Anhalin (BioDeep_00000410450)

PANOMIX_OTCML-2023 Volatile Flavor Compounds

代谢物信息卡片

Hordenine

化学式: C10H15NO (165.115358)
中文名称: 大麦芽碱
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CN(C)CCC1=CC=C(C=C1)O
InChI: InChI=1S/C10H15NO/c1-11(2)8-7-9-3-5-10(12)6-4-9/h3-6,12H,7-8H2,1-2H3

描述信息

Origin: Plant; Formula(Parent): C10H15NO; Bottle Name:Hordenine sulfate; PRIME Parent Name:Hordenine; PRIME in-house No.:V0301; SubCategory_DNP: Alkaloids derived wholly or in part from phenylalanine or tyrosine, Cactus alkaloids
Hordenine, an alkaloid found in plants, inhibits melanogenesis by suppression of cyclic adenosine monophosphate (cAMP) production[1].
Hordenine, an alkaloid found in plants, inhibits melanogenesis by suppression of cyclic adenosine monophosphate (cAMP) production[1].

同义名列表

6 个代谢物同义名

Hordenine; Anhalin; Ordenina; Peyocactine; Hordenine; Hordenine

数据库引用编号

13 个数据库交叉引用编号

ChEBI: CHEBI:5764
KEGG: C06199
PubChem: 68313
ChEMBL: CHEMBL505789
CAS: 1346598-66-0
CAS: 539-15-1
MoNA: CB000080
PubChem: 8449
KNApSAcK: C00001417
3DMET: B00918
NIKKAJI: J6.381I
medchemexpress: HY-N0113
KNApSAcK: 5764

分类词条

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)

107 个相关的物种来源信息

383632 - Acacia baileyana:
669369 - Acacia harpophylla:
1120455 - Acacia holosericea:
1280825 - Acacia spirorbis:
1551426 - Aconitum naviculare: 10.3184/0308234041209220
215067 - Aconitum racemulosum: 10.1016/S0040-4020(00)00676-1
215068 - Aconitum tanguticum: 10.1002/CHIN.200541200
28023 - Ahnfeltia plicata: 10.1021/NP50016A022
47037 - Alhagi maurorum:
130095 - Ariocarpus retusus: 10.1055/S-0028-1099832
39279 - Bongardia chrysogonum: 10.1021/NP50064A024
1764338 - Boronia inornata: 10.1016/0031-9422(94)00567-D
3483 - Cannabis sativa: 10.1021/NP50008A001
1003630 - Cereus peruvianus: 10.1016/B978-0-12-417302-6.00005-2
1484561 - Cereus repandus: 10.1016/B978-0-12-417302-6.00005-2
31393 - Chondria dasyphylla: 10.1021/NP50016A022
2769 - Chondrus crispus: 10.1021/NP50016A022
558547 - Citrus deliciosa:
171251 - Citrus medica:
171252 - Citrus reshni: 10.1016/S0031-9422(00)85799-4
85571 - Citrus reticulata:
456977 - Cyathobasis fruticulosa: 10.1021/NP0580006
1217480 - Echinopsis hertrichiana: 10.1016/S0031-9422(00)88813-5
432483 - Echinopsis mamillosa: 10.1016/S0031-9422(00)88813-5
153873 - Echinopsis pentlandii: 10.1016/S0031-9422(00)88813-5
429191 - Eriogonum alatum: 10.1021/NP50033A034
1214293 - Eriogonum annuum: 10.1021/NP50033A034
1214447 - Eriogonum brevicaule: 10.1021/NP50033A034
429211 - Eriogonum inflatum: 10.1021/NP50033A034
1417314 - Escobaria missouriensis: 10.1021/NP50017A022
283121 - Flueggea virosa: 10.1111/J.2042-7158.1963.TB12885.X
1086085 - Fucus guiryi: 10.1021/NP50016A022
87148 - Fucus serratus: 10.1021/NP50016A022
87149 - Fucus spiralis: 10.1021/NP50016A022
28020 - Furcellaria lumbricalis: 10.1021/NP50016A022
82232 - Galanthus elwesii:
51448 - Galanthus plicatus:
33670 - Gigartina pistillata: 10.1021/NP50016A022
76967 - Glycosmis pentaphylla: 10.1021/JF00023A033
172976 - Gracilariopsis longissima: 10.1021/NP50016A022
185956 - Grateloupia doryphora: 10.1021/NP50016A022
296858 - Greenwayodendron oliveri: 10.1021/NP50022A020
630762 - Grona adscendens:
670328 - Grona triflora: 10.1055/S-0028-1099451
762117 - Gymnocalycium bodenbenderianum: 10.1016/S0305-1978(01)00080-1
432493 - Gymnocalycium bruchii: 10.1016/S0305-1978(97)00016-1
762127 - Gymnocalycium chubutense: 10.1016/S0305-1978(97)00016-1
946341 - Gymnocalycium gibbosum: 10.1016/S0305-1978(97)00016-1
762152 - Gymnocalycium marsoneri: 10.1016/S0305-1978(97)00016-1
762158 - Gymnocalycium monvillei: 10.1016/S0305-1978(97)00016-1
762166 - Gymnocalycium oenanthemum: 10.1016/S0305-1978(97)00016-1
762173 - Gymnocalycium quehlianum:
762178 - Gymnocalycium riojense: 10.1016/S0305-1978(01)00080-1
762186 - Gymnocalycium stellatum:
762190 - Gymnocalycium uebelmannianum: 10.1016/S0305-1978(97)00016-1
38545 - Gymnogongrus crenulatus: 10.1021/NP50016A022
38546 - Gymnogongrus griffithsiae: 10.1021/NP50016A022
1550624 - Halurus equisetifolius: 10.1021/NP50016A022
189638 - Halurus flosculosus: 10.1021/NP50016A022
9606 - Homo sapiens:
4513 - Hordeum vulgare:
4513 - Hordeum vulgare L.: -
700169 - Laurencia dendroidea: 10.1021/NP50016A022
137763 - Laurencia obtusa: 10.1021/NP50016A022
159594 - Laurencia pinnatifida: 10.1021/NP50016A022
153872 - Lobivia: 10.1016/S0031-9422(00)88813-5
130138 - Lophophora williamsii: 10.2307/4117899
29227 - Mastocarpus stellatus:
359634 - Mesembryanthemum varians: 10.1016/S0040-4020(01)87894-7
648426 - Mimosa ophthalmocentra: 10.1076/PHBI.37.1.50.6312
2901850 - Murraya exotica: 10.1021/JF00023A033
43711 - Murraya paniculata: 10.1021/JF00023A033
10090 - Mus musculus: 10.1016/0041-0101(66)90089-4
1574135 - Opuntia aurantiaca: 10.1016/B978-0-12-417302-6.00005-2
137764 - Osmundea hybrida: 10.1021/NP50016A022
99899 - Osmundea pinnatifida: 10.1021/NP50016A022
149687 - Ototropis elegans: 10.1016/S0031-9422(00)84646-4
2580341 - Ototropis multiflora:
2822 - Palmaria palmata: 10.1021/NP50016A022
644807 - Pancratium maritimum:
1055008 - Pancratium trianthum:
182829 - Parodia erinacea: 10.1016/B978-0-12-417302-6.00005-2
153888 - Parodia ottonis: 10.1016/B978-0-12-417302-6.00005-2
3597 - Pereskia aculeata: 10.3109/13880209.2015.1008144
1603820 - Phyllodium elegans:
29239 - Phyllophora crispa: 10.1016/S0031-9422(00)85613-7
508189 - Phyllophora pseudoceranoides: 10.1021/NP50016A022
33090 - Plants: -
670324 - Pleurolobus gangeticus: 10.1055/S-0028-1099630
2786 - Porphyra umbilicalis: 10.1021/NP50016A022
309358 - Saccharina latissima: 10.1021/NP50016A022
74468 - Sargassum muticum: 10.1021/NP50016A022
186426 - Selaginella doederleinii: 10.1021/NP50051A013
186426 - Selaginella Doederleinii Hieron: -
138013 - Senegalia berlandieri:
1128766 - Stapelia gigantea: 10.1021/NP50015A024
167572 - Stemona tuberosa Lour.: -
867542 - Turbinicarpus lophophoroides: 10.1016/S0305-1978(99)00019-8
130183 - Turbinicarpus pseudomacrochele: 10.1016/S0305-1978(99)00019-8
867544 - Turbinicarpus pseudopectinatus: 10.1016/S0305-1978(99)00019-8
130184 - Turbinicarpus schmiedickeanus: 10.1016/S0305-1978(99)00019-8
63410 - Ulva lactuca: 10.1021/NP50016A022
174962 - Uvaria dulcis: 10.1016/S0305-1978(97)00101-4
205076 - Vachellia rigidula:
1056467 - Zanthoxylum coriaceum: 10.1016/0031-9422(80)83087-1
1475459 - Zanthoxylum culantrillo: 10.1016/0031-9422(80)83087-1
569774 - 金线莲: -

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

Hongli Li, Min Gao, Ziyu Chen, Zhenyu Zhou, Wei Li, Xiaoyang Zhang, Xi Jiang, Lingling Luo, Fei Li, Gaorui Wang, Yu Zhang, Xingxu Huang, Jingning Zhu, Shengjie Fan, Xiaojun Wu, Cheng Huang. Hordenine improves Parkinsonian-like motor deficits in mice and nematodes by activating dopamine D2 receptor-mediated signaling. Phytotherapy research : PTR. 2023 Mar; ?(?):. doi: 10.1002/ptr.7790. [PMID: 36883794]
Meghan Grace Appley, Megan Isabella Chambers, Rabi Ann Musah. Quantification of hordenine in a complex plant matrix by direct analysis in real time-high-resolution mass spectrometry: Application to the "plant of concern" Sceletium tortuosum. Drug testing and analysis. 2022 Apr; 14(4):604-612. doi: 10.1002/dta.3193. [PMID: 34750996]
Monika Sobiech, Joanna Giebułtowicz, Piotr Luliński. Application of Magnetic Core-Shell Imprinted Nanoconjugates for the Analysis of Hordenine in Human Plasma-Preliminary Data on Pharmacokinetic Study after Oral Administration. Journal of agricultural and food chemistry. 2020 Dec; 68(49):14502-14512. doi: 10.1021/acs.jafc.0c05985. [PMID: 33227193]
Monika Sobiech, Joanna Giebułtowicz, Piotr Luliński. Theoretical and experimental proof for selective response of imprinted sorbent - analysis of hordenine in human urine. Journal of chromatography. A. 2020 Feb; 1613(?):460677. doi: 10.1016/j.chroma.2019.460677. [PMID: 31727352]
Thomas Sommer, Thomas Göen, Nadja Budnik, Monika Pischetsrieder. Absorption, Biokinetics, and Metabolism of the Dopamine D2 Receptor Agonist Hordenine (N,N-Dimethyltyramine) after Beer Consumption in Humans. Journal of agricultural and food chemistry. 2020 Feb; 68(7):1998-2006. doi: 10.1021/acs.jafc.9b06029. [PMID: 31984737]
Jin-Wei Zhou, Ling-Yu Ruan, Hong-Juan Chen, Huai-Zhi Luo, Huan Jiang, Jun-Song Wang, Ai-Qun Jia. Inhibition of Quorum Sensing and Virulence in Serratia marcescens by Hordenine. Journal of agricultural and food chemistry. 2019 Jan; 67(3):784-795. doi: 10.1021/acs.jafc.8b05922. [PMID: 30609368]
Jin-Wei Zhou, Bo Hou, Gen-Yan Liu, Huan Jiang, Bing Sun, Zhen-Nan Wang, Ruo-Fu Shi, Yuan Xu, Rong Wang, Ai-Qun Jia. Attenuation of Pseudomonas aeruginosa biofilm by hordenine: a combinatorial study with aminoglycoside antibiotics. Applied microbiology and biotechnology. 2018 Nov; 102(22):9745-9758. doi: 10.1007/s00253-018-9315-8. [PMID: 30128579]
Shuhao Su, Meng Cao, Guangyuan Wu, Zi Long, Xiaodong Cheng, Junshu Fan, Zhongrui Xu, Hongfei Su, Yiming Hao, Ge Li, Jie Peng, Shuang Li, Xin Wang. Hordenine protects against hyperglycemia-associated renal complications in streptozotocin-induced diabetic mice. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2018 Aug; 104(?):315-324. doi: 10.1016/j.biopha.2018.05.036. [PMID: 29775900]
Simon Lebecque, Jean-Marc Crowet, Laurence Lins, Benjamin M Delory, Patrick du Jardin, Marie-Laure Fauconnier, Magali Deleu. Interaction between the barley allelochemical compounds gramine and hordenine and artificial lipid bilayers mimicking the plant plasma membrane. Scientific reports. 2018 06; 8(1):9784. doi: 10.1038/s41598-018-28040-6. [PMID: 29955111]
Jin-Wei Zhou, Huai-Zhi Luo, Huan Jiang, Ting-Kun Jian, Zi-Qian Chen, Ai-Qun Jia. Hordenine: A Novel Quorum Sensing Inhibitor and Antibiofilm Agent against Pseudomonas aeruginosa. Journal of agricultural and food chemistry. 2018 Feb; 66(7):1620-1628. doi: 10.1021/acs.jafc.7b05035. [PMID: 29353476]
Árpád Könczöl, Kata Rendes, Miklós Dékány, Judit Müller, Eszter Riethmüller, György Tibor Balogh. Blood-brain barrier specific permeability assay reveals N-methylated tyramine derivatives in standardised leaf extracts and herbal products of Ginkgo biloba. Journal of pharmaceutical and biomedical analysis. 2016 Nov; 131(?):167-174. doi: 10.1016/j.jpba.2016.08.032. [PMID: 27592255]
Irina Steiner, Gernot Brauers, Oliver Temme, Thomas Daldrup. A sensitive method for the determination of hordenine in human serum by ESI⁺ UPLC-MS/MS for forensic toxicological applications. Analytical and bioanalytical chemistry. 2016 Mar; 408(9):2285-92. doi: 10.1007/s00216-016-9324-3. [PMID: 26869341]
Ashton D Lesiak, Robert B Cody, Masaaki Ubukata, Rabi A Musah. Direct analysis in real time high resolution mass spectrometry as a tool for rapid characterization of mind-altering plant materials and revelation of supplement adulteration--The case of Kanna. Forensic science international. 2016 Mar; 260(?):66-73. doi: 10.1016/j.forsciint.2015.12.037. [PMID: 26821203]
Yonggang Chen, Junhua Meng, Jili Zou, Jing An. Selective extraction based on poly(MAA-VB-EGMDA) monolith followed by HPLC for determination of hordenine in plasma and urine samples. Biomedical chromatography : BMC. 2015 Jun; 29(6):869-75. doi: 10.1002/bmc.3367. [PMID: 25355709]
Jianshe Ma, Shuanghu Wang, Xueli Huang, Peiwu Geng, Congcong Wen, Yunfang Zhou, Linsheng Yu, Xianqin Wang. Validated UPLC-MS/MS method for determination of hordenine in rat plasma and its application to pharmacokinetic study. Journal of pharmaceutical and biomedical analysis. 2015; 111(?):131-7. doi: 10.1016/j.jpba.2015.03.032. [PMID: 25880244]
Amélie Beury-Cirou, Mélanie Tannières, Corinne Minard, Laurent Soulère, Tsiry Rasamiravaka, Robert H Dodd, Yves Queneau, Yves Dessaux, Catherine Guillou, Olivier M Vandeputte, Denis Faure. At a supra-physiological concentration, human sexual hormones act as quorum-sensing inhibitors. PloS one. 2013; 8(12):e83564. doi: 10.1371/journal.pone.0083564. [PMID: 24376718]
Mario Thevis, Hans Geyer, Gerd Sigmund, Wilhelm Schänzer. Sports drug testing: Analytical aspects of selected cases of suspected, purported, and proven urine manipulation. Journal of pharmaceutical and biomedical analysis. 2012 Jan; 57(?):26-32. doi: 10.1016/j.jpba.2011.09.002. [PMID: 21955645]
Jamal R Qasem. Ephedra alte (joint pine): an invasive, problematic weedy species in forestry and fruit tree orchards in Jordan. TheScientificWorldJournal. 2012; 2012(?):971903. doi: 10.1100/2012/971903. [PMID: 22645486]
Strahil Berkov, Atanas Pavlov, Vasil Georgiev, Jost Weber, Thomas Bley, Francesc Viladomat, Jaume Bastida, Carles Codina. Changes in apolar metabolites during in vitro organogenesis of Pancratium maritimum. Plant physiology and biochemistry : PPB. 2010 Oct; 48(10-11):827-35. doi: 10.1016/j.plaphy.2010.07.002. [PMID: 20702100]
Daopeng Tan, Ying Chen, Lili Ji, Guixin Chou, Zhengtao Wang. [Alkaloids from Senecio scandens]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2010 Oct; 35(19):2572-5. doi: 10.4268/cjcmm20101916. [PMID: 21174767]
Koneni V Sashidhara, Suriya P Singh, P K Shukla. Antimicrobial evaluation of clerodane diterpenes from Polyalthia longifolia var. pendula. Natural product communications. 2009 Mar; 4(3):327-30. doi: . [PMID: 19413108]
Federica Pellati, Stefania Benvenuti. Fast high-performance liquid chromatography analysis of phenethylamine alkaloids in Citrus natural products on a pentafluorophenylpropyl stationary phase. Journal of chromatography. A. 2007 Sep; 1165(1-2):58-66. doi: 10.1016/j.chroma.2007.07.041. [PMID: 17675045]
Karsten Putzbach, Catherine A Rimmer, Katherine E Sharpless, Stephen A Wise, Lane C Sander. Determination of bitter orange alkaloids in dietary supplement Standard Reference Materials by liquid chromatography with atmospheric-pressure ionization mass spectrometry. Analytical and bioanalytical chemistry. 2007 Sep; 389(1):197-205. doi: 10.1007/s00216-007-1409-6. [PMID: 17579842]
Federica Pellati, Stefania Benvenuti. Chromatographic and electrophoretic methods for the analysis of phenethylamine [corrected] alkaloids in Citrus aurantium. Journal of chromatography. A. 2007 Aug; 1161(1-2):71-88. doi: 10.1016/j.chroma.2007.05.097. [PMID: 17582424]
Mark C Roman, Joseph M Betz, Jana Hildreth. Determination of synephrine in bitter orange raw materials, extracts, and dietary supplements by liquid chromatography with ultraviolet detection: single-laboratory validation. Journal of AOAC International. 2007 Jan; 90(1):68-81. doi: . [PMID: 17373438]
Lili Zhou, Andrew A Hopkins, David V Huhman, Lloyd W Sumner. Efficient and sensitive method for quantitative analysis of alkaloids in hardinggrass (Phalaris aquatica L.). Journal of agricultural and food chemistry. 2006 Dec; 54(25):9287-91. doi: 10.1021/jf061819k. [PMID: 17147408]
A M El-Shazly, G Dora, M Wink. Alkaloids of Haloxylon salicornicum (Moq.) Bunge ex Boiss. (Chenopodiaceae). Die Pharmazie. 2005 Dec; 60(12):949-52. doi: . [PMID: 16398274]
L Willemijn Vader, Dariusz T Stepniak, Evelien M Bunnik, Yvonne M C Kooy, Willeke de Haan, Jan Wouter Drijfhout, Peter A Van Veelen, Frits Koning. Characterization of cereal toxicity for celiac disease patients based on protein homology in grains. Gastroenterology. 2003 Oct; 125(4):1105-13. doi: 10.1016/s0016-5085(03)01204-6. [PMID: 14517794]
Nehir Unver, G Irem Kaya, Christa Werner, Robert Verpoorte, Belkis Gözler. Galanthindole: a new indole alkaloid from Galanthus plicatus ssp. byzantinus. Planta medica. 2003 Sep; 69(9):869-71. doi: 10.1055/s-2003-43206. [PMID: 14598220]
J H Skerritt, S L Guihot, S E McDonald, R A Culvenor. Development of immunoassays for tyramine and tryptamine toxins of Phalaris aquatica L. Journal of agricultural and food chemistry. 2000 Jan; 48(1):27-32. doi: 10.1021/jf990452z. [PMID: 10637046]
H J Hapke, W Strathmann. [Pharmacological effects of hordenine]. DTW. Deutsche tierarztliche Wochenschrift. 1995 Jun; 102(6):228-32. doi: NULL. [PMID: 8582256]
A K Singh, K Granley, U Misrha, K Naeem, T White, Y Jiang. Screening and confirmation of drugs in urine: interference of hordenine with the immunoassays and thin layer chromatography methods. Forensic science international. 1992 Apr; 54(1):9-22. doi: 10.1016/0379-0738(92)90076-9. [PMID: 1618458]
M Frank, T J Weckman, T Wood, W E Woods, C L Tai, S L Chang, A Ewing, J W Blake, T Tobin. Hordenine: pharmacology, pharmacokinetics and behavioural effects in the horse. Equine veterinary journal. 1990 Nov; 22(6):437-41. doi: 10.1111/j.2042-3306.1990.tb04312.x. [PMID: 2269269]
C A Bourke, M J Carrigan, R J Dixon. Experimental evidence that tryptamine alkaloids do not cause Phalaris aquatica sudden death syndrome in sheep. Australian veterinary journal. 1988 Jul; 65(7):218-20. doi: 10.1111/j.1751-0813.1988.tb14462.x. [PMID: 3421887]
M F Goelz, H Rothenbacher, J P Wiggins, W A Kendall, T V Hershberger. Some hematological and histopathological effects of the alkaloids gramine and hordenine on meadow voles (Microtus pennsylvanicus). Toxicology. 1980; 18(2):125-31. doi: 10.1016/0300-483x(80)90075-x. [PMID: 7020159]
G E DEMAREE, V E TYLER. The accumulation of hordenine in the seedings of Panicum miliaceum. Journal of the American Pharmaceutical Association. American Pharmaceutical Association. 1956 Jun; 45(6):421-3. doi: 10.1002/jps.3030450621. [PMID: 13319152]