Glaucarubinone (BioDeep_00000000810)
PANOMIX_OTCML-2023 natural product
代谢物信息卡片
化学式: C25H34O10 (494.2152)
中文名称: 乐园树酮
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 66.89%
分子结构信息
SMILES: CCC(C)(C(=O)OC1C2C(C(C3(C4C2(CO3)C(CC5C4(C(C(=O)C=C5C)O)C)OC1=O)O)O)C)O
InChI: InChI=1S/C25H34O10/c1-6-22(4,31)21(30)35-16-15-11(3)17(27)25(32)20-23(5)12(10(2)7-13(26)18(23)28)8-14(34-19(16)29)24(15,20)9-33-25/h7,11-12,14-18,20,27-28,31-32H,6,8-9H2,1-5H3/t11-,12+,14-,15-,16-,17-,18-,20-,22+,23-,24+,25+/m1/s1
描述信息
Glaucarubinone is a quassinoid with formula C25H34O10. It is a natural product isolated from several plant species and exhibits anti-cancer and anti-malarial properties. It has a role as a geroprotector, a plant metabolite, an antineoplastic agent and an antimalarial. It is a carboxylic ester, a quassinoid, an organic heteropentacyclic compound, a tetrol, a secondary alpha-hydroxy ketone and a tertiary alpha-hydroxy ketone.
Glaucarubinone is a natural product found in Simarouba amara, Cunila, and other organisms with data available.
A quassinoid with formula C25H34O10. It is a natural product isolated from several plant species and exhibits anti-cancer and anti-malarial properties.
同义名列表
12 个代谢物同义名
Butyric acid, 4-ester with 1,3a.beta.,4,7,7a.alpha.,11,11a,11b.alpha.-octahydro-1.alpha.,2.alpha.,4.beta.,11.beta.-tetrahydroxy-3.alpha.,8,11a.beta.-trimethyl-2H-1,11c.beta.-(epoxymethano)phenanthro[10,1-bc]pyran-5,10(3H,6a.beta.H)-dione; (S)-(1R,2R,3R,3aS,3a1S,4R,6aR,7aS,11S,11aS,11bR)-1,2,11-Trihydroxy-3,8,11a-trimethyl-5,10-dioxo-2,3,3a,4,5,6a,7,7a,10,11,11a,11b-dodecahydro-1H-1,3a1-(epoxymethano)dibenzo[de,g]chromen-4-yl 2-hydroxy-2-methylbutanoate; [(1S,4R,5R,6R,7S,8R,11R,13S,17S,18S,19R)-4,5,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-8-yl] (2S)-2-hydroxy-2-methylbutanoate; Butyric acid, 4-ester with 1,3ab,4,7,7aa,11,11a,11ba-octahydro-1a,2a,4b,11b-tetrahydroxy-3a,8,11ab-trimethyl-2H-1,11cb-(epoxymethano)phenanthro[10,1-bc]pyran-5,10(3H,6abH)-dione; Picras-3-ene-2, 11,20-epoxy-1,11,12-trihydroxy-15-(2-hydroxy-2-methyl-1-oxobutoxy)-, [1.beta.,11.beta.,12.alpha.,15.beta.(S)]-; Picras-3-ene-2,16-dione,11,20-epoxy-1,11,12-trihydroxy-15-[(2S)-2-hydroxy-2-methyl-1-oxobutoxy]-, (1b,11b,12a,15b)- (9CI); (+)-Glaucarubinone; Glaucarubinone; NCI60_000722; AC1L9BOD; NSC277286; Glaucarubinone
数据库引用编号
18 个数据库交叉引用编号
- ChEBI: CHEBI:5371
- KEGG: C08763
- PubChem: 441796
- PubChem: 430508
- Metlin: METLIN67182
- ChEMBL: CHEMBL458347
- MeSH: glaucarubinone
- CAS: 1259-86-5
- medchemexpress: HY-N10926
- PMhub: MS000020170
- MetaboLights: MTBLC5371
- PubChem: 10956
- KNApSAcK: C00003711
- 3DMET: B02388
- NIKKAJI: J34.245I
- RefMet: Glaucarubinone
- KNApSAcK: 5371
- LOTUS: LTS0248832
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)
31 个相关的物种来源信息
- 23809 - Ailanthus: 10.1016/S0031-9422(02)00493-4
- 23809 - Ailanthus: LTS0248832
- 23810 - Ailanthus altissima: 10.1246/BCSJ.56.3683
- 1133704 - Ailanthus excelsa: 10.1016/S0031-9422(02)00493-4
- 392618 - Cunila: 10.1007/S00299-018-2303-8
- 2759 - Eukaryota: LTS0248832
- 459124 - Hannoa: LTS0248832
- 459127 - Hannoa undulata: 10.1016/S0021-9673(01)95055-1
- 459127 - Hannoa undulata: LTS0248832
- 3398 - Magnoliopsida: LTS0248832
- 459135 - Perriera: LTS0248832
- 459136 - Perriera madagascariensis: 10.1021/NP970283H
- 459136 - Perriera madagascariensis: LTS0248832
- 459142 - Picrolemma: 10.1016/0031-9422(96)00348-2
- 459142 - Picrolemma: LTS0248832
- 459144 - Pierreodendron: LTS0248832
- 43724 - Quassia: LTS0248832
- 1899180 - Quassia undulata: 10.1016/S0021-9673(01)95055-1
- 1899180 - Quassia undulata: LTS0248832
- 43728 - Simarouba: LTS0248832
- 101569 - Simarouba amara: 10.1016/0378-8741(88)90126-2
- 101569 - Simarouba amara: 10.1021/JA01652A060
- 101569 - Simarouba amara: LTS0248832
- 43729 - Simarouba glauca: 10.1016/S0021-9673(01)95055-1
- 43729 - Simarouba glauca: LTS0248832
- 459157 - Simarouba versicolor: 10.1590/S0001-37652002000300004
- 459157 - Simarouba versicolor: LTS0248832
- 23808 - Simaroubaceae: LTS0248832
- 35493 - Streptophyta: LTS0248832
- 58023 - Tracheophyta: LTS0248832
- 33090 - Viridiplantae: LTS0248832
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
- Thushara Diyabalanage, Ranjala Ratnayake, Jennifer A Wilson, Curtis J Henrich, John A Beutler, Nancy H Colburn, James B McMahon, Kirk R Gustafson. Nothospondin, a new AP-1 inhibitory quassinoid from the Cameroonian plant Nothospondias staudtii.
Bioorganic & medicinal chemistry letters.
2011 Aug; 21(15):4397-9. doi:
10.1016/j.bmcl.2011.06.044. [PMID: 21733691] - K Zarse, A Bossecker, L Müller-Kuhrt, K Siems, M A Hernandez, W G Berendsohn, M Birringer, M Ristow. The phytochemical glaucarubinone promotes mitochondrial metabolism, reduces body fat, and extends lifespan of Caenorhabditis elegans.
Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme.
2011 Apr; 43(4):241-3. doi:
10.1055/s-0030-1270524. [PMID: 21264793] - Yoshihide Usami, Kyoko Nakagawa-Goto, Jing-Yu Lang, Yoon Kim, Chin-Yu Lai, Masuo Goto, Nobuko Sakurai, Masahiko Taniguchi, Toshiyuki Akiyama, Susan L Morris-Natschke, Kenneth F Bastow, Gordon Cragg, David J Newman, Mihoyo Fujitake, Koichi Takeya, Mien-Chie Hung, Eva Y-H P Lee, Kuo-Hsiung Lee. Antitumor Agents. 282. 2'-(R)-O-acetylglaucarubinone, a quassinoid from Odyendyea gabonensis as a potential anti-breast and anti-ovarian cancer agent.
Journal of natural products.
2010 Sep; 73(9):1553-8. doi:
10.1021/np100406d. [PMID: 20738103] - Mariana Laundry de Mesquita, José Elias de Paula, Cláudia Pessoa, Manoel Odorico de Moraes, Letícia Veras Costa-Lotufo, Raphael Grougnet, Sylvie Michel, François Tillequin, Laila Salmen Espindola. Cytotoxic activity of Brazilian Cerrado plants used in traditional medicine against cancer cell lines.
Journal of ethnopharmacology.
2009 Jun; 123(3):439-45. doi:
10.1016/j.jep.2009.03.018. [PMID: 19501276] - John A Beutler, Moon-Il Kang, Francis Robert, Jason A Clement, Jerry Pelletier, Nancy H Colburn, Tawnya C McKee, Ekaterina Goncharova, James B McMahon, Curtis J Henrich. Quassinoid inhibition of AP-1 function does not correlate with cytotoxicity or protein synthesis inhibition.
Journal of natural products.
2009 Mar; 72(3):503-6. doi:
10.1021/np800732n. [PMID: 19199792] - P C Ghosh, J E Larrahondo, P W LeQuesne, R F Raffauf. Antitumor plants. IV. Constituents of Simarouba versicolor.
Lloydia.
1977 Jul; 40(4):364-9. doi:
. [PMID: 895397]
