Kolaflavanone (BioDeep_00000007593)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


3,3,4,5,5,7,7-Heptahydroxy-4-methoxy-3,8-biflavanone

化学式: C31H24O12 (588.1268)
中文名称:
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 98.31%

分子结构信息

SMILES: c1(cc2c(c(c1)O)C(=O)[C@@H]([C@H](O2)c1ccc(cc1)O)c1c(cc(c2c1O[C@@H]([C@H](C2=O)O)c1cc(c(cc1)OC)O)O)O)O
InChI: InChI=1S/C31H24O12/c1-41-20-7-4-13(8-16(20)34)30-28(40)27(39)24-19(37)11-18(36)23(31(24)43-30)25-26(38)22-17(35)9-15(33)10-21(22)42-29(25)12-2-5-14(32)6-3-12/h2-11,25,28-30,32-37,40H,1H3

描述信息

A biflavonoid isolated from the seeds of Garcinia kola that has been shown to exhibit hepatoprotective activity.

同义名列表

3 个代谢物同义名

Kolaflavanone; 3,3,4,5,5,7,7-Heptahydroxy-4-methoxy-3,8-biflavanone; Kolaflavanone



数据库引用编号

18 个数据库交叉引用编号

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)

24 个相关的物种来源信息

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
Cytoplasm 11 AKT1, BCL2, CASP3, CAT, HPGDS, MAPK14, MAPK8, NOS3, NT5C2, PTGS2, TH
Peripheral membrane protein 2 ACHE, PTGS2
Endoplasmic reticulum membrane 2 BCL2, PTGS2
Nucleus 10 ACHE, AKT1, BCL2, CASP3, GABPA, MAPK14, MAPK8, MPO, NOS3, TH
cytosol 11 AKT1, BCL2, CASP3, CAT, GPT, HPGDS, MAPK14, MAPK8, NOS3, NT5C2, TH
dendrite 1 TH
nucleoplasm 9 AKT1, ATP2B1, CASP3, GABPA, HPGDS, MAPK14, MAPK8, MPO, NOS3
Cell membrane 4 ACHE, AKT1, ATP2B1, TNF
lamellipodium 1 AKT1
Cell projection, axon 1 TH
Multi-pass membrane protein 1 ATP2B1
Synapse 3 ACHE, ATP2B1, MAPK8
cell cortex 1 AKT1
cell surface 2 ACHE, TNF
glutamatergic synapse 4 AKT1, ATP2B1, CASP3, MAPK14
Golgi apparatus 2 ACHE, NOS3
Golgi membrane 2 INS, NOS3
neuromuscular junction 1 ACHE
neuronal cell body 2 CASP3, TNF
postsynapse 1 AKT1
presynaptic membrane 1 ATP2B1
smooth endoplasmic reticulum 1 TH
synaptic vesicle 1 TH
Cytoplasm, cytosol 1 NT5C2
Lysosome 1 MPO
plasma membrane 5 ACHE, AKT1, ATP2B1, NOS3, TNF
synaptic vesicle membrane 1 ATP2B1
terminal bouton 1 TH
Membrane 5 ACHE, AKT1, ATP2B1, BCL2, CAT
axon 2 MAPK8, TH
basolateral plasma membrane 1 ATP2B1
caveola 2 NOS3, PTGS2
extracellular exosome 4 ATP2B1, CAT, GPT, MPO
endoplasmic reticulum 2 BCL2, PTGS2
extracellular space 6 ACHE, IL10, IL6, INS, MPO, TNF
perinuclear region of cytoplasm 3 ACHE, NOS3, TH
mitochondrion 4 BCL2, CAT, MAPK14, TH
protein-containing complex 4 AKT1, BCL2, CAT, PTGS2
intracellular membrane-bounded organelle 4 ATP2B1, CAT, HPGDS, MPO
Microsome membrane 1 PTGS2
postsynaptic density 1 CASP3
Secreted 4 ACHE, IL10, IL6, INS
extracellular region 8 ACHE, CAT, IL10, IL6, INS, MAPK14, MPO, TNF
cytoplasmic side of plasma membrane 1 TH
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
mitochondrial matrix 1 CAT
Extracellular side 1 ACHE
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 1 TNF
perikaryon 1 TH
cytoplasmic vesicle 1 TH
microtubule cytoskeleton 1 AKT1
Melanosome membrane 1 TH
Cytoplasm, P-body 1 NOS3
P-body 1 NOS3
cell-cell junction 1 AKT1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 AKT1
Cytoplasm, perinuclear region 1 TH
Membrane raft 1 TNF
pore complex 1 BCL2
focal adhesion 1 CAT
spindle 1 AKT1
Peroxisome 1 CAT
basement membrane 1 ACHE
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
secretory granule 1 MPO
lateral plasma membrane 1 ATP2B1
nuclear speck 1 MAPK14
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
neuron projection 2 PTGS2, TH
ciliary basal body 1 AKT1
chromatin 1 GABPA
cell projection 1 ATP2B1
phagocytic cup 1 TNF
cytoskeleton 1 NOS3
spindle pole 1 MAPK14
Basolateral cell membrane 1 ATP2B1
Lipid-anchor, GPI-anchor 1 ACHE
endosome lumen 1 INS
Cytoplasm, Stress granule 1 NOS3
cytoplasmic stress granule 1 NOS3
Presynaptic cell membrane 1 ATP2B1
side of membrane 1 ACHE
myelin sheath 1 BCL2
azurophil granule 1 MPO
ficolin-1-rich granule lumen 2 CAT, MAPK14
secretory granule lumen 3 CAT, INS, MAPK14
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 IL6, INS, PTGS2
endocytic vesicle membrane 1 NOS3
transport vesicle 1 INS
azurophil granule lumen 1 MPO
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 ATP2B1
phagocytic vesicle lumen 1 MPO
synaptic cleft 1 ACHE
basal dendrite 1 MAPK8
death-inducing signaling complex 1 CASP3
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle 1 TH
BAD-BCL-2 complex 1 BCL2
photoreceptor ribbon synapse 1 ATP2B1
[Isoform H]: Cell membrane 1 ACHE
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • O C Attah, I A Umar, D A Ameh, G E Forcados, A Muhammad, I Sani. Kolaviron pre-treatment suppresses 7, 12 dimethylbenzanthracene-induced alterations in estrogen receptor-α, CYP 1A1, oxidative stress and inflammation in female Wistar rats. Journal of food biochemistry. 2022 02; 46(2):e13984. doi: 10.1111/jfbc.13984. [PMID: 34936107]
  • Islam M D Alrazi, Tomisin H Ogunwa, Ayodele O Kolawole, Olusola O Elekofehinti, Olaposi I Omotuyi, Takayuki Miyanishi, Shinsaku Maruta. Kolaflavanone, a biflavonoid derived from medicinal plant Garcinia, is an inhibitor of mitotic kinesin Eg5. Journal of biochemistry. 2021 Dec; 170(5):611-622. doi: 10.1093/jb/mvab083. [PMID: 34264310]
  • Jeffrey O Adoga, Mahendra L Channa, Anand Nadar. Kolaviron attenuates cardiovascular injury in fructose-streptozotocin induced type-2 diabetic male rats by reducing oxidative stress, inflammation, and improving cardiovascular risk markers. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2021 Dec; 144(?):112323. doi: 10.1016/j.biopha.2021.112323. [PMID: 34656062]
  • Ifeoluwa O Awogbindin, Ikenna C Maduako, Isaac A Adedara, Solomon E Owumi, Akinola O Ajeleti, Olatunde Owoeye, Anita K Patlolla, Paul B Tchounwou, Ebenezer O Farombi. Kolaviron ameliorates hepatic and renal dysfunction associated with multiwalled carbon nanotubes in rats. Environmental toxicology. 2020 Aug; ?(?):. doi: 10.1002/tox.23011. [PMID: 32856799]
  • Yusuke Hioki, Siaw Onwona-Agyeman, Yuya Kakumu, Hiroyuki Hattori, Kosei Yamauchi, Tohru Mitsunaga. Garcinoic Acids and a Benzophenone Derivative from the Seeds of Garcinia kola and Their Antibacterial Activities against Oral Bacterial Pathogenic Organisms. Journal of natural products. 2020 07; 83(7):2087-2092. doi: 10.1021/acs.jnatprod.9b01045. [PMID: 32644811]
  • Quadri K Alabi, Rufus O Akomolafe, Modinat A Adefisayo, Olaoluwa S Olukiran, Aliyat O Nafiu, Micheal K Fasanya, Ayowole A Oladele. Kolaviron attenuates diclofenac-induced nephrotoxicity in male Wistar rats. Applied physiology, nutrition, and metabolism = Physiologie appliquee, nutrition et metabolisme. 2018 Sep; 43(9):956-968. doi: 10.1139/apnm-2017-0788. [PMID: 29847737]
  • Ugochukwu Offor, Sunday Adelaja Ajayi, Isaac Ayoola Jegede, Salem Kharwa, Edwin Coleridge Naidu, Onyemaechi Okpara Azu. Renal histoarchitectural changes in nevirapine therapy: possible role of kolaviron and vitamin C in an experimental animal model. African health sciences. 2017 Mar; 17(1):164-174. doi: 10.4314/ahs.v17i1.21. [PMID: 29026390]
  • Akinleye Stephen Akinrinde, Olutayo Omobowale, Ademola Oyagbemi, Ebunoluwa Asenuga, Temitayo Ajibade. Protective effects of kolaviron and gallic acid against cobalt-chloride-induced cardiorenal dysfunction via suppression of oxidative stress and activation of the ERK signaling pathway. Canadian journal of physiology and pharmacology. 2016 Dec; 94(12):1276-1284. doi: 10.1139/cjpp-2016-0197. [PMID: 27548501]
  • W O Kalu, P N Okafor, I I Ijeh, C Eleazu. Effect of kolaviron, a biflavanoid complex from Garcinia kola on some biochemical parameters in experimentally induced benign prostatic hyperplasic rats. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2016 Oct; 83(?):1436-1443. doi: 10.1016/j.biopha.2016.08.064. [PMID: 27599375]
  • Oluwatosin A Adaramoye, Aderemi O Kehinde, Adedoyin Adefisan, Olugbenga Adeyemi, Idowu Oyinlola, Olubukola O Akanni. Ameliorative Effects of Kolaviron, a Biflavonoid Fraction from Garcinia Kola Seed, on Hepato-renal Toxicity of Anti-tuberculosis Drugs in Wistar Rats. The Tokai journal of experimental and clinical medicine. 2016 Mar; 41(1):14-21. doi: . [PMID: 27050890]
  • Isaac A Adedara, Olatunde Owoeye, Motunrayo A Aiyegbusi, Joshua O Dagunduro, Yetunde M Daramola, Ebenezer O Farombi. Kolaviron protects against benzo[a]pyrene-induced functional alterations along the brain-pituitary-gonadal axis in male rats. Environmental toxicology and pharmacology. 2015 Sep; 40(2):459-70. doi: 10.1016/j.etap.2015.07.015. [PMID: 26280929]
  • Oluwatosin Adekunle Adaramoye, Semiu Olasoju Lawal. Kolaviron, a biflavonoid fraction from Garcinia kola, protects against isoproterenol-induced injury by mitigating cardiac dysfunction and oxidative stress in rats. Journal of basic and clinical physiology and pharmacology. 2015 Jan; 26(1):65-72. doi: 10.1515/jbcpp-2013-0139. [PMID: 24620014]
  • Omolola R Ayepola, Marlon E Cerf, Nicole L Brooks, Oluwafemi O Oguntibeju. Kolaviron, a biflavonoid complex of Garcinia kola seeds modulates apoptosis by suppressing oxidative stress and inflammation in diabetes-induced nephrotoxic rats. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2014 Dec; 21(14):1785-93. doi: 10.1016/j.phymed.2014.09.006. [PMID: 25481391]
  • Adaramoye Oluwatosin, Akinpelu Tolulope, Kosoko Ayokulehin, Okorie Patricia, Kehinde Aderemi, Falade Catherine, Ademowo Olusegun. Antimalarial potential of kolaviron, a biflavonoid from Garcinia kola seeds, against Plasmodium berghei infection in Swiss albino mice. Asian Pacific journal of tropical medicine. 2014 Feb; 7(2):97-104. doi: 10.1016/s1995-7645(14)60003-1. [PMID: 24461521]
  • Isaac A Adedara, Ebenezer O Farombi. Influence of kolaviron and vitamin E on ethylene glycol monoethyl ether-induced haematotoxicity and renal apoptosis in rats. Cell biochemistry and function. 2014 Jan; 32(1):31-8. doi: 10.1002/cbf.2968. [PMID: 23494475]
  • Omolola R Ayepola, Nicole L Brooks, Oluwafemi O Oguntibeju. Kolaviron improved resistance to oxidative stress and inflammation in the blood (erythrocyte, serum, and plasma) of streptozotocin-induced diabetic rats. TheScientificWorldJournal. 2014; 2014(?):921080. doi: 10.1155/2014/921080. [PMID: 24795542]
  • Omolola R Ayepola, Novel N Chegou, Nicole L Brooks, Oluwafemi O Oguntibeju. Kolaviron, a Garcinia biflavonoid complex ameliorates hyperglycemia-mediated hepatic injury in rats via suppression of inflammatory responses. BMC complementary and alternative medicine. 2013 Dec; 13(?):363. doi: 10.1186/1472-6882-13-363. [PMID: 24359406]
  • I A Adedara, E O Farombi. Chemoprotective effects of kolaviron on ethylene glycol monoethyl ether-induced pituitary-thyroid axis toxicity in male rats. Andrologia. 2013 Apr; 45(2):111-9. doi: 10.1111/j.1439-0272.2012.01321.x. [PMID: 22708737]
  • O A Adaramoye. Antidiabetic effect of kolaviron, a biflavonoid complex isolated from Garcinia kola seeds, in Wistar rats. African health sciences. 2012 Dec; 12(4):498-506. doi: 10.4314/ahs.v12i4.16. [PMID: 23515095]
  • E O Farombi, I A Adedara, S A Akinrinde, O O Ojo, A S Eboh. Protective effects of kolaviron and quercetin on cadmium-induced testicular damage and endocrine pathology in rats. Andrologia. 2012 Aug; 44(4):273-84. doi: 10.1111/j.1439-0272.2012.01279.x. [PMID: 22356231]
  • Sunny O Abarikwu, Ebenezer O Farombi, Aditya B Pant. Kolaviron biflavanoids of Garcinia kola seeds protect atrazine-induced cytotoxicity in primary cultures of rat Leydig cells. International journal of toxicology. 2012 Jul; 31(4):407-15. doi: 10.1177/1091581812445476. [PMID: 22674924]
  • Adebowale B Saba, Omowumi M Onakoya, Ademola A Oyagbemi. Hepatoprotective and in vivo antioxidant activities of ethanolic extract of whole fruit of Lagenaria breviflora. Journal of basic and clinical physiology and pharmacology. 2012 Feb; 23(1):27-32. doi: 10.1515/jbcpp-2011-0034. [PMID: 22865446]
  • Stephen T Lacmata, Victor Kuete, Jean P Dzoyem, Simplice B Tankeo, Gerald Ngo Teke, Jules R Kuiate, Jean-Marie Pages. Antibacterial Activities of Selected Cameroonian Plants and Their Synergistic Effects with Antibiotics against Bacteria Expressing MDR Phenotypes. Evidence-based complementary and alternative medicine : eCAM. 2012; 2012(?):623723. doi: 10.1155/2012/623723. [PMID: 22474511]
  • Oluwatosin A Adaramoye, Adekunbi Aluko, Ademola A Oyagbemi. Cnidoscolus aconitifolius leaf extract protects against hepatic damage induced by chronic ethanol administration in Wistar rats. Alcohol and alcoholism (Oxford, Oxfordshire). 2011 Jul; 46(4):451-8. doi: 10.1093/alcalc/agr060. [PMID: 21616948]
  • Ebenezer O Farombi, Olatunde Owoeye. Antioxidative and chemopreventive properties of Vernonia amygdalina and Garcinia biflavonoid. International journal of environmental research and public health. 2011 06; 8(6):2533-55. doi: 10.3390/ijerph8062533. [PMID: 21776245]
  • O A Adaramoye. Comparative effects of vitamin E and kolaviron (a biflavonoid from Garcinia kola) on carbon tetrachloride-induced renal oxidative damage in mice. Pakistan journal of biological sciences : PJBS. 2009 Aug; 12(16):1146-51. doi: 10.3923/pjbs.2009.1146.1151. [PMID: 19899326]
  • O A Adaramoye, I Awogbindin, J O Okusaga. Effect of kolaviron, a biflavonoid complex from Garcinia kola seeds, on ethanol-induced oxidative stress in liver of adult wistar rats. Journal of medicinal food. 2009 Jun; 12(3):584-90. doi: 10.1089/jmf.2008.0138. [PMID: 19627207]
  • O A Adaramoye, E O Farombi, M Nssien, S O Idowu, O G Ademowo, E O Adeyemi. Hepatoprotective activity of purified fractions from Garcinia kola seeds in mice intoxicated with carbon tetrachloride. Journal of medicinal food. 2008 Sep; 11(3):544-50. doi: 10.1089/jmf.2007.0539. [PMID: 18800905]
  • Oluwatosin A Adaramoye, Edward O Adeyemi. Hepatoprotection of D-galactosamine-induced toxicity in mice by purified fractions from Garcinia kola seeds. Basic & clinical pharmacology & toxicology. 2006 Feb; 98(2):135-41. doi: 10.1111/j.1742-7843.2006.pto_256.x. [PMID: 16445585]
  • O A Adaramoye, E O Adeyemi. Hypoglycaemic and hypolipidaemic effects of fractions from kolaviron, a biflavonoid complex from Garcinia Kola in streptozotocin-induced diabetes mellitus rats. The Journal of pharmacy and pharmacology. 2006 Jan; 58(1):121-8. doi: 10.1211/jpp.58.1.0015. [PMID: 16393472]
  • S B Olaleye, E O Farombi. Attenuation of indomethacin- and HCl/ethanol-induced oxidative gastric mucosa damage in rats by kolaviron, a natural biflavonoid of Garcinia kola seed. Phytotherapy research : PTR. 2006 Jan; 20(1):14-20. doi: 10.1002/ptr.1793. [PMID: 16397915]
  • E O Farombi, I A Nwaokeafor. Anti-oxidant mechanisms of kolaviron: studies on serum lipoprotein oxidation, metal chelation and oxidative membrane damage in rats. Clinical and experimental pharmacology & physiology. 2005 Aug; 32(8):667-74. doi: 10.1111/j.0305-1870.2005.04248.x. [PMID: 16120195]
  • O A Adaramoye, V O Nwaneri, K C Anyanwu, E O Farombi, G O Emerole. Possible anti-atherogenic effect of kolaviron (a Garcinia kola seed extract) in hypercholesterolaemic rats. Clinical and experimental pharmacology & physiology. 2005 Jan; 32(1-2):40-6. doi: 10.1111/j.1440-1681.2005.04146.x. [PMID: 15730433]
  • E O Farombi, M Hansen, G Ravn-Haren, P Møller, L O Dragsted. Commonly consumed and naturally occurring dietary substances affect biomarkers of oxidative stress and DNA damage in healthy rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2004 Aug; 42(8):1315-22. doi: 10.1016/j.fct.2004.03.009. [PMID: 15207383]
  • Chris O Okunji, Tantalia A Ware, Rickey P Hicks, Maurice M Iwu, David J Skanchy. Capillary electrophoresis determination of biflavanones from Garcinia kola in three traditional African medicinal formulations. Planta medica. 2002 May; 68(5):440-4. doi: 10.1055/s-2002-32091. [PMID: 12058322]
  • E Olaunde Farombi, Modupe C Alabi, Temitope O Akuru. Kolaviron modulates cellular redox status and impairment of membrane protein activities induced by potassium bromate (KBrO(3)) in rats. Pharmacological research. 2002 Jan; 45(1):63-8. doi: 10.1006/phrs.2001.0907. [PMID: 11820864]
  • E O Farombi, J G Tahnteng, A O Agboola, J O Nwankwo, G O Emerole. Chemoprevention of 2-acetylaminofluorene-induced hepatotoxicity and lipid peroxidation in rats by kolaviron--a Garcinia kola seed extract. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2000 Jun; 38(6):535-41. doi: 10.1016/s0278-6915(00)00039-9. [PMID: 10828505]
  • M M Iwu, O A Igboko, U A Onwuchekwa, C O Okunji. Evaluation of the antihepatotoxic activity of the biflavonoids of Garcinia kola seed. Journal of ethnopharmacology. 1987 Nov; 21(2):127-38. doi: 10.1016/0378-8741(87)90123-1. [PMID: 3437766]