6,8-diprenylgenistein (BioDeep_00000267816)

PANOMIX_OTCML-2023 natural product

代谢物信息卡片

3- (4-Hydroxyphenyl) -5,7-dihydroxy-6,8-bis (3-methyl-2-butenyl) -4H-1-benzopyran-4-one

化学式: C25H26O5 (406.178)
中文名称: 6,8-二异戊烯基金雀异黄素, 6,8-二异戊烯基染料木素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c(c(CC=C(C)C)3)(c(c(c(c3O)CC=C(C)C)1)C(C(c(c2)ccc(c2)O)=CO1)=O)O
InChI: InChI=1S/C25H26O5/c1-14(2)5-11-18-22(27)19(12-6-15(3)4)25-21(23(18)28)24(29)20(13-30-25)16-7-9-17(26)10-8-16/h5-10,13,26-28H,11-12H2,1-4H3

描述信息

同义名列表

7 个代谢物同义名

6,8-diprenylgenistein; 3- (4-Hydroxyphenyl) -5,7-dihydroxy-6,8-bis (3-methyl-2-butenyl) -4H-1-benzopyran-4-one; 6,8-Diisoprenyl-5,7,4-trihydroxy isoflavone; 8- (gamma,gamma-Dimethylallyl) wighteone; 5,7,4-Trihydroxy-6,8-diprenylisoflavone; 8-(gamma,gamma-Dimethylallyl)wighteone; 8-gamma,gamma-Dimethylallylwighteone

数据库引用编号

11 个数据库交叉引用编号

ChEBI: CHEBI:66263
PubChem: 480783
Metlin: METLIN47703
ChEMBL: CHEMBL494252
LipidMAPS: LMPK12050191
KNApSAcK: C00009516
CAS: 51225-28-6
PMhub: MS000192006
PMhub: MS000051071
Flavonoid: FLIAAANI0004
LOTUS: LTS0014786

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)

51 个相关的物种来源信息

132436 - Deguelia: LTS0014786
3086583 - Deguelia scandens: LTS0014786
3841 - Erythrina: LTS0014786
157649 - Erythrina senegalensis: 10.1016/S0031-9422(99)00171-5
157649 - Erythrina senegalensis: LTS0014786
1977555 - Erythrina sigmoidea: 10.1016/S0031-9422(00)94794-0
1977555 - Erythrina sigmoidea: 10.1016/S0031-9422(97)00291-4
1977555 - Erythrina sigmoidea: LTS0014786
3845 - Erythrina variegata: 10.1016/0031-9422(90)85056-L
3845 - Erythrina variegata: LTS0014786
2708828 - Erythrina vogelii: 10.1016/J.PHYTOCHEM.2005.09.022
2708828 - Erythrina vogelii: LTS0014786
53878 - Euchresta: LTS0014786
53879 - Euchresta horsfieldii: 10.1016/0031-9422(90)85208-W
53879 - Euchresta horsfieldii: 10.1016/0031-9422(90)85211-W
53879 - Euchresta horsfieldii: LTS0014786
256639 - Euchresta japonica: 10.1016/0031-9422(80)85077-1
256639 - Euchresta japonica: LTS0014786
2759 - Eukaryota: LTS0014786
3803 - Fabaceae: LTS0014786
520842 - Flemingia: LTS0014786
520843 - Flemingia macrophylla: 10.1016/J.BMC.2013.08.049
520843 - Flemingia macrophylla: 10.1055/S-2005-871297
520843 - Flemingia macrophylla: LTS0014786
634991 - Flemingia philippinensis: 10.1016/J.BMC.2013.08.049
634991 - Flemingia philippinensis: LTS0014786
46347 - Glycyrrhiza: LTS0014786
49827 - Glycyrrhiza glabra: 10.1016/0031-9422(96)00307-X
49827 - Glycyrrhiza glabra: LTS0014786
74614 - Glycyrrhiza inflata: 10.1016/0031-9422(94)00674-I
74614 - Glycyrrhiza inflata: LTS0014786
74613 - Glycyrrhiza uralensis: 10.1021/NP058069D
74613 - Glycyrrhiza uralensis: 10.3987/COM-97-7906
74613 - Glycyrrhiza uralensis: LTS0014786
3869 - Lupinus: LTS0014786
53237 - Lupinus pilosus: 10.1021/NP50071A031
53237 - Lupinus pilosus: LTS0014786
3495 - Maclura: LTS0014786
210328 - Maclura tricuspidata: 10.1021/NP800418J
210328 - Maclura tricuspidata: LTS0014786
3398 - Magnoliopsida: LTS0014786
53625 - Millettia: LTS0014786
690557 - Millettia pachycarpa: 10.1016/0031-9422(80)85140-5
690557 - Millettia pachycarpa: 10.1016/0031-9422(83)85042-0
690557 - Millettia pachycarpa: 10.1021/NP030554Q
690557 - Millettia pachycarpa: 10.1055/S-2005-916259
690557 - Millettia pachycarpa: LTS0014786
3487 - Moraceae: LTS0014786
35493 - Streptophyta: LTS0014786
58023 - Tracheophyta: LTS0014786
33090 - Viridiplantae: LTS0014786

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

文献列表

Xian Shao, Xiaofei Chen, Ziyu Wang, Cuicui Zhu, Yan Du, Daoquan Tang, Shuai Ji. Diprenylated flavonoids from licorice induce death of SW480 colorectal cancer cells by promoting autophagy: Activities of lupalbigenin and 6,8-diprenylgenistein. Journal of ethnopharmacology. 2022 Oct; 296(?):115488. doi: 10.1016/j.jep.2022.115488. [PMID: 35728712]
Jing-Ran Fan, Yi Kuang, Ze-Yuan Dong, Yang Yi, Yan-Xia Zhou, Bin Li, Xue Qiao, Min Ye. Prenylated Phenolic Compounds from the Aerial Parts of Glycyrrhiza uralensis as PTP1B and α-Glucosidase Inhibitors. Journal of natural products. 2020 04; 83(4):814-824. doi: 10.1021/acs.jnatprod.9b00262. [PMID: 32196343]
Yan Lin, Yi Kuang, Kai Li, Shuang Wang, Shuai Ji, Kuan Chen, Wei Song, Xue Qiao, Min Ye. Nrf2 activators from Glycyrrhiza inflata and their hepatoprotective activities against CCl4-induced liver injury in mice. Bioorganic & medicinal chemistry. 2017 10; 25(20):5522-5530. doi: 10.1016/j.bmc.2017.08.018. [PMID: 28835349]
Yan Lin, Yi Kuang, Kai Li, Shuang Wang, Wei Song, Xue Qiao, Gulnar Sabir, Min Ye. Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata. Bioorganic & medicinal chemistry. 2017 07; 25(14):3706-3713. doi: 10.1016/j.bmc.2017.05.009. [PMID: 28522265]
Shuai Ji, Ziwei Li, Wei Song, Yongrui Wang, Wenfei Liang, Kai Li, Shunan Tang, Qi Wang, Xue Qiao, Demin Zhou, Siwang Yu, Min Ye. Bioactive Constituents of Glycyrrhiza uralensis (Licorice): Discovery of the Effective Components of a Traditional Herbal Medicine. Journal of natural products. 2016 Feb; 79(2):281-92. doi: 10.1021/acs.jnatprod.5b00877. [PMID: 26841168]
Yang Hee Jo, Kyeong-Mi Choi, Qing Liu, Seon Beom Kim, Hyeong-Jin Ji, Myounghwan Kim, Sang-Kyung Shin, Seon-Gil Do, Eunju Shin, Gayoung Jung, Hwan-Soo Yoo, Bang Yeon Hwang, Mi Kyeong Lee. Anti-Obesity Effect of 6,8-Diprenylgenistein, an Isoflavonoid of Cudrania tricuspidata Fruits in High-Fat Diet-Induced Obese Mice. Nutrients. 2015 Dec; 7(12):10480-90. doi: 10.3390/nu7125544. [PMID: 26694457]
Sug-Joon Ahn, Soon-Nang Park, Young Ju Lee, Eun-Jung Cho, Yun Kyong Lim, Xue Min Li, Mi-Hwa Choi, Young-Woo Seo, Joong-Ki Kook. In vitro antimicrobial activities of 1-methoxyficifolinol, licorisoflavan A, and 6,8-diprenylgenistein against Streptococcus mutans. Caries research. 2015; 49(1):78-89. doi: 10.1159/000362676. [PMID: 25531232]
Ji Yeon Jeong, Yang Hee Jo, Ki Yong Lee, Seon-Gil Do, Bang Yeon Hwang, Mi Kyeong Lee. Optimization of pancreatic lipase inhibition by Cudrania tricuspidata fruits using response surface methodology. Bioorganic & medicinal chemistry letters. 2014 May; 24(10):2329-33. doi: 10.1016/j.bmcl.2014.03.067. [PMID: 24751440]
Jacquelyn R Villinski, Chantal Bergeron, Joseph C Cannistra, James B Gloer, Christina M Coleman, Daneel Ferreira, Jabrane Azelmat, Daniel Grenier, Stefan Gafner. Pyrano-isoflavans from Glycyrrhiza uralensis with antibacterial activity against Streptococcus mutans and Porphyromonas gingivalis. Journal of natural products. 2014 Mar; 77(3):521-6. doi: 10.1021/np400788r. [PMID: 24479468]
Yan Wang, Marcus J Curtis-Long, Heung Joo Yuk, Dae Wook Kim, Xue Fei Tan, Ki Hun Park. Bacterial neuraminidase inhibitory effects of prenylated isoflavones from roots of Flemingia philippinensis. Bioorganic & medicinal chemistry. 2013 Nov; 21(21):6398-404. doi: 10.1016/j.bmc.2013.08.049. [PMID: 24054487]
Meng Meng, Lihua Yan, Xiaomei Song, Qiwei Zhang, Zhimin Wang. [HPLC characteristic fingerprint of Moghania philippinensis root]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2011 May; 36(9):1202-6. doi: 10.4268/cjcmm20110920. [PMID: 21842650]
J C Chukwujekwu, F R Van Heerden, J Van Staden. Antibacterial activity of flavonoids from the stem bark of Erythrina caffra thunb. Phytotherapy research : PTR. 2011 Jan; 25(1):46-8. doi: 10.1002/ptr.3159. [PMID: 20623615]
Myung Sun Lee, Chung Hee Kim, Duc Manh Hoang, Bo Yeon Kim, Cheon Bae Sohn, Mee Ree Kim, Jong Seog Ahn. Genistein-derivatives from Tetracera scandens stimulate glucose-uptake in L6 myotubes. Biological & pharmaceutical bulletin. 2009 Mar; 32(3):504-8. doi: 10.1248/bpb.32.504. [PMID: 19252305]
Jisuk Lee, Won Keun Oh, Jong Seog Ahn, Yong Hae Kim, J Tanyi Mbafor, Jean Wandji, Z Tanee Fomum. Prenylisoflavonoids from Erythrina senegalensis as novel HIV-1 protease inhibitors. Planta medica. 2009 Feb; 75(3):268-70. doi: 10.1055/s-0028-1088395. [PMID: 19097000]
Yan Zhang, Xiao-Li Li, Xin-Sheng Yao, Man-Sau Wong. Osteogenic activities of genistein derivatives were influenced by the presence of prenyl group at ring A. Archives of pharmacal research. 2008 Dec; 31(12):1534-9. doi: 10.1007/s12272-001-2147-5. [PMID: 19099220]
Jian He, Li Chen, David Heber, Wenyuan Shi, Qing-Yi Lu. Antibacterial compounds from Glycyrrhiza uralensis. Journal of natural products. 2006 Jan; 69(1):121-4. doi: 10.1021/np058069d. [PMID: 16441081]
Young-Ji Shiao, Chuen-Neu Wang, Wan-Yu Wang, Yun-Lian Lin. Neuroprotective flavonoids from Flemingia macrophylla. Planta medica. 2005 Sep; 71(9):835-40. doi: 10.1055/s-2005-871297. [PMID: 16206038]
S Nagumo, A Fukuju, M Takayama, M Nagai, R Yanoshita, Y Samejima. Inhibition of lysoPAF acetyltransferase activity by components of licorice root. Biological & pharmaceutical bulletin. 1999 Oct; 22(10):1144-6. doi: 10.1248/bpb.22.1144. [PMID: 10549875]