Gartanin (BioDeep_00000007851)

 

Secondary id: BioDeep_00000411601

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


1,3,5,8-Tetrahydroxy-2,4-bis(3-methyl-2-butenyl)-9H-xanthen-9-one, 9CI

化学式: C23H24O6 (396.1573)
中文名称: 1,3,5,8-四羟基-2,4-双(3-甲基-2-丁烯基)-9H-氧杂蒽-9-酮
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 62.78%

分子结构信息

SMILES: CC(=CCC1=C(C(=C2C(=C1O)C(=O)C3=C(C=CC(=C3O2)O)O)CC=C(C)C)O)C
InChI: InChI=1S/C23H24O6/c1-11(2)5-7-13-19(26)14(8-6-12(3)4)22-18(20(13)27)21(28)17-15(24)9-10-16(25)23(17)29-22/h5-6,9-10,24-27H,7-8H2,1-4H3

描述信息

Gartanin is a member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3, 5 and 8 and prenyl groups at positions 2 and 4. It has a role as an antineoplastic agent and a plant metabolite. It is a member of xanthones and a polyphenol.
Gartanin is a natural product found in Morus insignis, Pentadesma butyracea, and other organisms with data available.
A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3, 5 and 8 and prenyl groups at positions 2 and 4.
Constituent of the fruits of Garcinia mangostana (mangosteen). Gartanin is found in fruits and purple mangosteen.
Gartanin is found in fruits. Gartanin is a constituent of the fruits of Garcinia mangostana (mangosteen)
Gartanin is a natural xanthone of mangosteen, with antioxidant, anti-inflammatory, antifungal, neuroprotective and antineoplastic properties. Gartanin induces cell cycle arrest and autophagy and suppresses migration in human glioma cells[1][2].
Gartanin is a natural xanthone of mangosteen, with antioxidant, anti-inflammatory, antifungal, neuroprotective and antineoplastic properties. Gartanin induces cell cycle arrest and autophagy and suppresses migration in human glioma cells[1][2].

同义名列表

10 个代谢物同义名

1,3,5,8-Tetrahydroxy-2,4-bis(3-methyl-2-butenyl)-9H-xanthen-9-one, 9CI; 1,3,5,8-Tetrahydroxy-2,4-bis(3-methyl-2-buten-1-yl)-9H-xanthen-9-one; 1,3,5,8-Tetrahydroxy-2,4-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one; 9H-Xanthen-9-one, 1,3,5,8-tetrahydroxy-2,4-bis(3-methyl-2-butenyl)-; 1,3,5,8-tetrahydroxy-2,4-bis(3-methylbut-2-enyl)xanthen-9-one; 1,3,5,8-tetrahydroxy-2,4-bis(3-methyl-2-butenyl)xanthone; 1,3,5,8-Tetrahydroxy-2,4-diprenylxanthone; Gartinin; Gartanin; Gartanin



数据库引用编号

20 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)

44 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 14 AR, ATG5, BCL2, BECN1, CASP8, CCND1, CDKN1B, CDKN3, CYP2C9, CYP2D6, DCTN4, MTOR, SIRT1, SKP2
Golgi apparatus, trans-Golgi network membrane 1 BECN1
Peripheral membrane protein 3 ATG5, BECN1, MTOR
Endosome membrane 1 BECN1
Endoplasmic reticulum membrane 7 BCL2, BECN1, CYP1A2, CYP2C9, CYP2D6, HMOX1, MTOR
Mitochondrion membrane 1 BECN1
Cytoplasmic vesicle, autophagosome 1 BECN1
Nucleus 14 AR, BCL2, BECN1, CASP8, CCND1, CDKN1B, CDKN3, DCTN4, HMOX1, MTOR, NEDD8, PPARGC1A, SIRT1, SKP2
autophagosome 3 ATG5, BECN1, MAP1LC3A
cytosol 17 AR, ATG5, BCL2, BECN1, CASP8, CCND1, CDKN1B, CDKN3, DCTN4, FBXW2, HMOX1, MAP1LC3A, MTOR, NEDD8, PPARGC1A, SIRT1, SKP2
dendrite 2 BECN1, MTOR
mitochondrial membrane 1 BECN1
nuclear body 1 BECN1
phagocytic vesicle 2 BECN1, MTOR
phosphatidylinositol 3-kinase complex, class III 1 BECN1
trans-Golgi network 1 BECN1
centrosome 2 CCND1, DCTN4
nucleoplasm 10 AR, CASP8, CCND1, CDKN1B, HMOX1, MTOR, NEDD8, PPARGC1A, SIRT1, SKP2
Lipid-anchor 1 MAP1LC3A
Cytoplasmic side 2 HMOX1, MTOR
lamellipodium 1 CASP8
Golgi apparatus membrane 1 MTOR
cell cortex 1 DCTN4
glutamatergic synapse 3 ATG5, MAP1LC3A, NEDD8
Golgi membrane 1 MTOR
lysosomal membrane 1 MTOR
postsynapse 1 ATG5
Lysosome 1 MTOR
endosome 2 BECN1, CDKN1B
plasma membrane 2 AR, CYP2C9
Membrane 6 AR, ATG5, BCL2, CYP2D6, HMOX1, MTOR
axon 1 ATG5
extracellular exosome 1 NEDD8
Lysosome membrane 1 MTOR
endoplasmic reticulum 4 BCL2, BECN1, CYP2D6, HMOX1
extracellular space 1 HMOX1
perinuclear region of cytoplasm 2 CDKN3, HMOX1
Schaffer collateral - CA1 synapse 1 ATG5
bicellular tight junction 1 CCND1
mitochondrion 4 BCL2, CASP8, CYP2D6, SIRT1
protein-containing complex 5 AR, ATG5, BCL2, CASP8, CDKN1B
intracellular membrane-bounded organelle 5 CDKN1B, CYP1A2, CYP2C9, CYP2D6, MAP1LC3A
Microsome membrane 4 CYP1A2, CYP2C9, CYP2D6, MTOR
chromatin silencing complex 1 SIRT1
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Mitochondrion outer membrane 2 BCL2, MTOR
Single-pass membrane protein 2 BCL2, CYP2D6
mitochondrial outer membrane 4 BCL2, CASP8, HMOX1, MTOR
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 DCTN4
Nucleus membrane 2 BCL2, CCND1
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, CCND1
nucleolus 2 SIRT1, SKP2
Cell projection, lamellipodium 1 CASP8
Cytoplasm, perinuclear region 1 CDKN3
heterochromatin 1 SIRT1
pore complex 1 BCL2
Cytoplasm, cytoskeleton 2 DCTN4, MAP1LC3A
focal adhesion 1 DCTN4
microtubule 1 MAP1LC3A
Nucleus, PML body 3 MTOR, PPARGC1A, SIRT1
PML body 3 MTOR, PPARGC1A, SIRT1
axoneme 1 ATG5
nuclear speck 1 AR
nuclear inner membrane 1 SIRT1
Cytoplasm, myofibril, sarcomere 1 DCTN4
Late endosome 1 MAP1LC3A
sarcomere 1 DCTN4
chromatin 3 AR, PPARGC1A, SIRT1
Cytoplasmic vesicle, autophagosome membrane 1 MAP1LC3A
autophagosome membrane 1 MAP1LC3A
phagocytic vesicle membrane 1 ATG5
cytoskeleton 1 CASP8
spindle pole 1 DCTN4
Cytoplasm, cell cortex 1 DCTN4
organelle membrane 1 MAP1LC3A
fibrillar center 1 SIRT1
nuclear envelope 2 MTOR, SIRT1
Endomembrane system 2 MAP1LC3A, MTOR
phagophore assembly site 1 BECN1
phosphatidylinositol 3-kinase complex, class III, type I 1 BECN1
phosphatidylinositol 3-kinase complex, class III, type II 1 BECN1
Preautophagosomal structure membrane 1 ATG5
Atg12-Atg5-Atg16 complex 1 ATG5
mitochondria-associated endoplasmic reticulum membrane contact site 1 ATG5
phagophore assembly site membrane 1 ATG5
euchromatin 1 SIRT1
cell body 1 CASP8
myelin sheath 1 BCL2
stress fiber 1 DCTN4
transcription repressor complex 1 CCND1
dynactin complex 1 DCTN4
kinetochore 1 DCTN4
cytoplasmic dynein complex 1 DCTN4
Single-pass type IV membrane protein 1 HMOX1
Cytoplasm, cytoskeleton, stress fiber 1 DCTN4
[Isoform 1]: Nucleus 1 PPARGC1A
CD95 death-inducing signaling complex 1 CASP8
death-inducing signaling complex 1 CASP8
ripoptosome 1 CASP8
eNoSc complex 1 SIRT1
rDNA heterochromatin 1 SIRT1
Cytoplasmic vesicle, phagosome 1 MTOR
transferase complex 1 ATG5
cyclin-dependent protein kinase holoenzyme complex 2 CCND1, CDKN3
Autolysosome 1 MAP1LC3A
SCF ubiquitin ligase complex 1 SKP2
BAD-BCL-2 complex 1 BCL2
cyclin D1-CDK4 complex 1 CCND1
cyclin D1-CDK6 complex 1 CCND1
cytoplasmic side of mitochondrial outer membrane 1 BECN1
Cul4A-RING E3 ubiquitin ligase complex 1 CDKN1B
[Beclin-1-C 35 kDa]: Mitochondrion 1 BECN1
[Beclin-1-C 37 kDa]: Mitochondrion 1 BECN1
phagophore 1 ATG5
[SirtT1 75 kDa fragment]: Cytoplasm 1 SIRT1
[Isoform B4]: Nucleus 1 PPARGC1A
[Isoform B4-8a]: Cytoplasm 1 PPARGC1A
[Isoform B5]: Nucleus 1 PPARGC1A
[Isoform 9]: Nucleus 1 PPARGC1A


文献列表

  • Qi Liang, Maoyu Liu, Jian Li, Rongsheng Tong, Yonghe Hu, Lan Bai, Jianyou Shi. NAE modulators: A potential therapy for gastric carcinoma. European journal of medicinal chemistry. 2022 Mar; 231(?):114156. doi: 10.1016/j.ejmech.2022.114156. [PMID: 35131538]
  • P Rukthong, N Sereesongsang, T Kulsirirat, N Boonnak, K Sathirakul. In vitro investigation of metabolic fate of α-mangostin and gartanin via skin permeation by LC-MS/MS and in silico evaluation of the metabolites by ADMET predictor™. BMC complementary medicine and therapies. 2020 Nov; 20(1):359. doi: 10.1186/s12906-020-03144-7. [PMID: 33228689]
  • Sabrin Ragab Mohamed Ibrahim, Gamal Abdallah Mohamed, Maan Talaat Abdullah Khayat, Sahar Ahmed, Hany Abo-Haded. α-Amylase inhibition of xanthones from Garcinia mangostana pericarps and their possible use for the treatment of diabetes with molecular docking studies. Journal of food biochemistry. 2019 05; 43(5):e12844. doi: 10.1111/jfbc.12844. [PMID: 31353530]
  • Xiao-Yun Gao, Sheng-Nan Wang, Xiao-Hong Yang, Wen-Jian Lan, Zi-Wei Chen, Jing-Kao Chen, Jian-Hui Xie, Yi-Fan Han, Rong-Biao Pi, Xiao-Bo Yang. Gartanin Protects Neurons against Glutamate-Induced Cell Death in HT22 Cells: Independence of Nrf-2 but Involvement of HO-1 and AMPK. Neurochemical research. 2016 Sep; 41(9):2267-77. doi: 10.1007/s11064-016-1941-x. [PMID: 27161377]
  • Cholpisut Tantapakul, Wong Phakhodee, Thunwadee Ritthiwigrom, Sarot Cheenpracha, Uma Prawat, Suwanna Deachathai, Surat Laphookhieo. Rearranged benzophenones and prenylated xanthones from Garcinia propinqua twigs. Journal of natural products. 2012 Sep; 75(9):1660-4. doi: 10.1021/np300487w. [PMID: 22963193]
  • Hyung Won Ryu, Marcus J Curtis-Long, Sunin Jung, Young Min Jin, Jung Keun Cho, Young Bae Ryu, Woo Song Lee, Ki Hun Park. Xanthones with neuraminidase inhibitory activity from the seedcases of Garcinia mangostana. Bioorganic & medicinal chemistry. 2010 Sep; 18(17):6258-64. doi: 10.1016/j.bmc.2010.07.033. [PMID: 20696581]
  • Joseph Ngoupayo, Turibio Kuiate Tabopda, Muhammad Shaiq Ali. Antimicrobial and immunomodulatory properties of prenylated xanthones from twigs of Garcinia staudtii. Bioorganic & medicinal chemistry. 2009 Aug; 17(15):5688-95. doi: 10.1016/j.bmc.2009.06.009. [PMID: 19604701]
  • Fabien Zelefack, David Guilet, Nicolas Fabre, Christine Bayet, Séverine Chevalley, Silvère Ngouela, Bruno Ndjakou Lenta, Alexis Valentin, Etienne Tsamo, Marie-Geneviève Dijoux-Franca. Cytotoxic and antiplasmodial xanthones from Pentadesma butyracea. Journal of natural products. 2009 May; 72(5):954-7. doi: 10.1021/np8005953. [PMID: 19296616]
  • A Groweiss, J H Cardellina, M R Boyd. HIV-Inhibitory prenylated xanthones and flavones from Maclura tinctoria. Journal of natural products. 2000 Nov; 63(11):1537-9. doi: 10.1021/np000175m. [PMID: 11087602]