Quassin (BioDeep_00000000848)

 

Secondary id: BioDeep_00000407564

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


(3AS,6aR,7aS,8S,11aS,11bS,11cS)-1,3a,4,5,6a,7,7a,8,11,11a,11b,11c-dodecahydro-2,10-dimethoxy-3,8,11a,11c-tetramethyldibenzo(de,g)chromene-1,5,11-trione

化学式: C22H28O6 (388.1886)
中文名称: 苦楝树甙,苦木素, 苦木素
谱图信息: 最多检出来源 Viridiplantae(plant) 37.84%

分子结构信息

SMILES: C1(=C[C@@H]([C@H]2[C@](C1=O)([C@@H]1[C@]3([C@@H](C2)OC(=O)C[C@H]3C(=C(C1=O)OC)C)C)C)C)OC
InChI: InChI=1S/C22H28O6/c1-10-7-14(26-5)20(25)22(4)12(10)8-15-21(3)13(9-16(23)28-15)11(2)18(27-6)17(24)19(21)22/h7,10,12-13,15,19H,8-9H2,1-6H3

描述信息

Bitter constituent of Quassia amara (Surinam quassia) and Picrasma excelsa (Jamaican quassiawood) Quassin is a white bitter, crystalline substance extracted from the quassia tree. It is the bitterest substance found in nature with a bitter threshold of 0.08ppm and it is 50 times more bitter than quinine.
Quassin is a triterpenoid.
2,12-Dimethoxypicrasa-2,12-diene-1,11,16-trione is a natural product found in Picrasma quassioides, Quassia amara, and other organisms with data available.
Bitter constituent of Quassia amara (Surinam quassia) and Picrasma excelsa (Jamaican quassiawood)

同义名列表

14 个代谢物同义名

(3AS,6aR,7aS,8S,11aS,11bS,11cS)-1,3a,4,5,6a,7,7a,8,11,11a,11b,11c-dodecahydro-2,10-dimethoxy-3,8,11a,11c-tetramethyldibenzo(de,g)chromene-1,5,11-trione; (1S,2S,6S,7S,9R,13R,17S)-4,15-dimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-4,14-diene-3,11,16-trione; 4,15-dimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-3,11,16-trione; 2,12-Dimethoxypicrasa-2,12-diene-1,11,16-trione; dimethoxy(tetramethyl)[?]trione; 1,1-dimethylpropylhydroperoxide; Nigakilactone D; UNII-QP1YAK6QGK; QUASSIN [INCI]; QUASSIN [MI]; QP1YAK6QGK; Quassine; Quassin; Quassin



数据库引用编号

24 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)

50 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 5 CCND1, CDK4, CYP1A1, PARVA, TYR
Peripheral membrane protein 1 CYP1A1
Endoplasmic reticulum membrane 1 CYP1A1
Nucleus 4 CCND1, CDK4, MMP2, PARVA
cytosol 3 CCND1, CDK4, PARVA
centrosome 1 CCND1
nucleoplasm 2 CCND1, CDK4
Cell membrane 1 TNF
lamellipodium 1 PARVA
Multi-pass membrane protein 2 SLC45A2, TAS2R38
cell surface 1 TNF
mitochondrial inner membrane 1 CYP1A1
neuronal cell body 1 TNF
Lysosome 1 TYR
plasma membrane 4 MMP2, PARVA, TAS2R38, TNF
Membrane 2 SLC45A2, TAS2R38
extracellular exosome 1 MMP9
extracellular space 4 IL10, MMP2, MMP9, TNF
perinuclear region of cytoplasm 1 TYR
bicellular tight junction 2 CCND1, CDK4
mitochondrion 2 CYP1A1, MMP2
intracellular membrane-bounded organelle 2 CYP1A1, TYR
Microsome membrane 1 CYP1A1
Single-pass type I membrane protein 1 TYR
Secreted 1 IL10
extracellular region 4 IL10, MMP2, MMP9, TNF
transcription regulator complex 1 CDK4
Nucleus membrane 2 CCND1, CDK4
nuclear membrane 2 CCND1, CDK4
external side of plasma membrane 1 TNF
Secreted, extracellular space, extracellular matrix 1 MMP9
actin cytoskeleton 1 PARVA
Z disc 1 PARVA
nucleolus 1 CDK4
Melanosome membrane 2 SLC45A2, TYR
Golgi-associated vesicle 1 TYR
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Mitochondrion inner membrane 1 CYP1A1
Membrane raft 1 TNF
Cell junction, focal adhesion 1 PARVA
Cytoplasm, cytoskeleton 1 PARVA
focal adhesion 1 PARVA
extracellular matrix 1 MMP2
collagen-containing extracellular matrix 2 MMP2, MMP9
sarcomere 1 MMP2
chromatin 1 CDK4
phagocytic cup 1 TNF
Melanosome 1 TYR
Cytoplasm, myofibril, sarcomere, Z line 1 PARVA
ficolin-1-rich granule lumen 1 MMP9
transcription repressor complex 1 CCND1
tertiary granule lumen 1 MMP9
[Isoform 1]: Secreted, extracellular space, extracellular matrix 1 MMP2
cyclin-dependent protein kinase holoenzyme complex 2 CCND1, CDK4
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
cyclin D1-CDK4 complex 2 CCND1, CDK4
cyclin D2-CDK4 complex 1 CDK4
cyclin D3-CDK4 complex 1 CDK4
cyclin D1-CDK6 complex 1 CCND1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • B L Viega, A M Rocha, A P Berti, C R Novello, D J Nicolin, I V Almeida, V E P Vicentini, E Düsman. Cytotoxicity of isolated compounds from Picrasma crenata (Vell.) Engl. in animal tumor cell (HTC). Brazilian journal of biology = Revista brasleira de biologia. 2023; 83(?):e273889. doi: 10.1590/1519-6984.273889. [PMID: 37436192]
  • Yinusa Raji, Ganiyat Kehinde Oloyede. Antiulcerogenic effects and possible mechanism of action of Quassia amara (L. Simaroubaceae) extract and its bioactive principles in rats. African journal of traditional, complementary, and alternative medicines : AJTCAM. 2012; 9(1):112-9. doi: 10.4314/ajtcam.v9i1.16. [PMID: 23983328]
  • Kirti Mishra, Dipjyoti Chakraborty, Amita Pal, Nrisingha Dey. Plasmodium falciparum: in vitro interaction of quassin and neo-quassin with artesunate, a hemisuccinate derivative of artemisinin. Experimental parasitology. 2010 Apr; 124(4):421-7. doi: 10.1016/j.exppara.2009.12.007. [PMID: 20036657]
  • 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]
  • Mario Shields, Umar Niazi, Simone Badal, Trevor Yee, Michael J Sutcliffe, Rupika Delgoda. Inhibition of CYP1A1 by Quassinoids found in Picrasma excelsa. Planta medica. 2009 Feb; 75(2):137-41. doi: 10.1055/s-0028-1088350. [PMID: 19016402]
  • Surajit Bhattacharjee, Gaurav Gupta, Parna Bhattacharya, Asok Mukherjee, Suchandra Bhattacharyya Mujumdar, Amita Pal, Subrata Majumdar. Quassin alters the immunological patterns of murine macrophages through generation of nitric oxide to exert antileishmanial activity. The Journal of antimicrobial chemotherapy. 2009 Feb; 63(2):317-24. doi: 10.1093/jac/dkn479. [PMID: 19036753]
  • . Final report of the safety assessment of Alcohol Denat., including SD Alcohol 3-A, SD Alcohol 30, SD Alcohol 39, SD Alcohol 39-B, SD Alcohol 39-C, SD Alcohol 40, SD Alcohol 40-B, and SD Alcohol 40-C, and the denaturants, Quassin, Brucine Sulfate/Brucine, and Denatonium Benzoate. International journal of toxicology. 2008; 27 Suppl 1(?):1-43. doi: 10.1080/10915810802032388. [PMID: 18569160]
  • Naoki Sugimoto, Kyoko Sato, Takeshi Yamazaki, Kenichi Tanamoto. [Analysis of constituents in Jamaica quassia extract, a natural bittering agent]. Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan. 2003 Dec; 44(6):328-31. doi: 10.3358/shokueishi.44.328. [PMID: 15038116]
  • Sandra Apers, Kanyanga Cimanga, Dirk Vanden Berghe, Els Van Meenen, Albert Otshudi Longanga, André Foriers, Arnold Vlietinck, Luc Pieters. Antiviral activity of simalikalactone D, a quassinoid from Quassia africana. Planta medica. 2002 Jan; 68(1):20-4. doi: 10.1055/s-2002-19870. [PMID: 11842321]
  • Y Raji, A F Bolarinwa. Antifertility activity of Quassia amara in male rats - in vivo study. Life sciences. 1997; 61(11):1067-74. doi: 10.1016/s0024-3205(97)00615-2. [PMID: 9307052]
  • I Kitagawa, T Mahmud, K Yokota, S Nakagawa, T Mayumi, M Kobayashi, H Shibuya. Indonesian medicinal plants. XVII. Characterization of quassinoids from the stems of Quassia indica. Chemical & pharmaceutical bulletin. 1996 Nov; 44(11):2009-14. doi: 10.1248/cpb.44.2009. [PMID: 8945767]
  • D A Evans, R K Raj. Larvicidal efficacy of Quassin against Culex quinquefasciatus. The Indian journal of medical research. 1991 Sep; 93(?):324-7. doi: ". [PMID: 1778621]
  • C W Wright, M J O'Neill, J D Phillipson, D C Warhurst. Use of microdilution to assess in vitro antiamoebic activities of Brucea javanica fruits, Simarouba amara stem, and a number of quassinoids. Antimicrobial agents and chemotherapy. 1988 Nov; 32(11):1725-9. doi: 10.1128/aac.32.11.1725. [PMID: 2908094]
  • R J Robins, M R Morgan, M J Rhodes, J M Furze. An enzyme-linked immunosorbent assay for quassin and closely related metabolites. Analytical biochemistry. 1984 Jan; 136(1):145-56. doi: 10.1016/0003-2697(84)90316-6. [PMID: 6711803]