Cinnamtannin A2 (BioDeep_00000001071)
human metabolite PANOMIX_OTCML-2023 natural product
代谢物信息卡片
化学式: C60H50O24 (1154.26919)
中文名称: 肉桂鞣质A2
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C3C(=CC(=C4C5C(C(OC6=C(C(=CC(=C56)O)O)C7C(C(OC8=CC(=CC(=C78)O)O)C9=CC(=C(C=C9)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O
InChI: InChI=1S/C60H50O24/c61-23-13-34(71)42-41(14-23)81-55(20-2-6-26(63)31(68)10-20)51(78)48(42)44-36(73)17-38(75)46-50(53(80)57(83-59(44)46)22-4-8-28(65)33(70)12-22)47-39(76)18-37(74)45-49(52(79)56(84-60(45)47)21-3-7-27(64)32(69)11-21)43-35(72)16-29(66)24-15-40(77)54(82-58(24)43)19-1-5-25(62)30(67)9-19/h1-14,16-18,40,48-57,61-80H,15H2/t40-,48-,49+,50-,51-,52-,53-,54-,55-,56-,57-/m1/s1
描述信息
Cinnamtannin A2 is a proanthocyanidin isolated from Cinnamomum cassia. It has a role as a plant metabolite.
Cinnamtannin A2 is a natural product found in Cinnamomum iners, Cinnamomum aromaticum, and other organisms with data available.
Isolated from Cinnamomum cassia (Chinese cinnamon). Cinnamtannin A2 is found in many foods, some of which are cocoa bean, chinese cinnamon, chocolate, and herbs and spices.
Cinnamtannin A2 is found in chinese cinnamon. Cinnamtannin A2 is isolated from Cinnamomum cassia (Chinese cinnamon).
A proanthocyanidin isolated from Cinnamomum cassia.
同义名列表
13 个代谢物同义名
(2R,3R,4R)-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,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol; (2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(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]-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; (1(2)R,1(3)R,1(4)R,2(2)R,2(3)R,2(4)R,3(2)R,3(3)R,3(4)S,4(2)R,4(3)R)-1(2),2(2),3(2),4(2)-tetrakis(3,4-dihydroxyphenyl)-1(3),1(4),2(3),2(4),3(3),3(4),4(3),4(4)-octahydro-1(2)H,2(2)H,3(2)H,4(2)2H-[1(4),2(8):2(4),3(8):3(4),4(8)-quater-1-benzopyran]-1(3),1(5),1(7),2(3),2(5),2(7),3(3),3(5),3(7),4(3),4(5),4(7)-dodecol; (2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-8-yl]-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; [4,8:4,8:4,8-Quater-2H-1-benzopyran]-3,3,3,3,5,5,5,5,7,7,7,7-dodecol, 2,2,2,2-tetrakis(3,4-dihydroxyphenyl)-3,3,3,3,4,4,4,4-octahydro-, (2R,2R,2R,2R,3R,3R,3R,3R,4R,4R,4S)-; (2R,2R,2R,2R,3R,3R,3R,3R,4R,4S,4S)-2,2,2,2-Tetrakis(3,4-dihydroxyphenyl)-3,3,3,3,4,4,4,4-octahydro-2H,2H,2H,2H-4,8:4,8:4,8-quaterchromene-3,3,3,3,5,5,5,5,7,7,7,7-dodecol; [Epicatechin(4b->8)]3-epicatechin; Tetrameric proanthocyanidin; Epicatechin tetramer; Procyanidin tetramer; Cinnamtannin A2; Cinnamtannin I; Cinnamtannin A1
数据库引用编号
19 个数据库交叉引用编号
- ChEBI: CHEBI:81227
- KEGG: C17625
- PubChem: 16130899
- PubChem: 16163749
- HMDB: HMDB0037661
- Metlin: METLIN71825
- ChEMBL: CHEMBL3409094
- MeSH: cinnamtannin A2
- KNApSAcK: C00009107
- KNApSAcK: C00009106
- foodb: FDB016784
- chemspider: 10272879
- CAS: 86631-38-1
- medchemexpress: HY-N9536
- PMhub: MS000010778
- MetaboLights: MTBLC81227
- PubChem: 96023969
- NIKKAJI: J586.888B
- LOTUS: LTS0275974
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)
71 个相关的物种来源信息
- 43363 - Aesculus: LTS0275974
- 43364 - Aesculus hippocastanum: 10.1016/0031-9422(75)85197-1
- 43364 - Aesculus hippocastanum: LTS0275974
- 13384 - Calluna: LTS0275974
- 13385 - Calluna vulgaris: 10.1016/0031-9422(82)80150-7
- 13385 - Calluna vulgaris: LTS0275974
- 13428 - Cinnamomum: LTS0275974
- 119260 - Cinnamomum aromaticum:
- 119260 - Cinnamomum aromaticum: 10.1016/S0031-9422(00)82569-8
- 119260 - Cinnamomum aromaticum: 10.1248/CPB.34.633
- 119260 - Cinnamomum aromaticum: LTS0275974
- 1155220 - Cinnamomum iners:
- 128608 - Cinnamomum verum:
- 23159 - Crataegus: LTS0275974
- 298643 - Crataegus laevigata: 10.1016/S0031-9422(02)00172-3
- 298643 - Crataegus laevigata: LTS0275974
- 140997 - Crataegus monogyna: 10.1039/P19840000343
- 140997 - Crataegus monogyna: LTS0275974
- 510735 - Crataegus pinnatifida: 10.1021/JF202465U
- 510738 - Crataegus rhipidophylla: 10.1039/P19840000343
- 510738 - Crataegus rhipidophylla: LTS0275974
- 298646 - Crataegus sinaica: 10.1055/S-2002-32547
- 298646 - Crataegus sinaica: LTS0275974
- 4672 - Dioscorea: LTS0275974
- 323663 - Dioscorea cirrhosa: 10.1248/CPB.33.3293
- 323663 - Dioscorea cirrhosa: LTS0275974
- 4671 - Dioscoreaceae: LTS0275974
- 4345 - Ericaceae: LTS0275974
- 2759 - Eukaryota: LTS0275974
- 76024 - Fallopia: LTS0275974
- 76025 - Fallopia multiflora: 10.3390/MOLECULES18022255
- 76025 - Fallopia multiflora: LTS0275974
- 23066 - Grossulariaceae: LTS0275974
- 93771 - Guazuma: LTS0275974
- 93772 - Guazuma ulmifolia: 10.1016/0031-9422(95)00855-1
- 93772 - Guazuma ulmifolia: LTS0275974
- 9606 - Homo sapiens: -
- 3433 - Lauraceae: LTS0275974
- 4447 - Liliopsida: LTS0275974
- 3398 - Magnoliopsida: LTS0275974
- 3749 - Malus: LTS0275974
- 3750 - Malus domestica:
- 283210 - Malus pumila:
- 283210 - Malus pumila: 10.1016/0031-9422(75)85197-1
- 283210 - Malus pumila: 10.1016/J.CHROMA.2005.10.065
- 283210 - Malus pumila: LTS0275974
- 3752 - Malus sylvestris: 10.1016/0031-9422(75)85197-1
- 3752 - Malus sylvestris: LTS0275974
- 3629 - Malvaceae: LTS0275974
- 3434 - Persea: LTS0275974
- 3435 - Persea americana: 10.1016/0031-9422(75)85197-1
- 3435 - Persea americana: LTS0275974
- 3615 - Polygonaceae: LTS0275974
- 46786 - Polygonum: LTS0275974
- 4346 - Rhododendron: LTS0275974
- 49628 - Rhododendron ponticum: 10.1016/0031-9422(75)85197-1
- 49628 - Rhododendron ponticum: LTS0275974
- 3801 - Ribes: LTS0275974
- 175201 - Ribes sanguineum: 10.1016/0031-9422(75)85197-1
- 175201 - Ribes sanguineum: LTS0275974
- 3745 - Rosaceae: LTS0275974
- 3618 - Rumex: LTS0275974
- 41241 - Rumex acetosa: 10.1016/J.FITOTE.2009.08.015
- 41241 - Rumex acetosa: LTS0275974
- 23672 - Sapindaceae: LTS0275974
- 35493 - Streptophyta: LTS0275974
- 3640 - Theobroma: LTS0275974
- 3641 - Theobroma cacao: 10.1021/JF050457Y
- 3641 - Theobroma cacao: LTS0275974
- 58023 - Tracheophyta: LTS0275974
- 33090 - Viridiplantae: LTS0275974
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
- Taiki Fushimi, Chie Hirahata, Kento Hiroki, Yasuyuki Fujii, Vittorio Calabrese, Yoshitomo Suhara, Naomi Osakabe. Activation of transient receptor potential channels is involved in reactive oxygen species (ROS)-dependent regulation of blood flow by (-)-epicatechin tetramer cinnamtannin A2.
Biochemical pharmacology.
2023 Jul; 214(?):115682. doi:
10.1016/j.bcp.2023.115682
. [PMID: 37429424] - Yasuyuki Fujii, Jun Sakata, Fumitaka Sato, Kurumi Onishi, Yuki Yamato, Kazuki Sakata, Shu Taira, Hiroki Sato, Naomi Osakabe. Impact of short-term oral dose of cinnamtannin A2, an (-)-epicatechin tetramer, on spatial memory and adult hippocampal neurogenesis in mouse.
Biochemical and biophysical research communications.
2021 12; 585(?):1-7. doi:
10.1016/j.bbrc.2021.11.021
. [PMID: 34781055] - Yasuyuki Fujii, Yoshitomo Suhara, Yusuke Sukikara, Tomohiro Teshima, Yoshihisa Hirota, Kenjiro Yoshimura, Naomi Osakabe. Elucidation of the Interaction between Flavan-3-ols and Bovine Serum Albumin and Its Effect on Their In-Vitro Cytotoxicity.
Molecules (Basel, Switzerland).
2019 Oct; 24(20):. doi:
10.3390/molecules24203667
. [PMID: 31614668] - Tzong-Der Way, Shang-Jie Tsai, Chao-Min Wang, Yun-Lian Jhan, Chi-Tang Ho, Chang-Hung Chou. Cinnamtannin D1 from Rhododendron formosanum Induces Autophagy via the Inhibition of Akt/mTOR and Activation of ERK1/2 in Non-Small-Cell Lung Carcinoma Cells.
Journal of agricultural and food chemistry.
2015 Dec; 63(48):10407-17. doi:
10.1021/acs.jafc.5b04375
. [PMID: 26567590] - Yoko Yamashita, Masaaki Okabe, Midori Natsume, Hitoshi Ashida. Cinnamtannin A2, a tetrameric procyanidin, increases GLP-1 and insulin secretion in mice.
Bioscience, biotechnology, and biochemistry.
2013; 77(4):888-91. doi:
10.1271/bbb.130095
. [PMID: 23563558] - 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] - Naomi Osakabe, Akiko Yasuda, Midori Natsume, Toshio Takizawa, Junji Terao, Kazuo Kondo. Catechins and their oligomers linked by C4 --> C8 bonds are major cacao polyphenols and protect low-density lipoprotein from oxidation in vitro.
Experimental biology and medicine (Maywood, N.J.).
2002 Jan; 227(1):51-6. doi:
10.1177/153537020222700109
. [PMID: 11788784]