Laurolitsine (BioDeep_00000000438)
Secondary id: BioDeep_00000868908, BioDeep_00001867504
human metabolite PANOMIX_OTCML-2023 natural product
代谢物信息卡片
化学式: C18H19NO4 (313.1314014)
中文名称: (S)-5,6,6A,7-四氢-1,10-二甲氧基-4H-二苯并[DE,G]喹啉-2,9-二醇, 新木姜子碱, 去甲波尔定, 去甲异波尔定
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 4%
分子结构信息
SMILES: COC1=C(C=C2CC3C4=C(C2=C1)C(=C(C=C4CCN3)O)OC)O
InChI: InChI=1S/C18H19NO4/c1-22-15-8-11-10(7-13(15)20)5-12-16-9(3-4-19-12)6-14(21)18(23-2)17(11)16/h6-8,12,19-21H,3-5H2,1-2H3
描述信息
Laurolistine is an aporphine alkaloid that is noraporphine substituted by hydroxy groups at positions 2 and 9 and methoxy groups at positions 1 and 10. Isolated from Litsea glutinosa and Lindera chunii, exhibits inhibitory activity against HIV-1 integrase. It has a role as a metabolite and a HIV-1 integrase inhibitor. It is a member of phenols, an aromatic ether and an aporphine alkaloid. It is functionally related to an aporphine.
Laurolitsine is a natural product found in Damburneya salicifolia, Neolitsea sericea, and other organisms with data available.
Laurolitsine is an alkaloid from Sassafras and the leaves of Peumus boldus (boldo). Laurolitsine is a flavouring ingredient.
Alkaloid from Sassafras and the leaves of Peumus boldus (boldo). Flavouring ingredient
同义名列表
25 个代谢物同义名
4,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-5,15-diol; Norboldine; (S)-5,6,6a,7-Tetrahydro-1,10-dimethoxy-4H-dibenzo[de,g]quinoline-2,9-diol; 4H-Dibenzo[de,g]quinoline-2,9-diol, 5,6,6a,7-tetrahydro-1,10-dimethoxy-, (6aS)-; 4H-DIBENZO(DE,G)QUINOLINE-2,9-DIOL, 5,6,6A,7-TETRAHYDRO-1,10-DIMETHOXY-, (6AS)-; 4H-DIBENZO(DE,G)QUINOLINE-2,9-DIOL, 5,6,6A,7-TETRAHYDRO-1,10-DIMETHOXY-, (S)-; (6aS)-1,10-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol; (S)-1,10-Dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol; 4H-Dibenzo(de,g)quinoline-2,9-diol, 5,6,6a,7-tetrahydro-1,10-dimethoxy-; 2,2-DIMETHYL-2,3-DIHYDRO-1-BENZOFURAN-7-CARBOXYLICACID; Dimethoxy-1,10 dihydroxy-2,9 nor-aporphine [French]; 6a-.alpha.-Noraporphine-2,9-diol, 1,10-dimethoxy-; 1,10-Dimethoxy-6a-.alpha.-noraporphine-2,9-diol; 6a-alpha-NORAPORPHINE-2,9-DIOL, 1,10-DIMETHOXY-; 1,10-Dimethoxy-6a-alpha-noraporphine-2,9-diol; Dimethoxy-1,10 dihydroxy-2,9 nor-aporphine; 2,9-Dihydroxy-1,10-dimethoxynoraporphine; LAUROLITSINE, (+)-; [(+)-norboldine]; (+)-LAUROLITSINE; UNII-5MT88IS14F; (+)-Norboldine; Laurolitsine; Laurolistine; 5MT88IS14F; Norboldine
数据库引用编号
21 个数据库交叉引用编号
- ChEBI: CHEBI:66557
- KEGG: C16984
- PubChem: 628557
- PubChem: 22179
- HMDB: HMDB0040974
- Metlin: METLIN71481
- ChEMBL: CHEMBL487388
- MeSH: laurolitsine
- ChemIDplus: 0005890186
- KNApSAcK: C00046539
- KNApSAcK: C00027433
- foodb: FDB020829
- chemspider: 545902
- chemspider: 20821
- CAS: 5890-18-6
- CAS: 568-39-8
- medchemexpress: HY-N2352
- PMhub: MS000025529
- PubChem: 96023470
- NIKKAJI: J15.859C
- LOTUS: LTS0093962
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)
104 个相关的物种来源信息
- 128581 - Actinodaphne: LTS0093962
- 796729 - Actinodaphne acuminata:
- 489012 - Actinodaphne pruinosa: 10.3390/MOLECULES14082850
- 489012 - Actinodaphne pruinosa: LTS0093962
- 128587 - Alseodaphne: LTS0093962
- 136105 - Alseodaphne perakensis: 10.3390/MOLECULES16043402
- 136105 - Alseodaphne perakensis: LTS0093962
- 22140 - Annonaceae: LTS0093962
- 41773 - Berberidaceae: LTS0093962
- 22774 - Berberis: LTS0093962
- 33814 - Berberis stolonifera: 10.1016/0031-9422(88)87027-4
- 33814 - Berberis stolonifera: LTS0093962
- 13428 - Cinnamomum: LTS0093962
- 13429 - Cinnamomum camphora: 10.1248/YAKUSHI1947.84.4_365
- 13429 - Cinnamomum camphora: LTS0093962
- 22027 - Cryptocarya: LTS0093962
- 128651 - Damburneya salicifolia: 10.1021/NP960195H
- 128651 - Damburneya salicifolia: 10.3109/13880209309082940
- 128612 - Dehaasia: LTS0093962
- 610223 - Dehaasia hainanensis: 10.1177/1934578X0700200115
- 610223 - Dehaasia hainanensis: LTS0093962
- 2759 - Eukaryota: LTS0093962
- 9606 - Homo sapiens: -
- 235809 - Huberantha pendula: 10.1021/NP000176E
- 651342 - Illigera pentaphylla: 10.1021/NP50041A026
- 3433 - Lauraceae: LTS0093962
- 55957 - Lindera: LTS0093962
- 545644 - Lindera aggregata:
- 545644 - Lindera aggregata: 10.1016/J.CHROMA.2008.10.017
- 545644 - Lindera aggregata: 10.1248/CPB.50.1195
- 545644 - Lindera aggregata: LTS0093962
- 2291132 - Lindera angustifolia: 10.1016/J.PHYTOCHEM.2003.12.014
- 344093 - Lindera chunii:
- 344093 - Lindera chunii: 10.1002/CHIN.200306170
- 344093 - Lindera chunii: 10.1002/JCCS.200000050
- 344093 - Lindera chunii: 10.1248/CPB.50.1195
- 344093 - Lindera chunii: LTS0093962
- 332435 - Lindera glauca:
- 332435 - Lindera glauca: 10.1002/JCCS.200000050
- 332435 - Lindera glauca: 10.1248/CPB.50.1195
- 332435 - Lindera glauca: LTS0093962
- 943092 - Lindera pulcherrima var. hemsleyana:
- 128640 - Lindera umbellata:
- 128640 - Lindera umbellata: 10.1248/CPB.50.1195
- 128640 - Lindera umbellata: LTS0093962
- 22042 - Litsea: LTS0093962
- 155299 - Litsea cubeba:
- 1941426 - Litsea deccanensis: 10.1055/S-2006-961926
- 1941426 - Litsea deccanensis: LTS0093962
- 384306 - Litsea garciae:
- 136122 - Litsea glutinosa:
- 136122 - Litsea glutinosa: 10.1002/HLCA.200590188
- 136122 - Litsea glutinosa: 10.1016/S0031-9422(00)88469-1
- 136122 - Litsea glutinosa: LTS0093962
- 29744 - Litsea japonica:
- 29744 - Litsea japonica: 10.1248/YAKUSHI1947.82.11_1567
- 29744 - Litsea japonica: LTS0093962
- 384309 - Litsea lancifolia: 10.3390/MOLECULES16043119
- 384309 - Litsea lancifolia: LTS0093962
- 1508051 - Litsea wightiana: 10.1055/S-2007-969878
- 3398 - Magnoliopsida: LTS0093962
- 22063 - Monimiaceae: LTS0093962
- 63800 - Nectandra: LTS0093962
- 1365880 - Nectandra grandiflora: 10.3109/13880209309082940
- 1365880 - Nectandra grandiflora: LTS0093962
- 128654 - Neolitsea: LTS0093962
- 2803928 - Neolitsea acuminatissima:
- 2803928 - Neolitsea acuminatissima: 10.1021/NP010236W
- 2803928 - Neolitsea acuminatissima: LTS0093962
- 344097 - Neolitsea aurata: 10.1002/JCCS.197500046
- 1609884 - Neolitsea buisanensis:
- 1609884 - Neolitsea buisanensis: 10.1002/JCCS.197500046
- 1609884 - Neolitsea buisanensis: LTS0093962
- 344104 - Neolitsea dealbata: 10.1016/J.BMCL.2010.07.100
- 344104 - Neolitsea dealbata: LTS0093962
- 1609886 - Neolitsea konishii:
- 1609886 - Neolitsea konishii: 10.1002/JCCS.199200031
- 1609886 - Neolitsea konishii: LTS0093962
- 128655 - Neolitsea sericea:
- 128655 - Neolitsea sericea: 10.1039/J39700001547
- 128655 - Neolitsea sericea: LTS0093962
- 63801 - Ocotea: LTS0093962
- 63802 - Peumus: LTS0093962
- 63812 - Peumus boldus:
- 63812 - Peumus boldus: 10.1002/JPS.2600570935
- 63812 - Peumus boldus: LTS0093962
- 128686 - Phoebe: LTS0093962
- 128687 - Phoebe formosana: 10.1002/JCCS.197300010
- 128687 - Phoebe formosana: LTS0093962
- 2516518 - Phoebe grandis: 10.1016/S0031-9422(97)00189-1
- 2516518 - Phoebe grandis: LTS0093962
- 46944 - Sassafras: LTS0093962
- 46945 - Sassafras albidum: 10.1016/S0031-9422(00)97502-2
- 46945 - Sassafras albidum: LTS0093962
- 63803 - Siparuna: LTS0093962
- 141960 - Siparuna pauciflora: 10.1016/S0031-9422(03)00098-0
- 141960 - Siparuna pauciflora: LTS0093962
- 104773 - Siparunaceae: LTS0093962
- 35493 - Streptophyta: LTS0093962
- 58023 - Tracheophyta: LTS0093962
- 33090 - Viridiplantae: LTS0093962
- 225838 - Xylopia: LTS0093962
- 992813 - Xylopia parviflora: 10.1016/J.PHYTOCHEM.2006.07.011
- 992813 - Xylopia parviflora: LTS0093962
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
- Zhang Yong, Wang Ruiqi, Yang Yanan, Ma Ning, Zhou Zhi, Tan Yinfeng, Dong Lin, Li Yiying, Lu Weiying, Wu Chongming, Zhang Xiaopo. Laurolitsine ameliorates type 2 diabetes by regulating the hepatic LKB1-AMPK pathway and gut microbiota.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2022 Nov; 106(?):154423. doi:
10.1016/j.phymed.2022.154423
. [PMID: 36075181] - Yin-Feng Tan, Rui-Qi Wang, Wen-Ting Wang, Ying Wu, Ning Ma, Wei-Ying Lu, Yong Zhang, Xiao-Po Zhang. Study on the pharmacokinetics, tissue distribution and excretion of laurolitsine from Litsea glutinosa in Sprague-Dawley rats.
Pharmaceutical biology.
2021 Dec; 59(1):884-892. doi:
10.1080/13880209.2021.1944221
. [PMID: 34219593] - Gonzalo Fuentes-Barros, Sebastián Castro-Saavedra, Leonel Liberona, Williams Acevedo-Fuentes, Cristian Tirapegui, César Mattar, Bruce K Cassels. Variation of the alkaloid content of Peumus boldus (boldo).
Fitoterapia.
2018 Jun; 127(?):179-185. doi:
10.1016/j.fitote.2018.02.020
. [PMID: 29454020] - Chao-feng Zhang, Norio Nakamura, Supinya Tewtrakul, Masao Hattori, Qi-shi Sun, Zheng-tao Wang, Tamio Fujiwara. Sesquiterpenes and alkaloids from Lindera chunii and their inhibitory activities against HIV-1 integrase.
Chemical & pharmaceutical bulletin.
2002 Sep; 50(9):1195-200. doi:
10.1248/cpb.50.1195
. [PMID: 12237535] - C Y Chen, F R Chang, Y C Shih, T J Hsieh, Y C Chia, H Y Tseng, H C Chen, S J Chen, M C Hsu, Y C Wu. Cytotoxic constituents of Polyalthia longifolia var. pendula.
Journal of natural products.
2000 Nov; 63(11):1475-8. doi:
10.1021/np000176e
. [PMID: 11087586] - C M Teng, C M Hsueh, Y L Chang, F N Ko, S S Lee, K C Liu. Antiplatelet effects of some aporphine and phenanthrene alkaloids in rabbits and man.
The Journal of pharmacy and pharmacology.
1997 Jul; 49(7):706-11. doi:
10.1111/j.2042-7158.1997.tb06096.x
. [PMID: 9255715] - M Böhlke, H Guinaudeau, C K Angerhofer, V Wongpanich, D D Soejarto, N R Farnsworth, G A Mora, L J Poveda. Costaricine, a new antiplasmodial bisbenzylisoquinoline alkaloid from Nectandra salicifolia trunk bark.
Journal of natural products.
1996 Jun; 59(6):576-80. doi:
10.1021/np960195h
. [PMID: 8786363]