miltiradiene (BioDeep_00000013623)
代谢物信息卡片
miltiradiene
化学式: C20H32 (272.2504)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(plant) 7.66%
分子结构信息
SMILES: CC(C)C1=CCC2=C(C1)CCC3C2(CCCC3(C)C)C
InChI: InChI=1S/C20H32/c1-14(2)15-7-9-17-16(13-15)8-10-18-19(3,4)11-6-12-20(17,18)5/h7,14,18H,6,8-13H2,1-5H3/t18-,20+/m0/s1
描述信息
An abietadiene in which the two doule bonds are located at positions 8 and 12. It is a key intermediate in the biosynthesis of many important natural diterpene compounds such as triptolide, tanshinones, carnosic acid and carnosol.
同义名列表
1 个代谢物同义名
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:65037
- KEGG: C20711
- PubChem: 20837867
- PubChem: 73716809
- MetaCyc: CPD-14312
- PMhub: MS000028123
- MetaboLights: MTBLC65037
- PubChem: 254741180
- PDB-CCD: J6C
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
3 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(1)
- carnosate bioynthesis:
11-hydroxyferruginol + O2 + a reduced [NADPH-hemoprotein reductase] ⟶ H+ + H2O + an oxidized [NADPH-hemoprotein reductase] + carnosate
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(2)
- carnosate bioynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + ferruginol ⟶ 11-hydroxyferruginol + H2O + an oxidized [NADPH-hemoprotein reductase] - carnosate bioynthesis:
H+ + NADPH + O2 + abietatriene ⟶ H2O + NADP+ + ferruginol
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 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 |
|---|
文献列表
- Xue Bai, Shuling Wang, Qin Zhang, Yuhan Hu, Jiawei Zhou, Lianhui Men, Dengyu Li, Jing Ma, Qiuhui Wei, Mengdie Xu, Xiaopu Yin, Tianyuan Hu. Reprogramming the Metabolism of Yeast for High-Level Production of Miltiradiene.
Journal of agricultural and food chemistry.
2024 Apr; 72(15):8704-8714. doi:
10.1021/acs.jafc.4c01203. [PMID: 38572931] - Nemesio Villa-Ruano, Néstor Hernández-Silva, Jenaro Leocadio Varela-Caselis, Sergio Alberto-Ramirez-Garcia, Clemente Mosso-González. Controlled Production of Carnosic Acid and Carnosol in Cell Suspensions of Lepechinia meyenii Treated with Different Elicitors and Biosynthetic Precursors.
Chemistry & biodiversity.
2023 Feb; 20(2):e202200733. doi:
10.1002/cbdv.202200733. [PMID: 36562957] - Abigail E Bryson, Emily R Lanier, Kin H Lau, John P Hamilton, Brieanne Vaillancourt, Davis Mathieu, Alan E Yocca, Garret P Miller, Patrick P Edger, C Robin Buell, Björn Hamberger. Uncovering a miltiradiene biosynthetic gene cluster in the Lamiaceae reveals a dynamic evolutionary trajectory.
Nature communications.
2023 01; 14(1):343. doi:
10.1038/s41467-023-35845-1. [PMID: 36670101] - Yuru Tong, Xiaoli Ma, Tianyuan Hu, Kang Chen, Guanghong Cui, Ping Su, Haifeng Xu, Wei Gao, Tao Jiang, Luqi Huang. Structural and mechanistic insights into the precise product synthesis by a bifunctional miltiradiene synthase.
Plant biotechnology journal.
2023 01; 21(1):165-175. doi:
10.1111/pbi.13933. [PMID: 36161753] - Chao Shi, Mingyue Gu, Zhangxin Chen, Xiaonan Huang, Juan Guo, Luqi Huang, Jie Deng, Ke He, Lei Zhang, Lixin Huang, Zhenzhan Chang. Structural insights revealed by crystal structures of CYP76AH1 and CYP76AH1 in complex with its natural substrate.
Biochemical and biophysical research communications.
2021 12; 582(?):125-130. doi:
10.1016/j.bbrc.2021.10.004. [PMID: 34710827] - Yaping Mao, Ying Ma, Tong Chen, Xiaohui Ma, Yanqin Xu, Junling Bu, Qishuang Li, Baolong Jin, Yanan Wang, Yong Li, Guanghong Cui, Yujun Zhao, Jinfu Tang, Ye Shen, Changjiangsheng Lai, Wen Zeng, Min Chen, Juan Guo, Luqi Huang. Functional Integration of Two CYP450 Genes Involved in Biosynthesis of Tanshinones for Improved Diterpenoid Production by Synthetic Biology.
ACS synthetic biology.
2020 07; 9(7):1763-1770. doi:
10.1021/acssynbio.0c00136. [PMID: 32551504] - Tianyuan Hu, Jiawei Zhou, Yuru Tong, Ping Su, Xinlin Li, Yuan Liu, Nan Liu, Xiaoyi Wu, Yifeng Zhang, Jiadian Wang, Linhui Gao, Lichan Tu, Yun Lu, Zhouqian Jiang, Yongjin J Zhou, Wei Gao, Luqi Huang. Engineering chimeric diterpene synthases and isoprenoid biosynthetic pathways enables high-level production of miltiradiene in yeast.
Metabolic engineering.
2020 07; 60(?):87-96. doi:
10.1016/j.ymben.2020.03.011. [PMID: 32268192] - Victor Forman, Niels Bjerg-Jensen, Jane D Dyekjær, Birger Lindberg Møller, Irini Pateraki. Engineering of CYP76AH15 can improve activity and specificity towards forskolin biosynthesis in yeast.
Microbial cell factories.
2018 Nov; 17(1):181. doi:
10.1186/s12934-018-1027-3. [PMID: 30453976] - Meng Zhang, Ping Su, Yong-Jin Zhou, Xiu-Juan Wang, Yu-Jun Zhao, Yu-Jia Liu, Yu-Ru Tong, Tian-Yuan Hu, Lu-Qi Huang, Wei Gao. Identification of geranylgeranyl diphosphate synthase genes from Tripterygium wilfordii.
Plant cell reports.
2015 Dec; 34(12):2179-88. doi:
10.1007/s00299-015-1860-3. [PMID: 26449416] - Fotini A Trikka, Alexandros Nikolaidis, Codruta Ignea, Aphrodite Tsaballa, Leto-Aikaterini Tziveleka, Efstathia Ioannou, Vassilios Roussis, Eleni A Stea, Dragana Božić, Anagnostis Argiriou, Angelos K Kanellis, Sotirios C Kampranis, Antonios M Makris. Combined metabolome and transcriptome profiling provides new insights into diterpene biosynthesis in S. pomifera glandular trichomes.
BMC genomics.
2015 Nov; 16(?):935. doi:
10.1186/s12864-015-2147-3. [PMID: 26572682] - Philipp Zerbe, Angela Chiang, Harpreet Dullat, Mark O'Neil-Johnson, Courtney Starks, Björn Hamberger, Jörg Bohlmann. Diterpene synthases of the biosynthetic system of medicinally active diterpenoids in Marrubium vulgare.
The Plant journal : for cell and molecular biology.
2014 Sep; 79(6):914-27. doi:
10.1111/tpj.12589. [PMID: 24990389] - Juan Guo, Yongjin J Zhou, Matthew L Hillwig, Ye Shen, Lei Yang, Yajun Wang, Xianan Zhang, Wujun Liu, Reuben J Peters, Xiaoya Chen, Zongbao K Zhao, Luqi Huang. CYP76AH1 catalyzes turnover of miltiradiene in tanshinones biosynthesis and enables heterologous production of ferruginol in yeasts.
Proceedings of the National Academy of Sciences of the United States of America.
2013 Jul; 110(29):12108-13. doi:
10.1073/pnas.1218061110. [PMID: 23812755] - Zhubo Dai, Yi Liu, Luqi Huang, Xueli Zhang. Production of miltiradiene by metabolically engineered Saccharomyces cerevisiae.
Biotechnology and bioengineering.
2012 Nov; 109(11):2845-53. doi:
10.1002/bit.24547. [PMID: 22566191] - Yongjin J Zhou, Wei Gao, Qixian Rong, Guojie Jin, Huiying Chu, Wujun Liu, Wei Yang, Zhiwei Zhu, Guohui Li, Guofeng Zhu, Luqi Huang, Zongbao K Zhao. Modular pathway engineering of diterpenoid synthases and the mevalonic acid pathway for miltiradiene production.
Journal of the American Chemical Society.
2012 Feb; 134(6):3234-41. doi:
10.1021/ja2114486. [PMID: 22280121]
