2-cis,4-trans-xanthoxin (BioDeep_00000009458)

 

Secondary id: BioDeep_00001872439

human metabolite


代谢物信息卡片


(2Z,4E)-5-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3-methylpenta-2,4-dienal

化学式: C15H22O3 (250.1568862)
中文名称:
谱图信息: 最多检出来源 Viridiplantae(plant) 0.45%

分子结构信息

SMILES: C1[C@@H](C[C@@]2([C@@](C1(C)C)(/C=C/C(=C\C=O)/C)O2)C)O
InChI: InChI=1S/C15H22O3/c1-11(6-8-16)5-7-15-13(2,3)9-12(17)10-14(15,4)18-15/h5-8,12,17H,9-10H2,1-4H3/b7-5+,11-6-/t12-,14+,15-/m0/s1

描述信息

2-cis,4-trans-xanthoxin, also known as xanthoxin, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. 2-cis,4-trans-xanthoxin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 2-cis,4-trans-xanthoxin can be found in a number of food items such as broad bean, canola, mustard spinach, and hickory nut, which makes 2-cis,4-trans-xanthoxin a potential biomarker for the consumption of these food products.
D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids

同义名列表

11 个代谢物同义名

(2Z,4E)-5-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3-methylpenta-2,4-dienal; trans,trans-5-(1,2-Epoxy-4-hydroxy-2,6,6- trimethyl-1-cyclohexyl)-3-methylpentadienal; Xanthoxin, (1S-(1alpha(2E,4E),4alpha,6alpha))-isomer; Xanthoxin, (1S-(1alpha(2Z,4E),4alpha,6alpha))-isomer; Xanthoxin, (1R-(1alpha(2E,4E),4beta,6alpha))-isomer; 2-cis,2-trans-Xanthoxin; 2-cis,4-trans-xanthoxin; trans,trans-Xanthoxin; cis,trans-Xanthoxin; (-)-Xanthoxin; Xanthoxin



数据库引用编号

15 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

代谢反应

126 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

  • abscisic acid biosynthesis: 9'-cis-neoxanthin + O2 ⟶ (3S,5R,6R)-3,5-dihydroxy-6,7-didehydro-5,6-dihydro-12'-apo-β-caroten-12'-al + 2-cis,4-trans-xanthoxin
  • abscisic acid biosynthesis: 9'-cis-neoxanthin + O2 ⟶ (3S,5R,6R)-3,5-dihydroxy-6,7-didehydro-5,6-dihydro-12'-apo-β-caroten-12'-al + 2-cis,4-trans-xanthoxin

WikiPathways(0)

Plant Reactome(5)

INOH(0)

PlantCyc(119)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

21 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。



文献列表

  • Sai P Pydi, Appalaraju Jaggupilli, Ken M Nelson, Suzanne R Abrams, Rajinder P Bhullar, Michele C Loewen, Prashen Chelikani. Abscisic Acid Acts as a Blocker of the Bitter Taste G Protein-Coupled Receptor T2R4. Biochemistry. 2015 Apr; 54(16):2622-31. doi: 10.1021/acs.biochem.5b00265. [PMID: 25844797]
  • Renuka Diwan, Nutan Malpathak. Effect of polyamines on shoot multiplication and furanocoumarin production in Ruta graveolens cultures. Natural product communications. 2012 Jul; 7(7):895-8. doi: ". [PMID: 22908575]
  • Julian I Schroeder, Eiji Nambara. A quick release mechanism for abscisic acid. Cell. 2006 Sep; 126(6):1023-5. doi: 10.1016/j.cell.2006.09.001. [PMID: 16990126]
  • Hisashi Kato-Noguchi. Allelopathic substances in Pueraria thunbergiana. Phytochemistry. 2003 Jul; 63(5):577-80. doi: 10.1016/s0031-9422(03)00195-x. [PMID: 12809718]
  • Miguel González-Guzmán, Nadezda Apostolova, José M Bellés, José M Barrero, Pedro Piqueras, María R Ponce, José L Micol, Ramón Serrano, Pedro L Rodríguez. The short-chain alcohol dehydrogenase ABA2 catalyzes the conversion of xanthoxin to abscisic aldehyde. The Plant cell. 2002 Aug; 14(8):1833-46. doi: 10.1105/tpc.002477. [PMID: 12172025]
  • Mitsunori Seo, Tomokazu Koshiba. Complex regulation of ABA biosynthesis in plants. Trends in plant science. 2002 Jan; 7(1):41-8. doi: 10.1016/s1360-1385(01)02187-2. [PMID: 11804826]
  • B C Tan, S H Schwartz, J A Zeevaart, D R McCarty. Genetic control of abscisic acid biosynthesis in maize. Proceedings of the National Academy of Sciences of the United States of America. 1997 Oct; 94(22):12235-40. doi: 10.1073/pnas.94.22.12235. [PMID: 9342392]
  • S H Schwartz, K M Léon-Kloosterziel, M Koornneef, J A Zeevaart. Biochemical characterization of the aba2 and aba3 mutants in Arabidopsis thaliana. Plant physiology. 1997 May; 114(1):161-6. doi: 10.1104/pp.114.1.161. [PMID: 9159947]
  • J S Lee, K H Hasenstein, T J Mulkey, R L Yang, M L Evans. Effects of abscisic acid and xanthoxin on elongation and gravitropism in primary roots of Zea mays. Plant science : an international journal of experimental plant biology. 1990; 68(?):17-26. doi: 10.1016/0168-9452(90)90147-g. [PMID: 11538694]
  • L J Feldman, P S Sun. Effects of norflurazon, an inhibitor of carotenogenesis, on abscisic acid and xanthoxin in the caps of gravistimulated maize roots. Physiologia plantarum. 1986; 67(?):472-6. doi: 10.1111/j.1399-3054.1986.tb05765.x. [PMID: 11538215]
  • L J Feldman, N J Arroyave, P S Sun. Abscisic acid, xanthoxin and violaxanthin in the caps of gravistimulated maize roots. Planta. 1985; 166(?):483-9. doi: . [PMID: 11540889]
  • . . . . doi: . [PMID: 12692318]