Macarpine (BioDeep_00000006073)
Volatile Flavor Compounds natural product
代谢物信息卡片
化学式: C22H18NO6+ (392.1134068)
中文名称:
谱图信息:
最多检出来源 Viridiplantae(plant) 0.17%
分子结构信息
SMILES: COc1cc2c3c(OC)cc4c(c3c[n+](C)c2c2cc3c(cc12)OCO3)OCO4
InChI: InChI=1S/C22H18NO6/c1-23-8-14-20(18(25-3)7-19-22(14)29-10-28-19)13-6-15(24-2)11-4-16-17(27-9-26-16)5-12(11)21(13)23/h4-8H,9-10H2,1-3H3/q+1
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:17101
- KEGG: C06165
- PubChem: 440929
- ChEMBL: CHEMBL5205934
- MetaCyc: CPD-7848
- CAS: 23594-80-1
- CAS: 6917-73-3
- PMhub: MS000019027
- MetaboLights: MTBLC17101
- PubChem: 8420
- KNApSAcK: C00001883
- 3DMET: B00912
- NIKKAJI: J361.279A
- RefMet: Macarpine
- KNApSAcK: 17101
- LOTUS: LTS0241907
分类词条
相关代谢途径
Reactome(0)
代谢反应
27 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(2)
- sanguinarine and macarpine biosynthesis:
S-stylopine + SAM ⟶ (S)-cis-N-methylstylopine + SAH
- sanguinarine and macarpine biosynthesis:
H+ + NADPH + O2 + S-cheilanthifoline ⟶ H2O + NADP+ + S-stylopine
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(25)
- sanguinarine and macarpine biosynthesis:
H+ + O2 + dihydrosanguinarine ⟶ hydrogen peroxide + sanguinarine
- sanguinarine and macarpine biosynthesis:
(S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
- sanguinarine and macarpine biosynthesis:
H+ + O2 + dihydrosanguinarine ⟶ hydrogen peroxide + sanguinarine
- sanguinarine and macarpine biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + protopine ⟶ 6-hydroxyprotopine + H2O + an oxidized [NADPH-hemoprotein reductase]
- sanguinarine and macarpine biosynthesis:
(S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
- sanguinarine and macarpine biosynthesis:
H+ + O2 + dihydrosanguinarine ⟶ hydrogen peroxide + sanguinarine
- sanguinarine and macarpine biosynthesis:
H+ + O2 + dihydrosanguinarine ⟶ hydrogen peroxide + sanguinarine
- sanguinarine and macarpine biosynthesis:
H+ + O2 + dihydromacarpine ⟶ hydrogen peroxide + macarpine
- sanguinarine and macarpine biosynthesis:
H+ + O2 + dihydrosanguinarine ⟶ hydrogen peroxide + sanguinarine
- sanguinarine and macarpine biosynthesis:
H+ + O2 + dihydrochelirubine ⟶ chelirubine + hydrogen peroxide
- sanguinarine and macarpine biosynthesis:
H+ + O2 + dihydrosanguinarine ⟶ hydrogen peroxide + sanguinarine
- sanguinarine and macarpine biosynthesis:
(S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
- sanguinarine and macarpine biosynthesis:
H+ + O2 + dihydrosanguinarine ⟶ hydrogen peroxide + sanguinarine
- sanguinarine and macarpine biosynthesis:
(S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
- sanguinarine and macarpine biosynthesis:
(S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
- sanguinarine and macarpine biosynthesis:
(S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
- sanguinarine and macarpine biosynthesis:
(S)-cis-N-methylstylopine + O2 + a reduced [NADPH-hemoprotein reductase] ⟶ H+ + H2O + an oxidized [NADPH-hemoprotein reductase] + protopine
- sanguinarine and macarpine biosynthesis:
H+ + O2 + dihydrosanguinarine ⟶ hydrogen peroxide + sanguinarine
- sanguinarine and macarpine biosynthesis:
H+ + O2 + dihydrosanguinarine ⟶ hydrogen peroxide + sanguinarine
- sanguinarine and macarpine biosynthesis:
(S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
- sanguinarine and macarpine biosynthesis:
H+ + O2 + dihydrosanguinarine ⟶ hydrogen peroxide + sanguinarine
- sanguinarine and macarpine biosynthesis:
(S)-reticuline + O2 ⟶ (S)-scoulerine + H+ + hydrogen peroxide
- sanguinarine and macarpine biosynthesis:
H+ + O2 + dihydrosanguinarine ⟶ hydrogen peroxide + sanguinarine
- sanguinarine and macarpine biosynthesis:
H+ + O2 + dihydrosanguinarine ⟶ hydrogen peroxide + sanguinarine
- sanguinarine and macarpine biosynthesis:
NAD(P)+ + dihydrosanguinarine ⟶ NAD(P)H + sanguinarine
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
34 个相关的物种来源信息
- 7458 - Apidae: LTS0241907
- 7459 - Apis: LTS0241907
- 7461 - Apis cerana: 10.1371/JOURNAL.PONE.0175573
- 7461 - Apis cerana: LTS0241907
- 6656 - Arthropoda: LTS0241907
- 392618 - Cunila: 10.1007/S00299-018-2303-8
- 392618 - Cunila: LTS0241907
- 3466 - Eschscholzia: LTS0241907
- 3467 - Eschscholzia californica:
- 3467 - Eschscholzia californica: 10.1016/0031-9422(89)80187-6
- 3467 - Eschscholzia californica: 10.1016/0031-9422(90)80172-D
- 3467 - Eschscholzia californica: 10.1016/S0040-4039(00)95338-3
- 3467 - Eschscholzia californica: 10.1021/NP50069A007
- 3467 - Eschscholzia californica: 10.5511/PLANTBIOTECHNOLOGY1984.9.164
- 3467 - Eschscholzia californica: LTS0241907
- 222997 - Eschscholzia californica subsp. californica: 10.2307/4117899
- 222997 - Eschscholzia californica subsp. californica: LTS0241907
- 2759 - Eukaryota: LTS0241907
- 50557 - Insecta: LTS0241907
- 4136 - Lamiaceae: LTS0241907
- 56856 - Macleaya: LTS0241907
- 56857 - Macleaya cordata: 10.1002/HLCA.19830660208
- 56857 - Macleaya cordata: LTS0241907
- 3398 - Magnoliopsida: LTS0241907
- 33208 - Metazoa: LTS0241907
- 3465 - Papaveraceae: LTS0241907
- 35493 - Streptophyta: LTS0241907
- 56863 - Stylophorum: LTS0241907
- 56864 - Stylophorum diphyllum: 10.1135/CCCC19840704
- 56864 - Stylophorum diphyllum: LTS0241907
- 72189 - Stylophorum lasiocarpum: 10.1135/CCCC19911116
- 72189 - Stylophorum lasiocarpum: LTS0241907
- 58023 - Tracheophyta: LTS0241907
- 33090 - Viridiplantae: LTS0241907
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
- Shasank S Swain, Sanghamitra Pati, Tahziba Hussain. Quinoline heterocyclic containing plant and marine candidates against drug-resistant Mycobacterium tuberculosis: A systematic drug-ability investigation.
European journal of medicinal chemistry.
2022 Mar; 232(?):114173. doi:
10.1016/j.ejmech.2022.114173
. [PMID: 35168150] - Andrea Balažová, Júlia Urdová, Vladimír Forman, Pavel Mučaji. Enhancement of Macarpine Production in Eschscholzia Californica Suspension Cultures under Salicylic Acid Elicitation and Precursor Supplementation.
Molecules (Basel, Switzerland).
2020 Mar; 25(6):. doi:
10.3390/molecules25061261
. [PMID: 32168770] - Iva Slaninová, Noelia López-Sánchez, Kristýna Šebrlová, Ondřej Vymazal, José María Frade, Eva Táborská. Introduction of macarpine as a novel cell-permeant DNA dye for live cell imaging and flow cytometry sorting.
Biology of the cell.
2016 Jan; 108(1):1-18. doi:
10.1111/boc.201500047
. [PMID: 26482322] - Hiromi Sato, Ryota Yamada, Midori Yanagihara, Hiroko Okuzawa, Hiroki Iwata, Ayako Kurosawa, Saki Ichinomiya, Rina Suzuki, Hiroyuki Okabe, Tomohiro Yano, Takuya Kumamoto, Noriyuki Suzuki, Tsutomu Ishikawa, Koichi Ueno. New 2-aryl-1,4-naphthoquinone-1-oxime methyl ether compound induces microtubule depolymerization and subsequent apoptosis.
Journal of pharmacological sciences.
2012; 118(4):467-78. doi:
10.1254/jphs.11229fp
. [PMID: 22447301] - Kristýna Pěnčíková, Jana Urbanová, Pavel Musil, Eva Táborská, Jana Gregorová. Seasonal variation of bioactive alkaloid contents in Macleaya microcarpa (Maxim.) Fedde.
Molecules (Basel, Switzerland).
2011 Apr; 16(4):3391-401. doi:
10.3390/molecules16043391
. [PMID: 21512447] - Jana Suchomelová, Hana Bochoráková, Hana Paulová, Pavel Musil, Eva Táborská. HPLC quantification of seven quaternary benzo[c]phenanthridine alkaloids in six species of the family Papaveraceae.
Journal of pharmaceutical and biomedical analysis.
2007 May; 44(1):283-7. doi:
10.1016/j.jpba.2007.02.005
. [PMID: 17367981] - Dagmar Weiss, Alfred Baumert, Matthias Vogel, Werner Roos. Sanguinarine reductase, a key enzyme of benzophenanthridine detoxification.
Plant, cell & environment.
2006 Feb; 29(2):291-302. doi:
10.1111/j.1365-3040.2005.01421.x
. [PMID: 17080644] - Sang-Un Park, Min Yu, Peter J Facchini. Modulation of berberine bridge enzyme levels in transgenic root cultures of California poppy alters the accumulation of benzophenanthridine alkaloids.
Plant molecular biology.
2003 Jan; 51(2):153-64. doi:
10.1023/a:1021199311049
. [PMID: 12602874] - Sang-Un Park, Min Yu, Peter J Facchini. Antisense RNA-mediated suppression of benzophenanthridine alkaloid biosynthesis in transgenic cell cultures of California poppy.
Plant physiology.
2002 Feb; 128(2):696-706. doi:
10.1104/pp.010741
. [PMID: 11842172]