Momilactone A (BioDeep_00000012028)

 

Secondary id: BioDeep_00000638596, BioDeep_00000904699, BioDeep_00001868770

human metabolite Endogenous natural product PANOMIX_OTCML-2023


代谢物信息卡片


5-ethenyl-1,5,12-trimethyl-10-oxatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadec-7-ene-11,13-dione

化学式: C20H26O3 (314.1882)
中文名称: 茅香内酯A
谱图信息: 最多检出来源 Viridiplantae(plant) 40.35%

Reviewed

Last reviewed on 2024-09-06.

Cite this Page

Momilactone A. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/momilactone_a (retrieved 2024-12-23) (BioDeep RN: BioDeep_00000012028). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1C(=O)[C@]2([C@H]3[C@](C1)([C@@H]1C(=C[C@@H]3OC2=O)C[C@@](CC1)(C=C)C)C)C
InChI: InChI=1S/C20H26O3/c1-5-18(2)8-6-13-12(11-18)10-14-16-19(13,3)9-7-15(21)20(16,4)17(22)23-14/h5,10,13-14,16H,1,6-9,11H2,2-4H3

描述信息

Momilactone A is found in cereals and cereal products. Momilactone A is a constituent of Oryza sativa (rice).

Momilactone A. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=51415-07-7 (retrieved 2024-09-06) (CAS RN: 51415-07-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

同义名列表

9 个代谢物同义名

5-ethenyl-1,5,12-trimethyl-10-oxatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadec-7-ene-11,13-dione; 5-ethenyl-1,5,12-trimethyl-10-oxatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadec-7-ene-11,13-dione; 6beta,18-epoxy-9beta-pimara-7,15-diene-3,18-dione; 3-oxo-9beta-pimara-7,15-dien-19,6beta-olide; 3-oxo-7,15-Pimaradien-19,6-olide; Egonol primeveroside; Momilactone A; Momilacton A; Momilactone A



数据库引用编号

19 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

168 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(144)

INOH(0)

PlantCyc(24)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

13 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 BCL2, CASP3, CCNB1, CDK1, CDR2, ELANE, FDPS, GGPS1, PML, TYR, XDH
Peripheral membrane protein 2 CYP1B1, PML
Endoplasmic reticulum membrane 4 BCL2, CDK1, CYP1B1, PML
Nucleus 6 BCL2, CASP3, CCNB1, CDK1, MYB, PML
cytosol 10 BCL2, CASP3, CCNB1, CDK1, ELANE, FDPS, GGPS1, MYB, PML, XDH
phagocytic vesicle 1 ELANE
centrosome 2 CCNB1, CDK1
nucleoplasm 8 ATP2B1, CASP3, CCNB1, CDK1, FDPS, GGPS1, MYB, PML
RNA polymerase II transcription regulator complex 1 MYB
Cell membrane 2 ATP2B1, MAS1
Cytoplasmic side 1 PML
Early endosome membrane 1 PML
Multi-pass membrane protein 3 ATP2B1, MAS1, SLC7A7
Synapse 1 ATP2B1
cell surface 2 ELANE, MAS1
glutamatergic synapse 2 ATP2B1, CASP3
lysosomal membrane 1 GAA
neuronal cell body 1 CASP3
presynaptic membrane 1 ATP2B1
Lysosome 2 GAA, TYR
plasma membrane 4 ATP2B1, GAA, MAS1, SLC7A7
synaptic vesicle membrane 1 ATP2B1
Membrane 9 ATP2B1, BCL2, CCNB1, CDK1, CYP1B1, FDPS, GAA, MYB, SLC7A7
basolateral plasma membrane 2 ATP2B1, SLC7A7
extracellular exosome 5 AMY2A, ATP2B1, CDK1, ELANE, GAA
Lysosome membrane 1 GAA
endoplasmic reticulum 1 BCL2
extracellular space 3 AMY2A, ELANE, XDH
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 2 GGPS1, TYR
mitochondrion 3 BCL2, CDK1, CYP1B1
protein-containing complex 1 BCL2
intracellular membrane-bounded organelle 4 ATP2B1, CYP1B1, GAA, TYR
Microsome membrane 1 CYP1B1
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 TYR
Secreted 1 GAA
extracellular region 3 AMY2A, ELANE, GAA
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
mitochondrial matrix 3 CCNB1, CDK1, FDPS
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 CDK1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, PML
Z disc 1 GGPS1
nucleolus 1 PML
Melanosome membrane 1 TYR
midbody 1 CDK1
Golgi-associated vesicle 1 TYR
Cytoplasm, perinuclear region 1 GGPS1
pore complex 1 BCL2
Peroxisome 2 FDPS, XDH
sarcoplasmic reticulum 1 XDH
Nucleus, PML body 1 PML
PML body 1 PML
collagen-containing extracellular matrix 1 ELANE
secretory granule 1 ELANE
lateral plasma membrane 1 ATP2B1
cell projection 1 ATP2B1
mitotic spindle 1 CDK1
spindle pole 1 CCNB1
chromosome, telomeric region 2 CDK1, PML
Basolateral cell membrane 2 ATP2B1, SLC7A7
tertiary granule membrane 1 GAA
Melanosome 1 TYR
Presynaptic cell membrane 1 ATP2B1
myelin sheath 1 BCL2
Cytoplasm, myofibril, sarcomere, Z line 1 GGPS1
nuclear matrix 2 MYB, PML
transcription repressor complex 1 ELANE
specific granule lumen 1 ELANE
azurophil granule membrane 1 GAA
azurophil granule lumen 1 ELANE
immunological synapse 1 ATP2B1
outer kinetochore 1 CCNB1
ficolin-1-rich granule membrane 1 GAA
spindle microtubule 1 CDK1
death-inducing signaling complex 1 CASP3
Cytoplasmic vesicle, phagosome 1 ELANE
cyclin-dependent protein kinase holoenzyme complex 1 CDK1
cyclin A1-CDK1 complex 1 CDK1
cyclin A2-CDK1 complex 1 CDK1
cyclin B1-CDK1 complex 2 CCNB1, CDK1
autolysosome lumen 1 GAA
BAD-BCL-2 complex 1 BCL2
photoreceptor ribbon synapse 1 ATP2B1


文献列表

  • Naoki Kitaoka, Juan Zhang, Richard K Oyagbenro, Benjamin Brown, Yisheng Wu, Bing Yang, Zhaohu Li, Reuben J Peters. Interdependent evolution of biosynthetic gene clusters for momilactone production in rice. The Plant cell. 2021 04; 33(2):290-305. doi: 10.1093/plcell/koaa023. [PMID: 33793769]
  • David Wari, Kabir Md Alamgir, Kadis Mujiono, Yuko Hojo, Akio Tani, Tomonori Shinya, Hiroko Nakatani, Ivan Galis. Brown planthopper honeydew-associated symbiotic microbes elicit momilactones in rice. Plant signaling & behavior. 2019; 14(11):1655335. doi: 10.1080/15592324.2019.1655335. [PMID: 31422731]
  • Naoki Kitaoka, Yisheng Wu, Jiachen Zi, Reuben J Peters. Investigating inducible short-chain alcohol dehydrogenases/reductases clarifies rice oryzalexin biosynthesis. The Plant journal : for cell and molecular biology. 2016 10; 88(2):271-279. doi: 10.1111/tpj.13249. [PMID: 27337377]
  • Kazunori Okada, Hiroshi Kawaide, Koji Miyamoto, Sho Miyazaki, Ryosuke Kainuma, Honoka Kimura, Kaoru Fujiwara, Masahiro Natsume, Hideaki Nojiri, Masatoshi Nakajima, Hisakazu Yamane, Yuki Hatano, Hiroshi Nozaki, Ken-Ichiro Hayashi. HpDTC1, a Stress-Inducible Bifunctional Diterpene Cyclase Involved in Momilactone Biosynthesis, Functions in Chemical Defence in the Moss Hypnum plumaeforme. Scientific reports. 2016 05; 6(?):25316. doi: 10.1038/srep25316. [PMID: 27137939]
  • Jakyung Yi, Yang-Seok Lee, Dong-Yeon Lee, Man-Ho Cho, Jong-Seong Jeon, Gynheung An. OsMPK6 plays a critical role in cell differentiation during early embryogenesis in Oryza sativa. Journal of experimental botany. 2016 Apr; 67(8):2425-37. doi: 10.1093/jxb/erw052. [PMID: 26912801]
  • Yinggen Ke, Hongbo Liu, Xianghua Li, Jinghua Xiao, Shiping Wang. Rice OsPAD4 functions differently from Arabidopsis AtPAD4 in host-pathogen interactions. The Plant journal : for cell and molecular biology. 2014 May; 78(4):619-31. doi: 10.1111/tpj.12500. [PMID: 24617729]
  • Hisashi Kato-Noguchi, Reuben J Peters. The role of momilactones in rice allelopathy. Journal of chemical ecology. 2013 Feb; 39(2):175-85. doi: 10.1007/s10886-013-0236-9. [PMID: 23385366]
  • Hisashi Kato-Noguchi, Katsumi Ota, Hiroya Kujime. Absorption of momilactone A and B by Arabidopsis thaliana L. and the growth inhibitory effects. Journal of plant physiology. 2012 Oct; 169(15):1471-6. doi: 10.1016/j.jplph.2012.05.022. [PMID: 22818889]
  • Takuya Imai, Yuko Ohashi, Ichiro Mitsuhara, Shigemi Seo, Hiroaki Toshima, Morifumi Hasegawa. Identification of a degradation intermediate of the momilactone A rice phytoalexin by the rice blast fungus. Bioscience, biotechnology, and biochemistry. 2012; 76(2):414-6. doi: 10.1271/bbb.110756. [PMID: 22313783]
  • Hisashi Kato-Noguchi. Convergent or parallel molecular evolution of momilactone A and B: potent allelochemicals, momilactones have been found only in rice and the moss Hypnum plumaeforme. Journal of plant physiology. 2011 Sep; 168(13):1511-6. doi: 10.1016/j.jplph.2011.03.014. [PMID: 21620514]
  • Hisashi Kato-Noguchi, Morifumi Hasegawa, Takeshi Ino, Katsumi Ota, Hiroya Kujime. Contribution of momilactone A and B to rice allelopathy. Journal of plant physiology. 2010 Jul; 167(10):787-91. doi: 10.1016/j.jplph.2010.01.014. [PMID: 20170980]
  • Hisashi Kato-Noguchi, Kanami Kobayashi. Jasmonic acid, protein phosphatase inhibitor, metals and UV-irradiation increased momilactone A and B concentrations in the moss Hypnum plumaeforme. Journal of plant physiology. 2009 Jul; 166(10):1118-22. doi: 10.1016/j.jplph.2008.12.012. [PMID: 19232772]
  • Hisashi Kato-Noguchi, Takeshi Ino, Katsumi Ota. Secretion of momilactone A from rice roots to the rhizosphere. Journal of plant physiology. 2008 May; 165(7):691-6. doi: 10.1016/j.jplph.2007.07.018. [PMID: 17931745]
  • Hiroshi Nozaki, Ken-ichiro Hayashi, Naoki Nishimura, Hiroshi Kawaide, Akihiko Matsuo, Daisuke Takaoka. Momilactone A and B as allelochemicals from moss Hypnum plumaeforme: first occurrence in bryophytes. Bioscience, biotechnology, and biochemistry. 2007 Dec; 71(12):3127-30. doi: 10.1271/bbb.70625. [PMID: 18071239]
  • Ill-Min Chung, Mohd Ali, Ateeque Ahmad, Se-Chul Chun, Jung-tae Kim, Shahnaz Sultana, Jin-Seog Kim, Suk-Ki Min, Bo-Ram Seo. Steroidal constituents of rice (Rryza sativa) hulls with algicidal and herbicidal activity against blue-green algae and duckweed. Phytochemical analysis : PCA. 2007 Mar; 18(2):133-45. doi: 10.1002/pca.961. [PMID: 17439014]
  • Ill-Min Chung, Sang-Joon Hahn, Ateeque Ahmad. Confirmation of potential herbicidal agents in hulls of rice, Oryza sativa. Journal of chemical ecology. 2005 Jun; 31(6):1339-52. doi: 10.1007/s10886-005-5290-5. [PMID: 16222775]
  • Anotai Atawong, Morifumi Hasegawa, Osamu Kodama. Biosynthesis of rice phytoalexin: enzymatic conversion of 3beta-hydroxy-9beta-pimara-7,15-dien-19,6beta-olide to momilactone A. Bioscience, biotechnology, and biochemistry. 2002 Mar; 66(3):566-70. doi: 10.1271/bbb.66.566. [PMID: 12005050]
  • J Koga, T Yamauchi, M Shimura, N Ogawa, K Oshima, K Umemura, M Kikuchi, N Ogasawara. Cerebrosides A and C, sphingolipid elicitors of hypersensitive cell death and phytoalexin accumulation in rice plants. The Journal of biological chemistry. 1998 Nov; 273(48):31985-91. doi: 10.1074/jbc.273.48.31985. [PMID: 9822670]
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