Luteanin (BioDeep_00000860585)

PANOMIX_OTCML-2023

代谢物信息卡片

4H-Dibenzo(de,g)quinolin-11-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (S)- (9CI)

化学式: C20H23NO4 (341.16269980000004)
中文名称: 异紫堇定碱
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CN1CCC2=CC(=C(C3=C2C1CC4=C3C(=C(C=C4)OC)O)OC)OC
InChI: InChI=1S/C20H23NO4/c1-21-8-7-12-10-15(24-3)20(25-4)18-16(12)13(21)9-11-5-6-14(23-2)19(22)17(11)18/h5-6,10,13,22H,7-9H2,1-4H3/t13-/m0/s1

描述信息

Isocorydine is isolated from Dicranostigma leptopodum (Maxim.) Fedde (DLF). Isocorydine combines with Doxorubicin (DOX) has a promising potential to eradicate hepatocellular carcinoma (HCC)[1].
Isocorydine is isolated from Dicranostigma leptopodum (Maxim.) Fedde (DLF). Isocorydine combines with Doxorubicin (DOX) has a promising potential to eradicate hepatocellular carcinoma (HCC)[1].

同义名列表

62 个代谢物同义名

4H-Dibenzo(de,g)quinolin-11-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (S)- (9CI); 4H-Dibenzo(de,g)quinolin-11-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (S)-; 1,2,10-Trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol; 6aalpha-Aporphin-11-ol, 1,2,10-trimethoxy- (8CI); 5-21-06-00132 (Beilstein Handbook Reference); 6a-alpha-APORPHIN-11-OL, 1,2,10-TRIMETHOXY-; Aporphin-11-ol, 1,2,10-trimethoxy-; Lindcarpine, N,O-dimethyl-; SDCCGMLS-0066694.P001; S-(+)-Isocorydine; Prestwick3_000597; Prestwick2_000597; L-(+)-Isocorydine; Prestwick1_000597; Prestwick0_000597; Spectrum3_000717; Spectrum2_000566; Spectrum5_000378; Spectrum4_001699; NCGC00142508-01; SpecPlus_000517; Isocorydine (+); Luteanine (VAN); Spectrum_001207; NCGC00016453-02; NCGC00016453-01; SPECTRUM1500860; ()-Isocorydine; 545368_ALDRICH; BSPBio_000474; KBioSS_001687; BSPBio_002533; Prestwick_281; BPBio1_000522; d-Isocorydine; DivK1c_006613; KBioGR_001998; KBio2_006823; KBio2_001687; CAS-475-67-2; SPBio_000352; KBio2_004255; SPBio_002693; KBio1_001557; iso-Corydine; KBio3_001753; AIDS-138466; BRN 0094792; Isocorydine; Artabotrine; Artabotrin; AIDS138466; NSC 645316; Uzokoridin; NSC645316; Luteanine; NSC 32979; SBB005942; 475-67-2; Luteanin; TNP00260; C09549

数据库引用编号

10 个数据库交叉引用编号

ChEBI: CHEBI:6000
KEGG: C09549
PubChem: 10143
ChEMBL: CHEMBL489525
CAS: 475-67-2
PubChem: 11740
KNApSAcK: C00001872
3DMET: B03070
NIKKAJI: J5.971D
medchemexpress: HY-N2591

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)

69 个相关的物种来源信息

1891178 - Annickia polycarpa: 10.1055/S-0028-1097597
49314 - Annona cherimola: 10.1002/JCCS.199700047
1123437 - Annona purpurea:
306945 - Annona senegalensis: 10.1021/NP50118A021
301693 - Annona squamosa: 10.1016/0031-9422(72)85042-8
54796 - Argemone mexicana: 10.1007/BF00598384
225833 - Artabotrys hexapetalus: 10.1021/NP010036K
2651903 - Artabotrys stenopetalus: 10.1021/NP970282P
2651907 - Artabotrys zeylanicus:
12953 - Asimina triloba: 10.1248/YAKUSHI1947.85.1_77
1112794 - Berberis integerrima:
1439896 - Berberis nummularia: 10.1007/BF02273928
2602253 - Berberis oblonga:
559508 - Berberis repens: 10.1021/NP50018A011
121720 - Berberis thunbergii: 10.1007/BF02254817
258209 - Berberis vulgaris: 10.1007/BF01165220
225782 - Camptorrhiza strumosa: 10.1135/CCCC19641689
458692 - Corydalis yanhusuo: 10.1155/2014/281342
458692 - Corydalis yanhusuo W.T.Wang: -
323038 - Croton chilensis: 10.1016/0031-9422(92)80479-X
765397 - Croton hemiargyreus: 10.1002/(SICI)1099-1565(199909/10)10:5<254::AID-PCA462>3.0.CO;2-Q
128651 - Damburneya salicifolia: 10.1021/NP960195H
128613 - Dehaasia incrassata:
54418 - Dicentra peregrina: 10.1201/B16160-69
56851 - Dicranostigma franchetianum: 10.1007/BF00772226
3467 - Eschscholzia californica: 10.1016/0031-9422(95)00561-7
367484 - Fumaria vaillantii: 10.1016/0031-9422(83)80048-X
1533087 - Glaucium corniculatum:
1353837 - Glaucium fimbrilligerum:
56853 - Glaucium flavum:
1317845 - Glossocalyx brevipes: 10.1021/NP50041A025
63805 - Glossocalyx longicuspis: 10.1021/NP50041A025
295178 - Guatteria oliviformis: 10.1016/0031-9422(90)85037-G
72180 - Hypecoum leptocarpum: 10.1135/CCCC19870508
391933 - Hypecoum procumbens:
432643 - Isopyrum thalictroides: 10.1016/S0031-9422(00)00068-6
155299 - Litsea cubeba:
2912267 - Mespilodaphne macrophylla:
235758 - Miliusa velutina:
41776 - Nandina domestica: 10.1248/YAKUSHI1947.92.2_207
2592287 - Ocotea brenesii: 10.1076/PHBI.34.2.146.13187
1930893 - Ocotea macrophylla:
881612 - Ocotea velloziana: 10.1016/0031-9422(94)00961-R
357464 - Papaver argemone: 10.1135/CCCC19881845
357467 - Papaver commutatum: 10.1007/BF00573572
357469 - Papaver dubium: 10.1080/10575630008041232
357470 - Papaver glaucum: 10.1135/CCCC19862232
357473 - Papaver pavoninum: 10.1135/CCCC19881845
33128 - Papaver rhoeas:
63812 - Peumus boldus: 10.1016/S0021-9673(01)82099-9
1604819 - Phylica rogersii: 10.1039/JR9640002244
33090 - Plants: -
54436 - Pseudofumaria lutea: 10.1016/0031-9422(93)85313-G
39361 - Pteridophyllum racemosum: 10.1016/S0031-9422(00)88990-6
202615 - Reseda lutea: 10.1007/BF00573573
38924 - Sarcocapnos enneaphylla:
107196 - Sarcocapnos saetabensis:
1129716 - Siparuna gesnerioides: 10.1055/S-2006-959620
152367 - Stephania cephalantha:
2516453 - Stephania corymbosa: 10.1016/S0031-9422(00)83953-9
1501467 - Stephania lincangensis: 10.1016/S0031-9422(00)80650-0
1924984 - Stephania pierrei: 10.1021/NP50064A031
461636 - Strychnopsis thouarsii:
619227 - Thalictrum aquilegiifolium: 10.1021/NP50040A036
1084667 - Thalictrum delavayi:
1264574 - Thalictrum tuberiferum: 10.1016/0040-4039(64)83163-4
295132 - Trepobates: 10.1021/NP50064A031
33090 - 白屈菜: -
33090 - 白药子: -

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

Adam Yasgar, Danielle Bougie, Richard T Eastman, Ruili Huang, Misha Itkin, Jennifer Kouznetsova, Caitlin Lynch, Crystal McKnight, Mitch Miller, Deborah K Ngan, Tyler Peryea, Pranav Shah, Paul Shinn, Menghang Xia, Xin Xu, Alexey V Zakharov, Anton Simeonov. Quantitative Bioactivity Signatures of Dietary Supplements and Natural Products. ACS pharmacology & translational science. 2023 May; 6(5):683-701. doi: 10.1021/acsptsci.2c00194. [PMID: 37200814]
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]
Qian Yan, Ruxia Li, Aiyi Xin, Yin Han, Yanxia Zhang, Junxi Liu, Wenguang Li, Duolong Di. Design, synthesis, and anticancer properties of isocorydine derivatives. Bioorganic & medicinal chemistry. 2017 12; 25(24):6542-6553. doi: 10.1016/j.bmc.2017.10.027. [PMID: 29103873]
Qian Yan, Ru-Xia Li, Ai-Yi Xin, Jun-Xi Liu, Wen-Guang Li, Duo-Long Di. [Research on anticancer activity of isocorydine and its derivatives]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2017 Aug; 42(16):3152-3158. doi: 10.19540/j.cnki.cjcmm.20170512.008. [PMID: 29171235]
Ali Bakiri, Jane Hubert, Romain Reynaud, Sylvie Lanthony, Dominique Harakat, Jean-Hugues Renault, Jean-Marc Nuzillard. Computer-Aided 13C NMR Chemical Profiling of Crude Natural Extracts without Fractionation. Journal of natural products. 2017 05; 80(5):1387-1396. doi: 10.1021/acs.jnatprod.6b01063. [PMID: 28414230]
Chhavarath Dary, Sok-Siya Bun, Gaëtan Herbette, Fathi Mabrouki, Hot Bun, Sothea Kim, Florian Jabbour, Sovanmoly Hul, Béatrice Baghdikian, Evelyne Ollivier. Chemical profiling of the tuber of Stephania cambodica Gagnep. (Menispermaceae) and analytical control by UHPLC-DAD. Natural product research. 2017 Apr; 31(7):802-809. doi: 10.1080/14786419.2016.1247077. [PMID: 27976592]
Hui Wang, Xin Cheng, Shujun Kong, Zixian Yang, Hongmei Wang, Qiuyan Huang, Jingyu Li, Cheng Chen, Yunshu Ma. Synthesis and Structure-Activity Relationships of a Series of Aporphine Derivatives with Antiarrhythmic Activities and Acute Toxicity. Molecules (Basel, Switzerland). 2016 Nov; 21(12):. doi: 10.3390/molecules21121555. [PMID: 27916812]
Lijuan Chen, Hua Tian, Meng Li, Chao Ge, Fangyu Zhao, Lixing Zhang, Hong Li, Junxi Liu, Tingpu Wang, Ming Yao, Jinjun Li. Derivate isocorydine inhibits cell proliferation in hepatocellular carcinoma cell lines by inducing G2/M cell cycle arrest and apoptosis. Tumour biology : the journal of the International Society for Oncodevelopmental Biology and Medicine. 2016 May; 37(5):5951-61. doi: 10.1007/s13277-015-4362-6. [PMID: 26596832]
Azeana Zahari, Abdulwali Ablat, Noridayu Omer, Mohd Azlan Nafiah, Yasodha Sivasothy, Jamaludin Mohamad, Mohammad Niyaz Khan, Khalijah Awang. Ultraviolet-visible study on acid-base equilibria of aporphine alkaloids with antiplasmodial and antioxidant activities from Alseodaphne corneri and Dehaasia longipedicellata. Scientific reports. 2016 Feb; 6(?):21517. doi: 10.1038/srep21517. [PMID: 26898753]
Meng Li, Lixing Zhang, Chao Ge, Lijuan Chen, Tao Fang, Hong Li, Hua Tian, Junxi Liu, Taoyang Chen, Guoping Jiang, Haiyang Xie, Ying Cui, Ming Yao, Jinjun Li. An isocorydine derivative (d-ICD) inhibits drug resistance by downregulating IGF2BP3 expression in hepatocellular carcinoma. Oncotarget. 2015 Sep; 6(28):25149-60. doi: 10.18632/oncotarget.4438. [PMID: 26327240]
Mei Zhong, Yanjuan Liu, Junxi Liu, Duolong Di, Mengrou Xu, Yaya Yang, Wenguang Li, Yali Chen, Jinxia Liu. Isocorydine derivatives and their anticancer activities. Molecules (Basel, Switzerland). 2014 Aug; 19(8):12099-115. doi: 10.3390/molecules190812099. [PMID: 25120059]
Y-Q Liu, H-L Li, J-C He, E-F Feng, G-X Rao, G-L Xu. Development and validation of a high-performance liquid chromatography coupled with ultraviolet detection method for the determination of isocorydine in rat plasma and its application in pharmacokinetics. Drug research. 2013 Nov; 63(11):558-63. doi: 10.1055/s-0033-1347256. [PMID: 23884660]
Changchuan Guo, Caihong Yu, Li Li, Yuqing Wang, Shengjia Wang, Weihong Wang, Haihong Hu, Siyun Xu, Lushan Yu, Huidi Jiang, Su Zeng. Rapid determination of isocorydine in rat plasma and tissues using liquid chromatography--tandem mass spectrometry and its applications to pharmacokinetics and tissue distribution. Xenobiotica; the fate of foreign compounds in biological systems. 2012 May; 42(5):466-76. doi: 10.3109/00498254.2011.640965. [PMID: 22352392]
Hefen Sun, Helei Hou, Ping Lu, Lixing Zhang, Fangyu Zhao, Chao Ge, Tingpu Wang, Ming Yao, Jinjun Li. Isocorydine inhibits cell proliferation in hepatocellular carcinoma cell lines by inducing G2/m cell cycle arrest and apoptosis. PloS one. 2012; 7(5):e36808. doi: 10.1371/journal.pone.0036808. [PMID: 22623962]
Tian-Cai Zhang, He-Lin Ye, Jun-Xi Liu, Duo-Long Di. [Study on semi-synthetic transforming technology for the natural product of isocorydione]. Yao xue xue bao = Acta pharmaceutica Sinica. 2011 Dec; 46(12):1471-5. doi: . [PMID: 22375421]
Dinesh K Yadav, Neetu Singh, Kapil Dev, Rolee Sharma, Mahendra Sahai, Gautam Palit, Rakesh Maurya. Anti-ulcer constituents of Annona squamosa twigs. Fitoterapia. 2011 Jun; 82(4):666-75. doi: 10.1016/j.fitote.2011.02.005. [PMID: 21342663]
Tian-qing Yan, Yan-fang Yang, Tie-min Ai. [Determination of protopine and isocorydine in root of Dactylicapnos scandens by HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2004 Oct; 29(10):961-3. doi: . [PMID: 15631083]
F R Stermitz, J Tawara-Matsuda, P Lorenz, P Mueller, L Zenewicz, K Lewis. 5'-Methoxyhydnocarpin-D and pheophorbide A: Berberis species components that potentiate berberine growth inhibition of resistant Staphylococcus aureus. Journal of natural products. 2000 Aug; 63(8):1146-9. doi: 10.1021/np990639k. [PMID: 10978214]
J Huang, J Guo, G Duan. [Determination of 7 bio-active alkaloids in Stephania plants by RP-HPLC]. Yao xue xue bao = Acta pharmaceutica Sinica. 1998 Jul; 33(7):528-33. doi: . [PMID: 12016887]
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]
S W Sun, S S Lee, H M Huang. Determination of lauraceous aporphine alkaloids by high-performance liquid chromatography. Journal of pharmaceutical and biomedical analysis. 1996 Jun; 14(8-10):1383-7. doi: 10.1016/0731-7085(95)01715-1. [PMID: 8818061]
P Szylman, O S Better, C Chaimowitz, A Rosler. Role of hyperkalemia in the metabolic acidosis of isolated hypoaldosteronism. The New England journal of medicine. 1976 Feb; 294(7):361-5. doi: 10.1056/nejm197602122940703. [PMID: 1674]