Hinokiflavone (BioDeep_00000230413)

Secondary id: BioDeep_00000007775, BioDeep_00000861061

PANOMIX_OTCML-2023

代谢物信息卡片

4H-1-Benzopyran-4-one, 6-(4-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenoxy)-5,7-dihyd- roxy-2-(4-hydroxyphenyl)-

化学式: C30H18O10 (538.0899928)
中文名称: 扁柏双黄酮, 日本扁柏黄酮
谱图信息: 最多检出来源 Viridiplantae(plant) 50%

分子结构信息

SMILES: c1(cc(c2c(c1)oc(cc2=O)c1ccc(cc1)Oc1c(cc2c(c1O)c(=O)cc(o2)c1ccc(cc1)O)O)O)O
InChI: InChI=1S/C30H18O10/c31-16-5-1-14(2-6-16)24-12-21(35)28-22(36)13-26(29(37)30(28)40-24)38-18-7-3-15(4-8-18)23-11-20(34)27-19(33)9-17(32)10-25(27)39-23/h1-13,31-33,36-37H

描述信息

Hinokiflavone is a biflavonoid that is apigenin substituted by a 4-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)phenoxy group at position 6. A diflavonyl ether, it is isolated from Rhus succedanea and has been found to possess significant cytotoxic potential. It has a role as a neuroprotective agent, an antineoplastic agent and a metabolite. It is a biflavonoid, an aromatic ether and a hydroxyflavone. It is functionally related to an apigenin.
Hinokiflavone is a natural product found in Garcinia multiflora, Podocarpus elongatus, and other organisms with data available.
A biflavonoid that is apigenin substituted by a 4-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)phenoxy group at position 6. A diflavonyl ether, it is isolated from Rhus succedanea and has been found to possess significant cytotoxic potential.
Hinokiflavone is a novel modulator of pre-mRNA splicing activity in vitro and in cellulo. Hinokiflavone blocks splicing of pre-mRNA substrates by inhibiting spliceosome assembly, specifically preventing B complex formation. Hinokiflavone is a SUMO protease inhibitor, inhibiting sentrin-specific protease 1 (SENP1) activity[1].
Hinokiflavone is a novel modulator of pre-mRNA splicing activity in vitro and in cellulo. Hinokiflavone blocks splicing of pre-mRNA substrates by inhibiting spliceosome assembly, specifically preventing B complex formation. Hinokiflavone is a SUMO protease inhibitor, inhibiting sentrin-specific protease 1 (SENP1) activity[1].

同义名列表

14 个代谢物同义名

4H-1-Benzopyran-4-one, 6-(4-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenoxy)-5,7-dihyd- roxy-2-(4-hydroxyphenyl)-; 4H-1-benzopyran-4-one, 6-[4-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenoxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-; 4H-1-Benzopyran-4-one, 6-(4-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenoxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-; 6-(4-(5,7-DIHYDROXY-4-OXO-4H-1-BENZOPYRAN-2-YL)PHENOXY)-5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE; 6-(4-(5,7-Dihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenoxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-benzopyrone; 6-(4-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)phenoxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one; 6-[4-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)phenoxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one; 6-[4-(5,7-dihydroxy-4-oxo-chromen-2-yl)phenoxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one; 6-[4-(5,7-dihydroxy-4-oxochromen-2-yl)phenoxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one; FLAVONE, 4,5,5,7,7-PENTAHYDROXY-4,6-OXYDI-; 4,6-O-Biapigenin; UNII-GFF5VYC4NB; Hinokiflavone; GFF5VYC4NB

数据库引用编号

17 个数据库交叉引用编号

ChEBI: CHEBI:5721
KEGG: C10057
PubChem: 42607509
PubChem: 5281627
LipidMAPS: LMPK12040004
MeSH: hinokiflavone
ChemIDplus: 0019202369
KNApSAcK: C00001049
chemspider: 4444946
CAS: 19202-36-9
MoNA: MoNA002612
MoNA: MoNA002611
medchemexpress: HY-N2360
MetaboLights: MTBLC5721
PubChem: 12243
3DMET: B03500
NIKKAJI: J13.600J

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)

68 个相关的物种来源信息

103964 - Austrocedrus chilensis: 10.1016/0031-9422(83)85032-8
103962 - Callitris acuminata: 10.1016/0031-9422(83)85032-8
214234 - Callitris endlicheri: 10.1016/0031-9422(83)85032-8
214231 - Callitris macleayana: 10.1016/0031-9422(83)85032-8
2250721 - Callitris neocaledonica: 10.1016/0031-9422(83)85032-8
214236 - Callitris oblonga: 10.1016/0031-9422(83)85032-8
89193 - Callitris pancheri: 10.1016/0031-9422(83)85032-8
214228 - Callitris pyramidalis: 10.1016/0031-9422(83)85032-8
214232 - Callitris sulcata: 10.1016/0031-9422(83)85032-8
85954 - Callitropsis nootkatensis: 10.1016/S0031-9422(00)83535-9
13387 - Calocedrus decurrens: 10.1016/S0031-9422(00)83535-9
187461 - Chamaecyparis formosensis:
58030 - Chamaecyparis lawsoniana: 10.1016/S0031-9422(00)83535-9
187463 - Chamaecyparis thyoides: 10.1016/S0031-9422(00)83535-9
187464 - Cupressus cashmeriana: 10.1021/NP50051A032
13469 - Cupressus sempervirens: 10.1021/NP50051A032
329091 - Cupressus torulosa: 10.1515/ZNC-1998-11-1202
329091 - Cupressus torulosa var. torulosa: 10.1515/ZNC-1998-11-1202
3396 - Cycas revoluta: 10.1055/S-0029-1240743
13497 - Diselma archeri: 10.1016/0031-9422(83)85032-8
103972 - Fitzroya cupressoides: 10.1016/0031-9422(83)85032-8
1009474 - Garcinia multiflora: 10.1016/S0040-4020(01)98231-6
290962 - Hippobromus pauciflorus: 10.1021/NP50050A061
49752 - Isophysis tasmanica: 10.1016/S0031-9422(00)83875-3
884032 - Juniperus bermudiana: 10.1016/S0031-9422(00)83535-9
58039 - Juniperus communis: 10.1021/JF9012295
103973 - Juniperus drupacea:
758917 - Juniperus excelsa: 10.1016/S0031-9422(00)83535-9
329094 - Juniperus indica:
39584 - Juniperus virginiana:
13595 - Libocedrus plumosa: 10.1016/0031-9422(83)85032-8
103975 - Libocedrus yateensis: 10.1016/0031-9422(83)85032-8
3371 - Metasequoia glyptostroboides: 10.1016/S0031-9422(00)89893-3
103977 - Papuacedrus papuana: 10.1016/0031-9422(83)85032-8
103979 - Pilgerodendron uviferum: 10.1016/0031-9422(83)85032-8
33090 - Plants: -
58046 - Platycladus orientalis:
58046 - Platycladus orientalis (L.) Franco: -
1030195 - Podocarpus elongatus: 10.1016/S0031-9422(00)81743-4
58043 - Podocarpus macrophyllus: 10.1016/S0031-9422(00)81743-4
61307 - Podocarpus neriifolius: 10.1016/0031-9422(74)85132-0
485824 - Prumnopitys montana: 10.1016/S0031-9422(00)81743-4
298661 - Rhus coriaria: 10.1007/BF02311521
298665 - Rhus punjabensis: 10.1007/S10600-015-1336-2
50508 - Selaginella denticulata: 10.1515/ZNC-1994-3-417
81964 - Selaginella kraussiana: 10.1007/978-1-4615-3476-1_53
88036 - Selaginella moellendorffii: 10.1016/J.FITOTE.2009.09.007
69996 - Selaginella selaginoides: 10.1515/ZNC-1994-3-416
137178 - Selaginella tamariscina:
307165 - Selaginella uncinata:
50187 - Taiwania cryptomerioides: 10.1039/P19810000553
28982 - Taxodium distichum: 10.1016/0031-9422(73)80042-1
99812 - Taxodium mucronatum: 10.1016/S0031-9422(00)80454-9
13717 - Tetraclinis articulata: 10.1016/0031-9422(83)85032-8
241616 - Thuja koraiensis: 10.1016/S0031-9422(00)83535-9
3317 - Thuja occidentalis: 10.1016/S0031-9422(00)83535-9
3316 - Thuja plicata: 10.1515/ZNC-1998-11-1202
13727 - Thujopsis dolabrata: 10.1016/S0031-9422(00)83535-9
269721 - Toxicodendron succedaneum:
269721 - Toxicodendron succedaneum [Syn. Rhus succedanea ]: -
226819 - Trogopterus xanthipes: 10.1080/14786419.2010.482057
13760 - Widdringtonia cedarbergensis: 10.1016/0031-9422(83)85032-8
214229 - Widdringtonia nodiflora: 10.1016/0031-9422(83)85032-8
1075059 - Widdringtonia whytei: 10.1016/0031-9422(83)85032-8
182489 - Zamia angustifolia: 10.1016/S0031-9422(00)86949-6
115875 - Zamia restrepoi: 10.1055/S-2006-959989
58046 - 侧柏叶: -
33090 - 卷柏: -

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

Jing Zhou, Rongce Zhao, Tinghong Ye, Shuping Yang, Yali Li, Fangfang Yang, Gang Wang, Yongmei Xie, Qiu Li. Antitumor activity in colorectal cancer induced by hinokiflavone. Journal of gastroenterology and hepatology. 2019 Sep; 34(9):1571-1580. doi: 10.1111/jgh.14581. [PMID: 30575109]
Andrea Pawellek, Ursula Ryder, Triin Tammsalu, Lewis J King, Helmi Kreinin, Tony Ly, Ronald T Hay, Richard C Hartley, Angus I Lamond. Characterisation of the biflavonoid hinokiflavone as a pre-mRNA splicing modulator that inhibits SENP. eLife. 2017 09; 6(?):. doi: 10.7554/elife.27402. [PMID: 28884683]
Ruofeng Yin, Kun Xiong, Simin Wen, Yuanyi Wang, Feng Xu. Development and validation of an LC-MS/MS method for the determination of hinokiflavone in rat plasma and its application to a pharmacokinetic study. Biomedical chromatography : BMC. 2017 Mar; 31(3):. doi: 10.1002/bmc.3821. [PMID: 27552190]
Pedro Fong, Henry H Y Tong, Kin H Ng, Cheng K Lao, Chon I Chong, Chi M Chao. In silico prediction of prostaglandin D2 synthase inhibitors from herbal constituents for the treatment of hair loss. Journal of ethnopharmacology. 2015 Dec; 175(?):470-80. doi: 10.1016/j.jep.2015.10.005. [PMID: 26456343]
Paolino Ninfali, Sabrina Dominici, Donato Angelino, Lorenzo Gennari, Costantina Buondelmonte, Luca Giorgi. An enzyme-linked immunosorbent assay for the measurement of plasma flavonoids in mice fed apigenin-C-glycoside. Journal of the science of food and agriculture. 2013 Sep; 93(12):3087-93. doi: 10.1002/jsfa.6143. [PMID: 23526334]
Paul Coulerie, Cécilia Eydoux, Edouard Hnawia, Laetitia Stuhl, Alexandre Maciuk, Nicolas Lebouvier, Bruno Canard, Bruno Figadère, Jean-Claude Guillemot, Mohammed Nour. Biflavonoids of Dacrydium balansae with potent inhibitory activity on dengue 2 NS5 polymerase. Planta medica. 2012 May; 78(7):672-7. doi: 10.1055/s-0031-1298355. [PMID: 22411725]
Yuan Cao, Yongping Wu, Xiaowen Zhou, Fang Qian, Huijia Fan, Qiang Wang. [Simultaneous determination of selaginellins and biflavones in Selaginella tamariscina and S. pulvinata by HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2012 May; 37(9):1254-8. doi: . [PMID: 22803371]
Yi-Xuan Zhang, Qiu-Yue Li, Li-Li Yan, Yue Shi. Structural characterization and identification of biflavones in Selaginella tamariscina by liquid chromatography-diode-array detection/electrospray ionization tandem mass spectrometry. Rapid communications in mass spectrometry : RCM. 2011 Aug; 25(15):2173-86. doi: 10.1002/rcm.5090. [PMID: 21710597]
Guang-Zhi Zeng, Ning-Hua Tan, Xiao-Jiang Hao, Quan-Zhang Mu, Rong-Tao Li. Natural inhibitors targeting osteoclast-mediated bone resorption. Bioorganic & medicinal chemistry letters. 2006 Dec; 16(24):6178-80. doi: 10.1016/j.bmcl.2006.09.042. [PMID: 17027271]
S Gu, D Zhang, L Xu, S Yang. [Chemical constitutents of Podocarpus imbricatus BI. (II)]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1997 Mar; 22(3):169-70, 192. doi: ". [PMID: 10743187]