Procyanidin C1 (BioDeep_00000000596)
Secondary id: BioDeep_00000398376
human metabolite PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C45H38O18 (866.2058048000001)
中文名称: 原花青素 C1, 原花青素C1
谱图信息:
最多检出来源 Viridiplantae(plant) 65.66%
分子结构信息
SMILES: c12c([C@@H]([C@H]([C@H](O1)c1ccc(c(c1)O)O)O)c1c3c([C@H]([C@H]([C@H](O3)c3ccc(c(c3)O)O)O)c3c4c(C[C@H]([C@@H](O4)c4ccc(c(c4)O)O)O)c(cc3O)O)c(cc1O)O)c(cc(c2)O)O
InChI: InChI=1S/C45H38O18/c46-18-10-27(54)33-32(11-18)61-42(16-2-5-21(48)25(52)8-16)39(59)37(33)35-29(56)14-30(57)36-38(40(60)43(63-45(35)36)17-3-6-22(49)26(53)9-17)34-28(55)13-23(50)19-12-31(58)41(62-44(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,31,37-43,46-60H,12H2/t31-,37-,38+,39-,40-,41-,42-,43-/m1/s1
描述信息
Procyanidin C1 is a proanthocyanidin consisting of three (-)-epicatechin units joined by two successive (4beta->8)-linkages. It has a role as a metabolite, an anti-inflammatory agent, an antioxidant, a lipoxygenase inhibitor, an EC 1.17.3.2 (xanthine oxidase) inhibitor and an EC 3.2.1.20 (alpha-glucosidase) inhibitor. It is a hydroxyflavan, a proanthocyanidin and a polyphenol. It is functionally related to a (-)-epicatechin.
Procyanidin C1 is a natural product found in Campylotropis hirtella, Cinnamomum verum, and other organisms with data available.
See also: Maritime Pine (part of).
Procyanidin C1 is found in apple. Proanthocyanidin C1 is a B type proanthocyanidin. It is an epicatechin trimer found in grape (Vitis vinifera). (Wikipedia).
Proanthocyanidin C1 is a B type proanthocyanidin. It is an epicatechin trimer found in grape (Vitis vinifera). [Wikipedia]
A proanthocyanidin consisting of three (-)-epicatechin units joined by two successive (4beta->8)-linkages.
Procyanidin C1 (PCC1), a natural polyphenol with oral activity, causes DNA damage, cell cycle arrest and induces apoptosis. Procyanidin C1 decreases the level of Bcl-2, but enhances BAX, caspase 3 and 9 expression in cancer cells. Procyanidin C1 shows senotherapeutic activity and increases lifespan in mice[1][2].
Procyanidin C1 (PCC1), a natural polyphenol with oral activity, causes DNA damage, cell cycle arrest and induces apoptosis. Procyanidin C1 decreases the level of Bcl-2, but enhances BAX, caspase 3 and 9 expression in cancer cells. Procyanidin C1 shows senotherapeutic activity and increases lifespan in mice[1][2].
同义名列表
34 个代谢物同义名
(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-yl]-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol; (2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol; (2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-8-yl]-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-yl]chromane-3,5,7-triol; (2R,3R,4R,2R,3R,4S,2R,3R)-2,2,2-Tris-(3,4-dihydroxy-phenyl)-3,4,3,4,3,4-hexahydro-2H,2H,2H-[4,8;4,8]terchromene-3,5,7,3,5,7,3,5,7-nonaol; (2r,2r,2r,3r,3r,3r,4r,4s)-2,2,2-tris(3,4-dihydroxyphenyl)-3,3,3,4,4,4-hexahydro-2h,2h,2h-4,8:4,8-terchromene-3,3,3,5,5,5,7,7,7-nonol; (4,8:4,8-Ter-2H-1-benzopyran)-3,3,3,5,5,5,7,7,7-nonol, 2,2,2-tris(3,4-dihydroxyphenyl)-3,3,3,4,4,4-hexahydro-, stereoisomer; (2R,2R,2R,3R,3R,3R,4R,4S)-2,2,2-Tris(3,4-dihydroxyphenyl)-[4,8:4,8-terchroman]-3,3,3,5,5,5,7,7,7-nonaol; EPICATECHIN-(4.BETA.->8)-EPICATECHIN-(4.BETA.->8)-EPICATECHIN; Epicatechin-(4.beta.-->8)epicatechin-(4.beta.-->8)epicatechin; Epicatechin-(4beta->8)-epicatechin-(4beta->8)-epicatechin; epicatechin-(4beta-8)-epicatechin-(4beta-8)-epicatechin; PROCYANIDIN C1 (CONSTITUENT OF MARITIME PINE) [DSC]; Epicatechin-(4b->8)-epicatechin-(4b->8)-epicatechin; Epicatechin-(4β->8)-epicatechin-(4β->8)-epicatechin; PROCYANIDIN C1 (CONSTITUENT OF MARITIME PINE); (Epicatechin-(4beta->8))2-epicatechin; [Epicatechin-(4beta->8)]2-epicatechin; [Epicatechin-(4b->8)]2-epicatechin; [Epicatechin-(4β->8)]2-epicatechin; (Epicatechin(4b->8))2-epicatechin; [Epicatechin(4b->8)]2-epicatechin; EC-(4b,8)-EC-(4b,8)-EC; procyanidin trimer C1; PROCYANIDIN C1, (+)-; [Epicatechin-(4beta-; Proanthocyanidin C1;; Proanthocyanidin C1; 8)]2-epicatechin; Procyanidin C-1; Cinnamtannin A1; Procyanidin C1; Procyanidol C1; PCC1; SCHEMBL1700872
数据库引用编号
21 个数据库交叉引用编号
- ChEBI: CHEBI:75643
- KEGG: C17624
- PubChem: 169853
- PubChem: 13751990
- HMDB: HMDB0038370
- Metlin: METLIN71824
- ChEMBL: CHEMBL290632
- Wikipedia: Procyanidin_C1
- MeSH: procyanidin trimer C1
- ChemIDplus: 0037064305
- KNApSAcK: C00009098
- KNApSAcK: C00009091
- foodb: FDB017710
- chemspider: 148540
- CAS: 65085-09-8
- CAS: 37064-30-5
- medchemexpress: HY-N2342
- PMhub: MS000010088
- MetaboLights: MTBLC75643
- PubChem: 96023968
- NIKKAJI: J257.848D
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)
139 个相关的物种来源信息
- 13385 Calluna vulgaris: 10.1016/0031-9422(82)80150-7
- 4442 Camellia sinensis:
- 3750 Malus domestica:
- 283210 Malus pumila:
- 2291126 Fagopyrum acutatum: 10.1016/J.JEP.2005.02.029
- 516549 Fagopyrum dibotrys: 10.1016/J.JEP.2005.02.029
- 29760 Vitis vinifera:
- 401069 Coleogyne ramosissima: 10.1016/S0031-9422(00)00192-8
- 184783 Areca catechu: 10.1016/S0031-9422(00)83018-6
- 13727 Thujopsis dolabrata: 10.1248/CPB.35.1105
- 452972 Camellia reticulata: 10.1002/HLCA.200890142
- 43364 Aesculus hippocastanum:
- 61147 Kandelia candel: 10.1248/CPB.33.3142
- 323663 Dioscorea cirrhosa: 10.1248/CPB.33.3293
- 3357 Pseudotsuga menziesii: 10.1016/0031-9422(92)80317-8
- 41241 Rumex acetosa: 10.1016/J.FITOTE.2009.08.015
- 371650 Albizia lebbeck: 10.1016/S0031-9422(97)00489-5
- 128608 Cinnamomum verum:
- 119260 Cinnamomum aromaticum:
- 1155220 Cinnamomum iners:
- 1824952 Cecropia glaziovii:
- 1958848 Cecropia hololeuca: 10.1078/0944-7113-00003
- 1317686 Musanga cecropioides: 10.1078/0944-7113-00003
- 510738 Crataegus rhipidophylla:
- 298643 Crataegus laevigata:
- 140997 Crataegus monogyna:
- 3641 Theobroma cacao:
- 180763 Vaccinium myrtillus: 10.1016/0031-9422(75)85197-1
- 3435 Persea americana:
- 93772 Guazuma ulmifolia: 10.1016/0031-9422(95)00855-1
- 3494 Ficus carica: 10.1021/JF000549H
- 36596 Prunus armeniaca: 10.1021/JF000549H
- 36616 Mespilus germanica: 10.1021/JF000549H
- 3827 Cicer arietinum: 10.1021/JF000549H
- 3885 Phaseolus vulgaris: 10.1021/JF000549H
- 4236 Lactuca sativa: 10.1021/JF000549H
- 3758 Prunus domestica: 10.1021/JF000549H
- 21019 Castanea: 10.1021/JF000549H
- 3864 Lens culinaris: 10.1021/JF000549H
- 3906 Vicia faba: 10.1021/JF000549H
- 175228 Ribes rubrum: 10.1021/JF000549H
- 36609 Cydonia: 10.1021/JF000549H
- 35925 Diospyros kaki: 10.1021/JF000549H
- 4640 Musa: 10.1021/JF000549H
- 4565 Triticum aestivum: 10.1021/JF000549H
- 3625 Actinidia chinensis: 10.1021/JF000549H
- 42229 Prunus avium: 10.1021/JF000549H
- 3663 Cucurbita pepo: 10.1021/JF000549H
- 23216 Rubus: 10.1021/JF000549H
- 301862 Annona reticulata: 10.1021/JF000549H
- 4072 Capsicum annuum: 10.1021/JF000549H
- 4111 Solanum melongena: 10.1021/JF000549H
- 22663 Punica granatum: 10.1021/JF000549H
- 3760 Prunus persica: 10.1021/JF000549H
- 3888 Pisum sativum: 10.1021/JF000549H
- 4039 Daucus carota: 10.1021/JF000549H
- 3746 Fragaria: 10.1021/JF000549H
- 4615 Ananas comosus: 10.1021/JF000549H
- 23211 Pyrus communis: 10.1021/JF000549H
- 4081 Solanum lycopersicum: 10.1021/JF000549H
- 215991 Nelia pillansii: 10.1016/S0031-9422(00)83483-4
- 23159 Crataegus:
- 50278 Cinchona pubescens: 10.1248/CPB.30.4277
- 282539 Hypericum erectum: 10.1055/S-2006-961020
- 392747 Paullinia cupana: 10.3390/12081950
- 3755 Prunus dulcis: 10.1002/(SICI)1099-1565(199801/02)9:1<21::AID-PCA377>3.0.CO;2-W
- 1108177 Campylotropis hirtella: 10.1055/S-0042-102660
- 1958861 Pourouma cecropiifolia: 10.1021/JF9041497
- 13385 Calluna vulgaris: 10.1016/0031-9422(82)80150-7
- 4442 Camellia sinensis:
- 3750 Malus domestica:
- 283210 Malus pumila:
- 2291126 Fagopyrum acutatum: 10.1016/J.JEP.2005.02.029
- 516549 Fagopyrum dibotrys: 10.1016/J.JEP.2005.02.029
- 29760 Vitis vinifera:
- 401069 Coleogyne ramosissima: 10.1016/S0031-9422(00)00192-8
- 184783 Areca catechu: 10.1016/S0031-9422(00)83018-6
- 13727 Thujopsis dolabrata: 10.1248/CPB.35.1105
- 452972 Camellia reticulata: 10.1002/HLCA.200890142
- 43364 Aesculus hippocastanum:
- 61147 Kandelia candel: 10.1248/CPB.33.3142
- 323663 Dioscorea cirrhosa: 10.1248/CPB.33.3293
- 3357 Pseudotsuga menziesii: 10.1016/0031-9422(92)80317-8
- 41241 Rumex acetosa: 10.1016/J.FITOTE.2009.08.015
- 371650 Albizia lebbeck: 10.1016/S0031-9422(97)00489-5
- 128608 Cinnamomum verum:
- 119260 Cinnamomum aromaticum:
- 1155220 Cinnamomum iners:
- 1824952 Cecropia glaziovii:
- 1958848 Cecropia hololeuca: 10.1078/0944-7113-00003
- 1317686 Musanga cecropioides: 10.1078/0944-7113-00003
- 510738 Crataegus rhipidophylla:
- 298643 Crataegus laevigata:
- 140997 Crataegus monogyna:
- 3641 Theobroma cacao:
- 180763 Vaccinium myrtillus: 10.1016/0031-9422(75)85197-1
- 3435 Persea americana:
- 93772 Guazuma ulmifolia: 10.1016/0031-9422(95)00855-1
- 3494 Ficus carica: 10.1021/JF000549H
- 36596 Prunus armeniaca: 10.1021/JF000549H
- 36616 Mespilus germanica: 10.1021/JF000549H
- 3827 Cicer arietinum: 10.1021/JF000549H
- 3885 Phaseolus vulgaris: 10.1021/JF000549H
- 4236 Lactuca sativa: 10.1021/JF000549H
- 3758 Prunus domestica: 10.1021/JF000549H
- 21019 Castanea: 10.1021/JF000549H
- 3864 Lens culinaris: 10.1021/JF000549H
- 3906 Vicia faba: 10.1021/JF000549H
- 175228 Ribes rubrum: 10.1021/JF000549H
- 36609 Cydonia: 10.1021/JF000549H
- 35925 Diospyros kaki: 10.1021/JF000549H
- 4640 Musa: 10.1021/JF000549H
- 4565 Triticum aestivum: 10.1021/JF000549H
- 3625 Actinidia chinensis: 10.1021/JF000549H
- 42229 Prunus avium: 10.1021/JF000549H
- 3663 Cucurbita pepo: 10.1021/JF000549H
- 23216 Rubus: 10.1021/JF000549H
- 301862 Annona reticulata: 10.1021/JF000549H
- 4072 Capsicum annuum: 10.1021/JF000549H
- 4111 Solanum melongena: 10.1021/JF000549H
- 22663 Punica granatum: 10.1021/JF000549H
- 3760 Prunus persica: 10.1021/JF000549H
- 3888 Pisum sativum: 10.1021/JF000549H
- 4039 Daucus carota: 10.1021/JF000549H
- 3746 Fragaria: 10.1021/JF000549H
- 4615 Ananas comosus: 10.1021/JF000549H
- 23211 Pyrus communis: 10.1021/JF000549H
- 4081 Solanum lycopersicum: 10.1021/JF000549H
- 215991 Nelia pillansii: 10.1016/S0031-9422(00)83483-4
- 23159 Crataegus:
- 50278 Cinchona pubescens: 10.1248/CPB.30.4277
- 282539 Hypericum erectum: 10.1055/S-2006-961020
- 392747 Paullinia cupana: 10.3390/12081950
- 3755 Prunus dulcis: 10.1002/(SICI)1099-1565(199801/02)9:1<21::AID-PCA377>3.0.CO;2-W
- 1108177 Campylotropis hirtella: 10.1055/S-0042-102660
- 1958861 Pourouma cecropiifolia: 10.1021/JF9041497
- 9606 Homo sapiens: -
- 184783 Areca catechu L.: -
- 33090 Plants: -
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
- Tomas Heger, Marek Zatloukal, Martin Kubala, Miroslav Strnad, Jiri Gruz. Procyanidin C1 from Viola odorata L. inhibits Na+,K+-ATPase.
Scientific reports.
2022 04; 12(1):7011. doi:
10.1038/s41598-022-11086-y
. [PMID: 35487935] - Daniele C Cary, B Matija Peterlin. Procyanidin trimer C1 reactivates latent HIV as a triple combination therapy with kansui and JQ1.
PloS one.
2018; 13(11):e0208055. doi:
10.1371/journal.pone.0208055
. [PMID: 30475902] - Jana Gau, Martine Prévost, Pierre Van Antwerpen, Menyhárt-Botond Sarosi, Steffen Rodewald, Jürgen Arnhold, Jörg Flemmig. Tannins and Tannin-Related Derivatives Enhance the (Pseudo-)Halogenating Activity of Lactoperoxidase.
Journal of natural products.
2017 05; 80(5):1328-1338. doi:
10.1021/acs.jnatprod.6b00915
. [PMID: 28368593] - Lindsey L Kimble, Bridget D Mathison, Kerrie L Kaspar, Christina Khoo, Boon P Chew. Development of a fluorometric microplate antiadhesion assay using uropathogenic Escherichia coli and human uroepithelial cells.
Journal of natural products.
2014 May; 77(5):1102-10. doi:
10.1021/np400781y
. [PMID: 24749980] - Hyung-In Moon, Tae-im Kim, Hyun-Soo Cho, Eung Kweon Kim. Identification of potential and selective collagenase, gelatinase inhibitors from Crataegus pinnatifida.
Bioorganic & medicinal chemistry letters.
2010 Feb; 20(3):991-3. doi:
10.1016/j.bmcl.2009.12.059
. [PMID: 20053563] - Abdelaaty A Shahat, Paul Cos, Tess De Bruyne, Sandra Apers, Fayza M Hammouda, Shams I Ismail, Safa Azzam, Magda Claeys, Etienne Goovaerts, Luc Pieters, Dirk Vanden Berghe, Arnold J Vlietinck. Antiviral and antioxidant activity of flavonoids and proanthocyanidins from Crataegus sinaica.
Planta medica.
2002 Jun; 68(6):539-41. doi:
10.1055/s-2002-32547
. [PMID: 12094299]