Lupanine (BioDeep_00000171771)
Main id: BioDeep_00000003963
human metabolite PANOMIX_OTCML-2023 blood metabolite
代谢物信息卡片
lupanine monohydrochloride, (7S-(7alpha,7aalpha,14alpha,14aalpha))-isomer
化学式: C15H24N2O (248.18885339999997)
中文名称: α-萘乙酸钠
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1CCN2CC3CC(C2C1)CN4C3CCCC4=O
InChI: InChI=1S/C15H24N2O/c18-15-6-3-5-14-11-8-12(10-17(14)15)13-4-1-2-7-16(13)9-11/h11-14H,1-10H2
描述信息
同义名列表
15 个代谢物同义名
lupanine monohydrochloride, (7S-(7alpha,7aalpha,14alpha,14aalpha))-isomer; lupanine monohydrochloride, (7S-(7alpha,7abeta,14alpha,14aalpha))-isomer; lupanine monohydrobromide, (7S-(7alpha,7abeta,14alpha,14aalpha))-isomer; lupanine monoperchlorate, (7S-(7alpha,7abeta,14alpha,14aalpha))-isomer; lupanine sulfate (1:1), (7S-(7alpha,7abeta,14alpha,14aalpha))-isomer; lupanine, (7S-(7alpha,7aalpha,14alpha,14aalpha))-isomer; 7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-6-one; lupanine, (7R-(7alpha,7abeta,14alpha,14aalpha))-isomer; lupanine, (7S-(7alpha,7aalpha,14alpha,14abeta))-isomer; (+)-Α-isolupanine; (+)-a-Isolupanine; alpha-Isolupanine; lupanine l-form; α-Isolupanine; lupanine
数据库引用编号
6 个数据库交叉引用编号
- PubChem: 119201
- HMDB: HMDB0242561
- ChEMBL: CHEMBL2008918
- chemspider: 106488
- CAS: 908836-10-2
- CAS: 486-87-3
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)
131 个相关的物种来源信息
- 49814 Cytisus multiflorus:
- 49813 Cytisus arboreus:
- 194237 Cytisus commutatus:
- 3835 Cytisus scoparius:
- 883801 Ormosia krugii: 10.1016/0031-9422(88)83116-9
- 681471 Ormosia coccinea:
- 149639 Dermatophyllum secundiflorum:
- 53240 Lupinus pubescens:
- 53232 Lupinus mutabilis:
- 61075 Lupinus sericeus:
- 28959 Lupinus texensis:
- 3874 Lupinus polyphyllus:
- 53237 Lupinus pilosus:
- 53225 Lupinus digitatus:
- 53229 Lupinus latifolius:
- 3870 Lupinus albus:
- 3872 Lupinus arboreus:
- 53217 Lupinus aschenbornii:
- 53230 Lupinus micranthus:
- 3873 Lupinus luteus:
- 53216 Lupinus argenteus:
- 53238 Lupinus bicolor:
- 313911 Baptisia alba: 10.1055/S-2007-969928
- 123905 Genista ephedroides:
- 136804 Genista aucheri:
- 319660 Genista corsica:
- 136799 Genista radiata:
- 238491 Genista hispanica:
- 238511 Genista sylvestris:
- 49820 Genista cinerea:
- 238523 Genista valentina:
- 3871 Lupinus angustifolius:
- 1871516 Baptisia perfoliata: 10.1055/S-2007-969928
- 279195 Rafnia acuminata:
- 140947 Rafnia perfoliata:
- 1969224 Baptisia simplicifolia: 10.1055/S-2007-969928
- 238516 Genista triacanthos:
- 49823 Genista germanica:
- 49825 Genista tinctoria:
- 46036 Castilleja: 10.1016/0305-1978(92)90089-V
- 114318 Thermopsis chinensis: 10.1016/S0031-9422(00)84121-7
- 71634 Pinus hartwegii: 10.1021/JO00883A026
- 48401 Caulophyllum robustum:
- 1899307 Gymnospermium darwasicum: 10.1016/0031-9422(91)83657-7
- 508258 Leobordea adpressa: 10.1016/0305-1978(89)90006-9
- 1096782 Listia bainesii: 10.1016/0305-1978(89)90006-9
- 2086526 Leobordea divaricata: 10.1016/0305-1978(89)90006-9
- 508263 Lotononis calycina: 10.1016/0305-1978(89)90006-9
- 1977624 Listia heterophylla: 10.1016/0305-1978(89)90006-9
- 508288 Lotononis listii: 10.1016/0305-1978(89)90006-9
- 2511970 Leobordea platycarpa: 10.1016/0305-1978(89)90006-9
- 508274 Leobordea eriantha: 10.1016/0305-1978(89)90006-9
- 149642 Clathrotropis brachypetala: 10.1016/S0031-9422(02)00394-1
- 168833 Leontice leontopetalum: 10.1007/BF00633305
- 508254 Calobota pungens: 10.1016/S0031-9422(00)94456-X
- 140930 Wiborgiella sessilifolia: 10.1016/S0031-9422(00)94456-X
- 508255 Lebeckia sepiaria: 10.1016/S0031-9422(00)94456-X
- 379253 Lebeckia simsiana: 10.1016/S0031-9422(00)94456-X
- 508244 Calobota lotononoides: 10.1016/S0031-9422(00)94456-X
- 449075 Calobota sericea: 10.1016/S0031-9422(00)94456-X
- 508256 Calobota spinescens: 10.1016/S0031-9422(00)94456-X
- 508237 Wiborgiella bowieana: 10.1016/S0031-9422(00)94456-X
- 508243 Wiborgiella leipoldtiana: 10.1016/S0031-9422(00)94456-X
- 247904 Ammodendron bifolium: 10.1007/BF00565609
- 508252 Lebeckia plukenetiana: 10.1016/0305-1978(89)90084-7
- 49814 Cytisus multiflorus:
- 49813 Cytisus arboreus:
- 194237 Cytisus commutatus:
- 3835 Cytisus scoparius:
- 883801 Ormosia krugii: 10.1016/0031-9422(88)83116-9
- 681471 Ormosia coccinea:
- 149639 Dermatophyllum secundiflorum:
- 53240 Lupinus pubescens:
- 53232 Lupinus mutabilis:
- 61075 Lupinus sericeus:
- 28959 Lupinus texensis:
- 3874 Lupinus polyphyllus:
- 53237 Lupinus pilosus:
- 53225 Lupinus digitatus:
- 53229 Lupinus latifolius:
- 3870 Lupinus albus:
- 3872 Lupinus arboreus:
- 53217 Lupinus aschenbornii:
- 53230 Lupinus micranthus:
- 3873 Lupinus luteus:
- 53216 Lupinus argenteus:
- 53238 Lupinus bicolor:
- 313911 Baptisia alba: 10.1055/S-2007-969928
- 123905 Genista ephedroides:
- 136804 Genista aucheri:
- 319660 Genista corsica:
- 136799 Genista radiata:
- 238491 Genista hispanica:
- 238511 Genista sylvestris:
- 49820 Genista cinerea:
- 238523 Genista valentina:
- 3871 Lupinus angustifolius:
- 1871516 Baptisia perfoliata: 10.1055/S-2007-969928
- 279195 Rafnia acuminata:
- 140947 Rafnia perfoliata:
- 1969224 Baptisia simplicifolia: 10.1055/S-2007-969928
- 238516 Genista triacanthos:
- 49823 Genista germanica:
- 49825 Genista tinctoria:
- 46036 Castilleja: 10.1016/0305-1978(92)90089-V
- 114318 Thermopsis chinensis: 10.1016/S0031-9422(00)84121-7
- 71634 Pinus hartwegii: 10.1021/JO00883A026
- 48401 Caulophyllum robustum:
- 1899307 Gymnospermium darwasicum: 10.1016/0031-9422(91)83657-7
- 508258 Leobordea adpressa: 10.1016/0305-1978(89)90006-9
- 1096782 Listia bainesii: 10.1016/0305-1978(89)90006-9
- 2086526 Leobordea divaricata: 10.1016/0305-1978(89)90006-9
- 508263 Lotononis calycina: 10.1016/0305-1978(89)90006-9
- 1977624 Listia heterophylla: 10.1016/0305-1978(89)90006-9
- 508288 Lotononis listii: 10.1016/0305-1978(89)90006-9
- 2511970 Leobordea platycarpa: 10.1016/0305-1978(89)90006-9
- 508274 Leobordea eriantha: 10.1016/0305-1978(89)90006-9
- 149642 Clathrotropis brachypetala: 10.1016/S0031-9422(02)00394-1
- 168833 Leontice leontopetalum: 10.1007/BF00633305
- 508254 Calobota pungens: 10.1016/S0031-9422(00)94456-X
- 140930 Wiborgiella sessilifolia: 10.1016/S0031-9422(00)94456-X
- 508255 Lebeckia sepiaria: 10.1016/S0031-9422(00)94456-X
- 379253 Lebeckia simsiana: 10.1016/S0031-9422(00)94456-X
- 508244 Calobota lotononoides: 10.1016/S0031-9422(00)94456-X
- 449075 Calobota sericea: 10.1016/S0031-9422(00)94456-X
- 508256 Calobota spinescens: 10.1016/S0031-9422(00)94456-X
- 508237 Wiborgiella bowieana: 10.1016/S0031-9422(00)94456-X
- 508243 Wiborgiella leipoldtiana: 10.1016/S0031-9422(00)94456-X
- 247904 Ammodendron bifolium: 10.1007/BF00565609
- 508252 Lebeckia plukenetiana: 10.1016/0305-1978(89)90084-7
- 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
- Stella Parmaki, Argyro Tsipa, Marlen I Vasquez, João M J Gonçalves, Ioanna Hadjiadamou, Frederico C Ferreira, Carlos A M Afonso, Chrysoulla Drouza, Michalis Koutinas. Resolution of alkaloid racemate: a novel microbial approach for the production of enantiopure lupanine via industrial wastewater valorization.
Microbial cell factories.
2020 Mar; 19(1):67. doi:
10.1186/s12934-020-01324-1. [PMID: 32169079] - Stella Parmaki, Ioannis Vyrides, Marlen I Vasquez, Viki Hartman, Irene Zacharia, Ioanna Hadjiadamou, Catarina B M Barbeitos, Frederico C Ferreira, Carlos A M Afonso, Chrysoulla Drouza, Michalis Koutinas. Bioconversion of alkaloids to high-value chemicals: Comparative analysis of newly isolated lupanine degrading strains.
Chemosphere.
2018 Feb; 193(?):50-59. doi:
10.1016/j.chemosphere.2017.10.165. [PMID: 29126065] - Benedict T Green, Stephen T Lee, Kevin D Welch, Daniel Cook. Anagyrine desensitization of peripheral nicotinic acetylcholine receptors. A potential biomarker of quinolizidine alkaloid teratogenesis in cattle.
Research in veterinary science.
2017 Dec; 115(?):195-200. doi:
10.1016/j.rvsc.2017.04.019. [PMID: 28494312] - Sumira Jan, Azra N Kamili, Javid A Parray, Yashbir S Bedi, Parvaiz Ahmad. Microclimatic variation in UV perception and related disparity in tropane and quinolizidine alkaloid composition of Atropa acuminata, Lupinus polyphyllus and Hyoscyamus niger.
Journal of photochemistry and photobiology. B, Biology.
2016 Aug; 161(?):230-5. doi:
10.1016/j.jphotobiol.2016.04.028. [PMID: 27285814] - Sarah E J Arnold, M Eduardo Peralta Idrovo, Luis J Lomas Arias, Steven R Belmain, Philip C Stevenson. Herbivore defence compounds occur in pollen and reduce bumblebee colony fitness.
Journal of chemical ecology.
2014 Aug; 40(8):878-81. doi:
10.1007/s10886-014-0467-4. [PMID: 24952086] - Teresa Bobkiewicz-Kozłowska, Marzena Dworacka, Sebastian Kuczyński, Małgorzata Abramczyk, Renata Kolanoś, Waleria Wysocka, Pedro M Garcia Lopez, Hanna Winiarska. Hypoglycaemic effect of quinolizidine alkaloids--lupanine and 2-thionosparteine on non-diabetic and streptozotocin-induced diabetic rats.
European journal of pharmacology.
2007 Jun; 565(1-3):240-4. doi:
10.1016/j.ejphar.2007.02.032. [PMID: 17379208] - Clive C Gay, Kip E Panter, Katrina L Mealey, John M Gay, Steven W Hjartarson, Ahmed Tibary, Ernie S Motteram, Terrie Wierenga, Lynn F James. Comparison of plasma disposition of alkaloids after lupine challenge in cattle that had given birth to calves with lupine-induced arthrogryposis or clinically normal calves.
American journal of veterinary research.
2004 Nov; 65(11):1580-3. doi:
10.2460/ajvr.2004.65.1580. [PMID: 15566098] - Filomena M C Santana, Teresa Pinto, Arsénio M Fialho, Isabel Sá-Correia, José M A Empis. Bacterial removal of quinolizidine alkaloids and other carbon sources from a Lupinus albus aqueous extract.
Journal of agricultural and food chemistry.
2002 Apr; 50(8):2318-23. doi:
10.1021/jf011371h. [PMID: 11929291] - J M Pozuelo, M M Lucas, C de Lorenzo, M Fernández-Pascual, S Maldonado, M R de Felipe. Immunolocalization of alkaloids and X-ray microanalysis of elements in lupin seeds.
Protoplasma.
2001; 218(1-2):104-11. doi:
10.1007/bf01288366. [PMID: 11732315] - H A Oboh, M Muzquiz, C Burbano, C Cuadrado, M M Pedrosa, G Ayet, A U Osagie. Anti-nutritional constituents of six underutilized legumes grown in Nigeria.
Journal of chromatography. A.
1998 Oct; 823(1-2):307-12. doi:
10.1016/s0021-9673(98)00542-1. [PMID: 9818409] - J Pothier, S L Cheav, N Galand, C Dormeau, C Viel. A comparative study of the effects of sparteine, lupanine and lupin extract on the central nervous system of the mouse.
The Journal of pharmacy and pharmacology.
1998 Aug; 50(8):949-54. doi:
10.1111/j.2042-7158.1998.tb04013.x. [PMID: 9751462] - M C Robbins, D S Petterson, P G Brantom. A 90-day feeding study of the alkaloids of Lupinus angustifolius in the rat.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
1996 Aug; 34(8):679-86. doi:
10.1016/0278-6915(96)00040-3. [PMID: 8883468] - A Chaudhuri, W J Keller. New mammalian metabolites of sparteine.
Life sciences.
1990; 47(4):319-25. doi:
10.1016/0024-3205(90)90590-n. [PMID: 2388532] - R A Smith. Potential edible lupine poisonings in humans.
Veterinary and human toxicology.
1987 Dec; 29(6):444-5. doi:
". [PMID: 3424650] - F JAMINET. [Biochemical study of the common broom (Sarothamnus scoparius L.). III. Action of the oxidizing system consisting of ascorbic acid, ferric ions and oxygen, on the sparteine and lupanine in the plant].
Journal de pharmacie de Belgique.
1958 Nov; 13(11-12):577-84. doi:
". [PMID: 13642253]