.1016/j.bmc.2008.05.080. [PMID: 18565755]
  • Sook Kyung Hyun, Won-Hee Lee, Da Mi Jeong, Youngsoo Kim, Jae Sue Choi. Inhibitory effects of kurarinol, kuraridinol, and trifolirhizin from Sophora flavescens on tyrosinase and melanin synthesis. Biological & pharmaceutical bulletin. 2008 Jan; 31(1):154-8. doi: 10.1248/bpb.31.154. [PMID: 18175961]
  • E R Woo, J H Kwak, H J Kim, H Park. A new prenylated flavonol from the roots of Sophora flavescens. Journal of natural products. 1998 Dec; 61(12):1552-4. doi: 10.1021/np980103j. [PMID: 9868163]