Yatein (BioDeep_00000008157)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


2(3H)-Furanone, 4-(1,3-benzodioxol-5-ylmethyl)dihydro-3-[(3,4,5-trimethoxyphenyl)methyl]-, (3R-trans)-

化学式: C22H24O7 (400.1522)
中文名称: 亚太因, (-)-反式-3-(3,4-亚甲基二氧基苄基)-2-(3,4,5-三甲氧基苄基)丁内酯
谱图信息: 最多检出来源 Viridiplantae(plant) 16.78%

分子结构信息

SMILES: COC1=CC(=CC(=C1OC)OC)CC2C(COC2=O)CC3=CC4=C(C=C3)OCO4
InChI: InChI=1S/C22H24O7/c1-24-19-9-14(10-20(25-2)21(19)26-3)7-16-15(11-27-22(16)23)6-13-4-5-17-18(8-13)29-12-28-17/h4-5,8-10,15-16H,6-7,11-12H2,1-3H3/t15-,16+/m0/s1

描述信息

Dihydroanhydropodorhizol is a member of the class of butan-4-olides carrying 3,4,5-trimethoxybenzyl and (1,3-benzodioxol-5-yl)methyl substituents at positions 3 and 4 respectively. It has a role as a plant metabolite. It is a lignan, a butan-4-olide, a member of methoxybenzenes and a member of benzodioxoles.
Yatein is a natural product found in Austrocedrus chilensis, Podolepis canescens, and other organisms with data available.
A member of the class of butan-4-olides carrying 3,4,5-trimethoxybenzyl and (1,3-benzodioxol-5-yl)methyl substituents at positions 3 and 4 respectively.

同义名列表

23 个代谢物同义名

2(3H)-Furanone, 4-(1,3-benzodioxol-5-ylmethyl)dihydro-3-[(3,4,5-trimethoxyphenyl)methyl]-, (3R-trans)-; 2(3H)-Furanone, 4-(1,3-benzodioxol-5-ylmethyl)dihydro-3-((3,4,5-trimethoxyphenyl)methyl)-, trans-(-)-; 2(3H)-Furanone, 4-(1,3-benzodioxol-5-ylmethyl)dihydro-3-[(3,4,5-trimethoxyphenyl)methyl]-, (3R,4R)-; (3r,4r)-4-(1,3-benzodioxol-5-ylmethyl) dihydro-3-[(3,4,5-trimethoxyphenyl)methyl]-2(3h)-furanone; (3R,4R)-4-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]tetrahydrofuran-2-one; (3R,4R)-4-(Benzo[d][1,3]dioxol-5-ylmethyl)-3-(3,4,5-trimethoxybenzyl)dihydrofuran-2(3H)-one; (3~{R},4~{R})-4-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one; (3R,4R)-4-[(2H-1,3-benzodioxol-5-yl)methyl]-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one; (3R,4R)-4-(2H-1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one; (3R,4R)-4-(1,3-Benzodioxol-5-ylmethyl)-3-(3,4,5-trimethoxybenzyl)dihydrofuran-2(3H)-one; (3R,4R)-4-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one; (-)-trans-3-(3,4-Methylenedioxybenzyl)-2-(3,4,5-trimethoxybenzyl)butyrolactone; GMLDZDDTZKXJLU-JKSUJKDBSA-N; Dihydroanhydropodorhizol; (-)-deoxypodorhizone; Deoxypodorhizone; Deoxypodorhizon; (-)-yatein; RD4-6277; AC1L9DHE; Yatein; YTN; Dihydroanhydropodorhizol



数据库引用编号

21 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

9 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(4)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(5)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

119 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 8 C1orf116, CYP2D6, CYP3A4, DHFR, MSMP, PTGS1, PTGS2, TUBB4B
Peripheral membrane protein 2 PTGS1, PTGS2
Endoplasmic reticulum membrane 6 CYP1A2, CYP2D6, CYP3A4, PTGS1, PTGS2, RAC2
Nucleus 1 TUBB4B
cytosol 4 C1orf116, DHFR, RAC2, TUBB4B
lamellipodium 1 RAC2
Multi-pass membrane protein 1 SLC45A2
cell surface 1 EPCAM
Golgi apparatus 1 PTGS1
plasma membrane 3 C1orf116, EPCAM, RAC2
Membrane 3 CYP2D6, CYP3A4, SLC45A2
apical plasma membrane 1 EPCAM
basolateral plasma membrane 1 EPCAM
caveola 1 PTGS2
extracellular exosome 5 C1orf116, EPCAM, PTGS1, RAC2, TUBB4B
endoplasmic reticulum 2 CYP2D6, PTGS2
extracellular space 1 MSMP
Cell junction, tight junction 1 EPCAM
bicellular tight junction 1 EPCAM
mitochondrion 2 CYP2D6, DHFR
protein-containing complex 1 PTGS2
intracellular membrane-bounded organelle 4 CYP1A2, CYP2D6, CYP3A4, PTGS1
Microsome membrane 5 CYP1A2, CYP2D6, CYP3A4, PTGS1, PTGS2
Single-pass type I membrane protein 1 EPCAM
Secreted 1 MSMP
extracellular region 1 TUBB4B
Single-pass membrane protein 1 CYP2D6
mitochondrial outer membrane 1 RAC2
photoreceptor outer segment 1 PTGS1
Extracellular vesicle 1 TUBB4B
microtubule cytoskeleton 1 TUBB4B
Melanosome membrane 1 SLC45A2
Cytoplasm, cytoskeleton 1 TUBB4B
focal adhesion 1 RAC2
microtubule 1 TUBB4B
lateral plasma membrane 1 EPCAM
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
neuron projection 2 PTGS1, PTGS2
phagocytic vesicle membrane 1 RAC2
mitotic spindle 1 TUBB4B
cytoskeleton 1 TUBB4B
intercellular bridge 1 TUBB4B
Cytoplasm, cytoskeleton, flagellum axoneme 1 TUBB4B
sperm flagellum 1 TUBB4B
nuclear envelope 1 RAC2
Endomembrane system 1 PTGS1
axonemal microtubule 1 TUBB4B
endoplasmic reticulum lumen 1 PTGS2
azurophil granule lumen 1 TUBB4B
Lateral cell membrane 1 EPCAM
NADPH oxidase complex 1 RAC2


文献列表

  • Keisuke Kobayashi, Masaomi Yamamura, Bunzo Mikami, Akira Shiraishi, Masato Kumatani, Honoo Satake, Eiichiro Ono, Toshiaki Umezawa. Anthriscus sylvestris Deoxypodophyllotoxin Synthase Involved in Podophyllotoxin Biosynthesis. Plant & cell physiology. 2023 Oct; ?(?):. doi: 10.1093/pcp/pcad103. [PMID: 37948767]
  • Dejan Orčić, Sanja Berežni, Neda Mimica-Dukić. Quantitative HPLC-UV Study of Lignans in Anthriscus sylvestris. Molecules (Basel, Switzerland). 2022 Sep; 27(18):. doi: 10.3390/molecules27186072. [PMID: 36144804]
  • Cyrielle Corbin, Samantha Drouet, Ivan Mateljak, Lucija Markulin, Cédric Decourtil, Sullivan Renouard, Tatiana Lopez, Joël Doussot, Frédéric Lamblin, Daniel Auguin, Eric Lainé, Elisabeth Fuss, Christophe Hano. Functional characterization of the pinoresinol-lariciresinol reductase-2 gene reveals its roles in yatein biosynthesis and flax defense response. Planta. 2017 Sep; 246(3):405-420. doi: 10.1007/s00425-017-2701-0. [PMID: 28451749]
  • Yixi Liu, Kelly Young, L Harinantenaina Rakotondraibe, Peggy J Brodie, Jessica D Wiley, Maria B Cassera, Martin W Callmander, R Rakotondrajaona, Etienne Rakotobe, Vincent E Rasamison, Karen TenDyke, Yongchun Shen, David G I Kingston. Antiproliferative Compounds from Cleistanthus boivinianus from the Madagascar Dry Forest. Journal of natural products. 2015 Jul; 78(7):1543-7. doi: 10.1021/np501020m. [PMID: 26091020]
  • Jin Yang, Qian Liang, Mei Wang, Cynthia Jeffries, David Smithson, Ying Tu, Nidal Boulos, Melissa R Jacob, Anang A Shelat, Yunshan Wu, Ranga Rao Ravu, Richard Gilbertson, Mitchell A Avery, Ikhlas A Khan, Larry A Walker, R Kiplin Guy, Xing-Cong Li. UPLC-MS-ELSD-PDA as a powerful dereplication tool to facilitate compound identification from small-molecule natural product libraries. Journal of natural products. 2014 Apr; 77(4):902-9. doi: 10.1021/np4009706. [PMID: 24617915]
  • René Velázquez-Jiménez, J Martín Torres-Valencia, Carlos M Cerda-García-Rojas, Juan D Hernández-Hernández, Luisa U Román-Marín, J Jesús Manríquez-Torres, Mario A Gómez-Hurtado, Alejandro Valdez-Calderón, Virginia Motilva, Sofía García-Mauriño, Elena Talero, Javier Avila, Pedro Joseph-Nathan. Absolute configuration of podophyllotoxin related lignans from Bursera fagaroides using vibrational circular dichroism. Phytochemistry. 2011 Dec; 72(17):2237-43. doi: 10.1016/j.phytochem.2011.07.017. [PMID: 21840559]
  • Gwi Seo Hwang, Nguyen Thi Phuong, Kyung Rae Park, Young Ho Kim, Kyeong Ho Kim, Jong Seong Kang. Distribution of (-)-yatein in Cupressaceae family analysed by high performance liquid chromatography. Archives of pharmacal research. 2004 Jan; 27(1):35-9. doi: 10.1007/bf02980042. [PMID: 14969335]
  • A Koulman, R Bos, M Medarde, N Pras, W J Quax. A fast and simple GC MS method for lignan profiling in Anthriscus sylvestris and biosynthetically related Plant species. Planta medica. 2001 Dec; 67(9):858-62. doi: 10.1055/s-2001-18849. [PMID: 11745025]
  • M Novelo, J G Cruz, L Hernández, R Pereda-Miranda, H Chai, W Mar, J M Pezzuto. Cytotoxic constituents from Hyptis verticillata. Journal of natural products. 1993 Oct; 56(10):1728-36. doi: 10.1021/np50100a011. [PMID: 8277312]