Laurolitsine (BioDeep_00000000438)

 

Secondary id: BioDeep_00000868908, BioDeep_00001867504

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


4,16-dimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene-5,15-diol

化学式: C18H19NO4 (313.1314)
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) 21.99%

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

26 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; Laurolitsine



数据库引用编号

22 个数据库交叉引用编号

分类词条

相关代谢途径

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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

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。

亚细胞结构定位 关联基因列表
Cytoplasm 3 PHB2, PRKAA2, TERT
Peripheral membrane protein 1 ACHE
Nucleus 4 ACHE, PHB2, PRKAA2, TERT
cytosol 2 PRKAA2, TERT
dendrite 1 PRKAA2
nucleoplasm 2 PRKAA2, TERT
Cell membrane 2 ACHE, PHB2
Synapse 1 ACHE
cell surface 2 ACHE, PHB2
glutamatergic synapse 1 PHB2
Golgi apparatus 2 ACHE, PRKAA2
Golgi membrane 1 INS
mitochondrial inner membrane 1 PHB2
neuromuscular junction 1 ACHE
neuronal cell body 1 PRKAA2
plasma membrane 5 ACHE, BCHE, F2, PHB2, TERT
presynaptic active zone 1 PHB2
Membrane 3 ACHE, PHB2, PRKAA2
axon 2 PHB2, PRKAA2
extracellular exosome 1 F2
extracellular space 5 ACHE, BCHE, CTRL, F2, INS
perinuclear region of cytoplasm 1 ACHE
mitochondrion 1 PHB2
protein-containing complex 1 PHB2
postsynaptic density 1 PHB2
Secreted 4 ACHE, BCHE, F2, INS
extracellular region 4 ACHE, BCHE, F2, INS
mitochondrial outer membrane 1 PHB2
Extracellular side 1 ACHE
nucleolus 1 TERT
Mitochondrion inner membrane 1 PHB2
GABA-ergic synapse 1 PHB2
mitochondrial nucleoid 1 TERT
basement membrane 1 ACHE
Nucleus, PML body 1 TERT
PML body 1 TERT
collagen-containing extracellular matrix 1 F2
nuclear speck 2 PRKAA2, TERT
cell periphery 1 PHB2
Nucleus, nucleolus 1 TERT
Chromosome, telomere 1 TERT
chromosome, telomeric region 1 TERT
blood microparticle 2 BCHE, F2
Lipid-anchor, GPI-anchor 1 ACHE
endosome lumen 1 INS
Nucleus, nucleoplasm 1 TERT
cytoplasmic stress granule 1 PRKAA2
side of membrane 1 ACHE
secretory granule lumen 1 INS
Golgi lumen 2 F2, INS
endoplasmic reticulum lumen 3 BCHE, F2, INS
nuclear matrix 1 PHB2
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
nuclear envelope lumen 1 BCHE
nuclear telomere cap complex 1 TERT
RNA-directed RNA polymerase complex 1 TERT
telomerase catalytic core complex 1 TERT
telomerase holoenzyme complex 1 TERT
TERT-RMRP complex 1 TERT
synaptic cleft 1 ACHE
nucleotide-activated protein kinase complex 1 PRKAA2
[Isoform H]: Cell membrane 1 ACHE
mitochondrial prohibitin complex 1 PHB2
[Isoform 2]: Mitochondrion inner membrane 1 PHB2
[Isoform 1]: Mitochondrion inner membrane 1 PHB2


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]