sulfurein (BioDeep_00000000826)
Secondary id: BioDeep_00000270745
human metabolite PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C15H10O5 (270.0528)
中文名称: 硫黄菊素
谱图信息:
最多检出来源 Viridiplantae(plant) 14.43%
分子结构信息
SMILES: C1=CC(=C(C=C1C=C2C(=O)C3=C(O2)C=C(C=C3)O)O)O
InChI: InChI=1S/C15H10O5/c16-9-2-3-10-13(7-9)20-14(15(10)19)6-8-1-4-11(17)12(18)5-8/h1-7,16-18H/b14-6-
描述信息
Sulfuretin is a member of 1-benzofurans.
Sulfuretin is a natural product found in Calanticaria bicolor, Dipteryx lacunifera, and other organisms with data available.
Sulfuretin inhibits the inflammatory response by suppressing the NF-κB pathway. Sulfuretin can be used for the research of allergic airway inflammation. Sulfuretin reduces oxidative stress, platelet aggregation, and mutagenesis[1]. Sulfuretin is a competitive and potent inhibitor of monophenolase and diphenolase activities with the IC50 of 13.64 μM[2].
Sulfuretin inhibits the inflammatory response by suppressing the NF-κB pathway. Sulfuretin can be used for the research of allergic airway inflammation. Sulfuretin reduces oxidative stress, platelet aggregation, and mutagenesis[1]. Sulfuretin is a competitive and potent inhibitor of monophenolase and diphenolase activities with the IC50 of 13.64 μM[2].
同义名列表
33 个代谢物同义名
(2Z)-2-[[3,4-bis(oxidanyl)phenyl]methylidene]-6-oxidanyl-1-benzofuran-3-one; 3(2H)-BENZOFURANONE, 2-((3,4-DIHYDROXYPHENYL)METHYLENE)-6-HYDROXY-, (2Z)-; 3(2H)-Benzofuranone, 2-[(3,4-dihydroxyphenyl)methylene]-6-hydroxy-, (2Z)-; 3(2H)-Benzofuranone, 2-((3,4-dihydroxyphenyl)methylene)-6-hydroxy-, (Z)-; (2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-6-hydroxy-1-benzofuran-3-one; (Z)-2-[(3,4-dihydroxyphenyl)methylene]-6-hydroxy-2H-benzofuran-3-one; (Z)-2-((3,4-Dihydroxyphenyl)methylene)-6-hydroxy-2H-benzofuran-3-one; (2Z)-2-(3,4-Dihydroxybenzylidene)-6-hydroxy-1-benzofuran-3(2H)-one #; (2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-6-hydroxy-3-benzofuranone; (2Z)-2-(3,4-Dihydroxybenzylidene)-6-hydroxy-1-benzofuran-3(2H)-one; (2Z)-2-[(3,4-dihydroxyphenyl)methylene]-6-hydroxy-benzofuran-3-one; (z)-2-(3,4-dihydroxybenzylidene)-6-hydroxybenzofuran-3(2h)-one; 3(2H)-BENZOFURANONE, 2-(3,4-DIHYDROXYBENZYLIDENE)-6-HYDROXY-; (2Z)-2-(3,4-dihydroxybenzylidene)-6-hydroxy-coumaran-3-one; 2-(3,4-dihydroxybenzylidene)-6-hydroxy-3(2H)-benzofuranone; 3,4,6-Trihydroxyaurone; 3,4,6-Trihydroxybenzalcoumaranone; Benzofran-3-one, 2-[3,4-dihydroxybenzylidene]-6-hydroxy-; 3,4,6-TRIHYDROXYBENZALCOUMARANONE; ISOLIQUIRITIGENIN METABOLITE M3; RGNXWPVNPFAADO-NSIKDUERSA-N; Aurone, 6,3,4-trihydroxy-; 3,4,6-trihydroxyaurone; 3,4,6-Trihydroxyaurone; 6,3,4-Trihydroxyaurone; aurone sulfuretin; SULFURETIN [MI]; MEGxp0_001715; ACon1_000213; Sulphuretin; Sulfuretin; sulfurein; 120-05-8; Sulphuretin
数据库引用编号
19 个数据库交叉引用编号
- ChEBI: CHEBI:9355
- KEGG: C08730
- PubChem: 5281295
- PubChem: 67111
- HMDB: HMDB0137516
- Metlin: METLIN52423
- ChEMBL: CHEMBL490355
- MeSH: sulfuretin
- ChemIDplus: 0000120058
- MetaCyc: CPD-7389
- CAS: 120-05-8
- medchemexpress: HY-N1193
- PMhub: MS000020142
- PubChem: 10923
- LipidMAPS: LMPK12130008
- KNApSAcK: C00008026
- 3DMET: B02362
- NIKKAJI: J248.702K
- KNApSAcK: 9355
分类词条
相关代谢途径
Reactome(0)
代谢反应
3 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(1)
- aurone biosynthesis:
2',3,4,4',6'-pentahydroxychalcone 4'-O-β-D-glucoside + O2 ⟶ H2O + bracteatin 6-O-glucoside
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(2)
- aurone biosynthesis:
O2 + butein 4'-β-D-glucoside ⟶ H2O + aureusidin 6-O-glucoside
- aurone biosynthesis:
2',3,4,4',6'-pentahydroxychalcone 4'-O-β-D-glucoside + O2 ⟶ H2O + aureusidin 6-O-glucoside
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
25 个相关的物种来源信息
- 3813 - Albizia julibrissin: 10.1007/BF02976862
- 1960787 - Astragalus microcephalus:
- 191145 - Bahiopsis laciniata: 10.1016/0305-1978(89)90096-3
- 51268 - Bidens aurea: 10.1016/S0944-7113(97)80005-0
- 1527830 - Bidens parviflora: 10.3390/MOLECULES13081931
- 42337 - Bidens pilosa: 10.1016/0031-9422(89)85049-6
- 51276 - Bidens tripartita: 10.1007/BF00563663
- 210348 - Brucea javanica: 10.1002/J.1537-2197.1979.TB06252.X
- 1048872 - Calanticaria bicolor: 10.1016/0305-1978(88)90036-1
- 191154 - Calanticaria brevifolia: 10.1016/0305-1978(88)90036-1
- 191155 - Calanticaria greggii: 10.1016/0305-1978(88)90036-1
- 98862 - Carex appressa: 10.1016/S0031-9422(00)84889-X
- 269719 - Cotinus coggygria: 10.1021/NP000292H
- 499988 - Dalbergia odorifera:
- 499988 - Dalbergia odorifera: 10.1055/S-2006-957394
- 54988 - Dipteryx alata: 10.3390/MOLECULES15118193
- 1079072 - Dipteryx lacunifera: 10.1002/HLCA.200890233
- 53873 - Dipteryx odorata: 10.1021/NP020522N
- 9606 - Homo sapiens: -
- 149440 - Lasthenia californica: 10.1021/JO01081A033
- 231183 - Passiflora sexflora: 10.1021/NP50024A029
- 33090 - Plants: -
- 200492 - Sophora alopecuroides: 10.1007/S10600-009-9360-8
- 4013 - Toxicodendron vernicifluum:
- 191178 - Viguiera dentata: 10.1016/0305-1978(88)90036-1
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。
文献列表
- Young Hye Seo, Tuy An Trinh, Seung Mok Ryu, Hyo Seon Kim, Goya Choi, Byeong Cheol Moon, Sang Hee Shim, Dae Sik Jang, Dongho Lee, Ki Sung Kang, Jun Lee. Chemical Constituents from the Aerial Parts of Elsholtzia ciliata and Their Protective Activities on Glutamate-Induced HT22 Cell Death.
Journal of natural products.
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10.1021/acs.jnatprod.0c00756
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Natural product research.
2019 Oct; 33(19):2837-2844. doi:
10.1080/14786419.2018.1508141
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Zeitschrift fur Naturforschung. C, Journal of biosciences.
2018 Nov; 73(11-12):457-463. doi:
10.1515/znc-2018-0054
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Biochemical and biophysical research communications.
2018 10; 504(4):903-908. doi:
10.1016/j.bbrc.2018.09.048
. [PMID: 30224057] - Pingdong Jiang, Hui Sun. Sulfuretin alleviates atopic dermatitis-like symptoms in mice via suppressing Th2 cell activity.
Immunologic research.
2018 10; 66(5):611-619. doi:
10.1007/s12026-018-9025-4
. [PMID: 30159861] - Ramakanta Lamichhane, Se-Gun Kim, Sona Kang, Kyung-Hee Lee, Prakash Raj Pandeya, Hyun-Ju Jung. Exploration of Underlying Mechanism of Anti-adipogenic Activity of Sulfuretin.
Biological & pharmaceutical bulletin.
2017 Sep; 40(9):1366-1373. doi:
10.1248/bpb.b17-00049
. [PMID: 28579594] - Hongxia Chen, Chengzhang Wang, Hao Zhou, Ran Tao, Jianzhong Ye, Wenjun Li. Antioxidant capacity and identification of the constituents of ethyl acetate fraction from Rhus verniciflua Stokes by HPLC-MS.
Natural product research.
2017 Jul; 31(13):1573-1577. doi:
10.1080/14786419.2016.1277353
. [PMID: 28100074] - Kangsan Roh, Suji Kim, Hee Kang, Jin-Mo Ku, Kye Won Park, Sukchan Lee. Sulfuretin has therapeutic activity against acquired lymphedema by reducing adipogenesis.
Pharmacological research.
2017 Jul; 121(?):230-239. doi:
10.1016/j.phrs.2017.05.003
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Journal of microbiology and biotechnology.
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Bioorganic & medicinal chemistry letters.
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Journal of medicinal food.
2015 Jan; 18(1):21-30. doi:
10.1089/jmf.2013.3116
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Bioorganic & medicinal chemistry letters.
2014 Apr; 24(7):1730-3. doi:
10.1016/j.bmcl.2014.02.039
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Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2012 Jun; 50(6):1940-5. doi:
10.1016/j.fct.2012.03.052
. [PMID: 22465834] - So Young Kang, Ji-Young Kang, Myung-Joo Oh. Antiviral activities of flavonoids isolated from the bark of Rhus verniciflua stokes against fish pathogenic viruses In Vitro.
Journal of microbiology (Seoul, Korea).
2012 Apr; 50(2):293-300. doi:
10.1007/s12275-012-2068-7
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Biological & pharmaceutical bulletin.
2012; 35(4):559-67. doi:
10.1248/bpb.35.559
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Journal of biomedicine & biotechnology.
2012; 2012(?):874276. doi:
10.1155/2012/874276
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Genetics and molecular biology.
2011 Apr; 34(2):298-303. doi:
10.1590/s1415-47572011005000001
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Molecules (Basel, Switzerland).
2010 Nov; 15(11):8193-204. doi:
10.3390/molecules15118193
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Planta medica.
2010 Oct; 76(15):1765-72. doi:
10.1055/s-0030-1249878
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Analytical and bioanalytical chemistry.
2009 Jun; 394(3):871-82. doi:
10.1007/s00216-009-2767-z
. [PMID: 19352635] - Ji Hye Kim, Chang Hwa Jung, Bo-Hyoung Jang, Ho Yeon Go, Jong-Hyeong Park, You-Kyung Choi, Seong Il Hong, Yong Cheol Shin, Seong-Gyu Ko. Selective cytotoxic effects on human cancer cell lines of phenolic-rich ethyl-acetate fraction from Rhus verniciflua Stokes.
The American journal of Chinese medicine.
2009; 37(3):609-20. doi:
10.1142/s0192415x09007090
. [PMID: 19606519] - Eun Ha Lee, Dae-Geun Song, Joo Young Lee, Cheol-Ho Pan, Byung Hun Um, Sang Hoon Jung. Inhibitory effect of the compounds isolated from Rhus verniciflua on aldose reductase and advanced glycation endproducts.
Biological & pharmaceutical bulletin.
2008 Aug; 31(8):1626-30. doi:
10.1248/bpb.31.1626
. [PMID: 18670102] - Ai-Lin Liu, Hai-Di Wang, Simon MingYuen Lee, Yi-Tao Wang, Guan-Hua Du. Structure-activity relationship of flavonoids as influenza virus neuraminidase inhibitors and their in vitro anti-viral activities.
Bioorganic & medicinal chemistry.
2008 Aug; 16(15):7141-7. doi:
10.1016/j.bmc.2008.06.049
. [PMID: 18640042] - Chang Hwa Jung, Ji Hye Kim, Myung Hee Hong, Ho Moon Seog, Seong Hoon Oh, Pan Jae Lee, Gyung Jun Kim, Hyung Min Kim, Jae Young Um, Seong-Gyu Ko. Phenolic-rich fraction from Rhus verniciflua Stokes (RVS) suppress inflammatory response via NF-kappaB and JNK pathway in lipopolysaccharide-induced RAW 264.7 macrophages.
Journal of ethnopharmacology.
2007 Apr; 110(3):490-7. doi:
10.1016/j.jep.2006.10.013
. [PMID: 17112694] - Chang Hwa Jung, Chan-Yong Jun, Sundong Lee, Chong-Hyeong Park, Kiho Cho, Seong-Gyu Ko. Rhus verniciflua stokes extract: radical scavenging activities and protective effects on H2O2-induced cytotoxicity in macrophage RAW 264.7 cell lines.
Biological & pharmaceutical bulletin.
2006 Aug; 29(8):1603-7. doi:
10.1248/bpb.29.1603
. [PMID: 16880612] - Jian-fei Chao, Zhi-qi Yin, Wen-cai Ye, Shou-xun Zhao. [Chemical constituents from branch of Broussonetia papyrifera].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2006 Jul; 31(13):1078-80. doi:
"
. [PMID: 17048607] - Monica Sanchez-Gonzalez, John P N Rosazza. Biocatalytic synthesis of butein and sulfuretin by Aspergillus alliaceus.
Journal of agricultural and food chemistry.
2006 Jun; 54(13):4646-50. doi:
10.1021/jf060900k
. [PMID: 16787010] - Won Kyung Jeon, Ju Hyun Lee, Ho Kyoung Kim, A Yeong Lee, Sung Ok Lee, Young Sup Kim, Shi Yong Ryu, Soo Young Kim, Yong Jin Lee, Byoung Seob Ko. Anti-platelet effects of bioactive compounds isolated from the bark of Rhus verniciflua Stokes.
Journal of ethnopharmacology.
2006 Jun; 106(1):62-9. doi:
10.1016/j.jep.2005.12.015
. [PMID: 16431050] - Hyon-Seok Jang, Sung-Ho Kook, Young-Ok Son, Jong-Ghee Kim, Young-Mi Jeon, Yong-Suk Jang, Ki-Choon Choi, Ju Kim, Seong-Kyu Han, Kyung-Yeol Lee, Byung-Keon Park, Nam-Pyo Cho, Jeong-Chae Lee. Flavonoids purified from Rhus verniciflua Stokes actively inhibit cell growth and induce apoptosis in human osteosarcoma cells.
Biochimica et biophysica acta.
2005 Nov; 1726(3):309-16. doi:
10.1016/j.bbagen.2005.08.010
. [PMID: 16213662] - J-C Lee, K-Y Lee, J Kim, C-S Na, N-C Jung, G-H Chung, Y-S Jang. Extract from Rhus verniciflua Stokes is capable of inhibiting the growth of human lymphoma cells.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2004 Sep; 42(9):1383-8. doi:
10.1016/j.fct.2004.03.012
. [PMID: 15234068] - Kun-Young Park, Geun-Ok Jung, Kyung-Tae Lee, Jongwon Choi, Moo-Young Choi, Gab-Tae Kim, Hyun-Ju Jung, Hee-Juhn Park. Antimutagenic activity of flavonoids from the heartwood of Rhus verniciflua.
Journal of ethnopharmacology.
2004 Jan; 90(1):73-9. doi:
10.1016/j.jep.2003.09.043
. [PMID: 14698512] - Jongwon Choi, Byung-Jae Yoon, Yong Nam Han, Kyung-Tae Lee, Joohun Ha, Hyun-Ju Jung, Hee-Juhn Park. Antirheumatoid arthritis effect of Rhus verniciflua and of the active component, sulfuretin.
Planta medica.
2003 Oct; 69(10):899-904. doi:
10.1055/s-2003-45097
. [PMID: 14648391] - Mee Jung Jung, Hae Young Chung, Sam Sik Kang, Jin Ho Choi, Kae Sun Bae, Jae Sue Choi. Antioxidant activity from the stem bark of Albizzia julibrissin.
Archives of pharmacal research.
2003 Jun; 26(6):458-62. doi:
10.1007/bf02976862
. [PMID: 12877554] - Jeong-Chae Lee, Kye-Taek Lim, Yong-Suk Jang. Identification of Rhus verniciflua Stokes compounds that exhibit free radical scavenging and anti-apoptotic properties.
Biochimica et biophysica acta.
2002 Apr; 1570(3):181-91. doi:
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Planta medica.
2001 Nov; 67(8):722-5. doi:
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Contact dermatitis.
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