Xanthyletin (BioDeep_00000003809)

human metabolite PANOMIX_OTCML-2023

代谢物信息卡片

8,8-dimethyl-2H,8H-pyrano[3,2-g]chromen-2-one

化学式: C14H12O3 (228.0786402)
中文名称: 花椒树皮素甲
谱图信息: 最多检出来源 Viridiplantae(plant) 3.7%

分子结构信息

SMILES: CC1(C)C=Cc2cc3ccc(=O)oc3cc2O1
InChI: InChI=1S/C14H12O3/c1-14(2)6-5-10-7-9-3-4-13(15)16-11(9)8-12(10)17-14/h3-8H,1-2H3

描述信息

Xanthyletin is a member of the class of compounds known as linear pyranocoumarins. Linear pyranocoumarins are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety. Xanthyletin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Xanthyletin can be found in lemon, lime, mandarin orange (clementine, tangerine), and sweet orange, which makes xanthyletin a potential biomarker for the consumption of these food products.

同义名列表

3 个代谢物同义名

8,8-dimethyl-2H,8H-pyrano[3,2-g]chromen-2-one; Xanthyletine; Xanthyletin

数据库引用编号

14 个数据库交叉引用编号

ChEBI: CHEBI:10073
KEGG: C09317
PubChem: 65188
HMDB: HMDB0302525
Metlin: METLIN43779
ChEMBL: CHEMBL303846
KNApSAcK: C00002505
foodb: FDB004984
chemspider: 58687
CAS: 553-19-5
PMhub: MS000011860
PubChem: 11508
3DMET: B02857
NIKKAJI: J9.414E

分类词条

Linear pyranocoumarins

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)

73 个相关的物种来源信息

68554 Phellodendron amurense: 10.1248/CPB.54.1308
171251 Citrus medica:
1008913 Ficus erecta var. beecheyana: 10.1002/JCCS.200400067
159071 Zanthoxylum ailanthoides:
197987 Scaevola spinescens: 10.1055/S-2006-957961
372738 Gustavia hexapetala:
1620273 Brosimum gaudichaudii:
558542 Feroniella lucida: 10.1080/10286020.2011.572878
66391 Fatoua villosa: 10.1002/CBDV.200900326
241879 Fatoua pilosa: 10.1002/CBDV.200900326
463862 Ficus nervosa: 10.1002/CBDV.200900227
77053 Pleiospermium alatum:
37690 Citrus trifoliata:
85712 Angelica gigas: 10.1021/NP000441W
697038 Melicope semecarpifolia: 10.1021/NP010122K
37334 Citrus maxima:
76959 Clausena excavata:
159064 Paramignya monophylla: 10.1016/S0031-9422(97)00760-7
85571 Citrus reticulata:
558547 Citrus deliciosa:
481549 Citrus nobilis: 10.1016/S0031-9422(00)84608-7
354526 Zanthoxylum americanum:
76149 Plumbago zeylanica: 10.1016/S0031-9422(02)00519-8
237573 Citrus sulcata: 10.1248/CPB.39.2509
2896591 Stauranthus perforatus: 10.1016/J.PHYTOCHEM.2004.12.028
37565 Ruta graveolens:
354508 Phellodendron chinense: 10.1055/S-2004-815500
241870 Brosimum rubescens:
697036 Citrus depressa:
1764340 Boronia lanceolata: 10.1016/S0031-9422(00)89816-7
159026 Atalantia racemosa:
159062 Pamburus missionis: 10.1016/S0031-9422(00)90455-2
1006073 Haplophyllum dshungaricum: 10.1007/BF00563909
76966 Citrus japonica: 10.1002/CHIN.200324150
282640 Microcybe multiflora: 10.1016/0305-1978(93)90064-X
328230 Echinogorgia: 10.1021/NP50066A017
68554 Phellodendron amurense: 10.1248/CPB.54.1308
171251 Citrus medica:
1008913 Ficus erecta var. beecheyana: 10.1002/JCCS.200400067
159071 Zanthoxylum ailanthoides:
197987 Scaevola spinescens: 10.1055/S-2006-957961
372738 Gustavia hexapetala:
1620273 Brosimum gaudichaudii:
558542 Feroniella lucida: 10.1080/10286020.2011.572878
66391 Fatoua villosa: 10.1002/CBDV.200900326
241879 Fatoua pilosa: 10.1002/CBDV.200900326
463862 Ficus nervosa: 10.1002/CBDV.200900227
77053 Pleiospermium alatum:
37690 Citrus trifoliata:
85712 Angelica gigas: 10.1021/NP000441W
697038 Melicope semecarpifolia: 10.1021/NP010122K
37334 Citrus maxima:
76959 Clausena excavata:
159064 Paramignya monophylla: 10.1016/S0031-9422(97)00760-7
85571 Citrus reticulata:
558547 Citrus deliciosa:
481549 Citrus nobilis: 10.1016/S0031-9422(00)84608-7
354526 Zanthoxylum americanum:
76149 Plumbago zeylanica: 10.1016/S0031-9422(02)00519-8
237573 Citrus sulcata: 10.1248/CPB.39.2509
2896591 Stauranthus perforatus: 10.1016/J.PHYTOCHEM.2004.12.028
37565 Ruta graveolens:
354508 Phellodendron chinense: 10.1055/S-2004-815500
241870 Brosimum rubescens:
697036 Citrus depressa:
1764340 Boronia lanceolata: 10.1016/S0031-9422(00)89816-7
159026 Atalantia racemosa:
159062 Pamburus missionis: 10.1016/S0031-9422(00)90455-2
1006073 Haplophyllum dshungaricum: 10.1007/BF00563909
76966 Citrus japonica: 10.1002/CHIN.200324150
282640 Microcybe multiflora: 10.1016/0305-1978(93)90064-X
328230 Echinogorgia: 10.1021/NP50066A017
9606 Homo sapiens: -

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

Lina Barragán-Mendoza, Dalia M Sotelo-García, Lisa Dalla Via, Hortensia Parra-Delgado. Biological properties of aqueous extract and pyranocoumarins obtained from the bark of Brosimum alicastrum tree. Journal of ethnopharmacology. 2022 May; 290(?):115128. doi: 10.1016/j.jep.2022.115128. [PMID: 35196529]
Márcio Santos Soares, Danielle Fernandes da Silva, Jéssica Cristina Amaral, Michelli Masaroli da Silva, Moacir Rossi Forim, Edson Rodrigues-Filho, Maria Fátima das Graças Fernandes da Silva, João Batista Fernandes, Marcos Antônio Machado, Alessandra Alves de Souza, Carlos Henrique Gomes Martins. Rapid differentiation of graft Citrus sinensis with and without Xylella fastidiosa infection by mass spectrometry. Rapid communications in mass spectrometry : RCM. 2020 Sep; 34 Suppl 3(?):e8745. doi: 10.1002/rcm.8745. [PMID: 32053855]
Xin-Yu Li, Yuan-Yuan Zu, Wei Ning, Ming-Xu Tang, Chi Gong, Sheng-Li Niu, Hui-Ming Hua. A new xanthyletin-type coumarin from the roots of Peucedanum praeruptorum. Journal of Asian natural products research. 2020 Mar; 22(3):287-294. doi: 10.1080/10286020.2018.1551887. [PMID: 30621449]
Kittiya Wittayapipath, Saline Laolit, Chavi Yenjai, Sirinart Chio-Srichan, Maitree Pakarasang, Ratree Tavichakorntrakool, Chularut Prariyachatigul. Analysis of xanthyletin and secondary metabolites from Pseudomonas stutzeri ST1302 and Klebsiella pneumoniae ST2501 against Pythium insidiosum. BMC microbiology. 2019 04; 19(1):78. doi: 10.1186/s12866-019-1452-4. [PMID: 30991991]
Tasmia Tahsin, Jean Duplex Wansi, Afaf Al-Groshi, Andrew Evans, Lutfun Nahar, Claire Martin, Satyajit Dey Sarker. Cytotoxic Properties of the Stem Bark of Citrus reticulata Blanco (Rutaceae). Phytotherapy research : PTR. 2017 Aug; 31(8):1215-1219. doi: 10.1002/ptr.5842. [PMID: 28568378]
Jaeyoung Kwon, Nguyen Tuan Hiep, Dong-Woo Kim, Sungeun Hong, Yuanqiang Guo, Bang Yeon Hwang, Hak Ju Lee, Woongchon Mar, Dongho Lee. Chemical Constituents Isolated from the Root Bark of Cudrania tricuspidata and Their Potential Neuroprotective Effects. Journal of natural products. 2016 08; 79(8):1938-51. doi: 10.1021/acs.jnatprod.6b00204. [PMID: 27420919]
Hang Liu, Ji-zhong Shen, Hai-xia Zhang. [Chemical constituents from stems of Clausena excavata]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2014 Nov; 37(11):2012-5. doi: . [PMID: 26027123]
Xue-Li Cao, Jing Xu, Ge Bai, Hong Zhang, Yan Liu, Jun-Feng Xiang, Ya-Lin Tang. Isolation of anti-tumor compounds from the stem bark of Zanthoxylum ailanthoides Sieb. & Zucc. by silica gel column and counter-current chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2013 Jun; 929(?):6-10. doi: 10.1016/j.jchromb.2013.04.006. [PMID: 23660246]
Rohan A Davis, Daniela Vullo, Alfonso Maresca, Claudiu T Supuran, Sally-Ann Poulsen. Natural product coumarins that inhibit human carbonic anhydrases. Bioorganic & medicinal chemistry. 2013 Mar; 21(6):1539-43. doi: 10.1016/j.bmc.2012.07.021. [PMID: 22892213]
Tao Feng, Rui-Rui Wang, Xiang-Hai Cai, Yong-Tang Zheng, Xiao-Dong Luo. Anti-human immunodeficiency virus-1 constituents of the bark of Poncirus trifoliata. Chemical & pharmaceutical bulletin. 2010 Jul; 58(7):971-5. doi: 10.1248/cpb.58.971. [PMID: 20606349]
Cristiane de Melo Cazal, Vanessa de Cássia Domingues, Jaqueline Raquel Batalhão, Odair Corrêa Bueno, Edson Rodrigues Filho, Maria Fátima G Fernandes da Silva, Paulo Cezar Vieira, João Batista Fernandes. Isolation of xanthyletin, an inhibitor of ants' symbiotic fungus, by high-speed counter-current chromatography. Journal of chromatography. A. 2009 May; 1216(19):4307-12. doi: 10.1016/j.chroma.2009.02.066. [PMID: 19296958]
Jih-Jung Chen, Ching-Yi Chung, Tsong-Long Hwang, Jinn-Fen Chen. Amides and benzenoids from Zanthoxylum ailanthoides with inhibitory activity on superoxide generation and elastase release by neutrophils. Journal of natural products. 2009 Jan; 72(1):107-11. doi: 10.1021/np800689b. [PMID: 19128011]
Shu Fang Wang, Yong Ju, Xing Guo Chen, Zhi De Hu. Separation and determination of coumarins in the root bark of three citrus plants by micellar electrokinetic capillary chromatography. Planta medica. 2003 May; 69(5):483-6. doi: 10.1055/s-2003-39697. [PMID: 12802740]
S Y Kang, K Y Lee, S H Sung, M J Park, Y C Kim. Coumarins isolated from Angelica gigas inhibit acetylcholinesterase: structure-activity relationships. Journal of natural products. 2001 May; 64(5):683-5. doi: 10.1021/np000441w. [PMID: 11374978]
M Ahsan, T A Zaman, C M Hasan, C Ito, S K Islam. Constituents and cytotoxicity of Zanthoxylum rhesta stem bark. Fitoterapia. 2000 Dec; 71(6):697-700. doi: 10.1016/s0367-326x(00)00214-8. [PMID: 11077179]