Manool (BioDeep_00000395953)

 

Secondary id: BioDeep_00000227774

PANOMIX_OTCML-2023 Cytotoxicity


代谢物信息卡片


(3R)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-1-en-3-ol

化学式: C20H34O (290.2609514)
中文名称: 泪杉醇, 13-表迈诺醇
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 29.17%

分子结构信息

SMILES: CC(CCC1)(C)[C@]([C@@]1(C)[C@H]2CC[C@](O)(C)C=C)([H])CCC2=C
InChI: InChI=1S/C20H34O/c1-7-19(5,21)14-11-16-15(2)9-10-17-18(3,4)12-8-13-20(16,17)6/h7,16-17,21H,1-2,8-14H2,3-6H3/t16-,17-,19+,20+/m0/s1

描述信息

A labdane diterpenoid in which the labdane skeleton has double bonds at positions 8(17) and 14 and carries an S-hydroxy group at position 13.
Manool is a labdane diterpenoid in which the labdane skeleton has double bonds at positions 8(17) and 14 and carries an R-hydroxy group at position 13. It has a role as an antineoplastic agent, a plant metabolite and an antibacterial agent. It is a labdane diterpenoid and a tertiary alcohol.
Manool is a natural product found in Halocarpus biformis, Cedrus atlantica, and other organisms with data available.
A labdane diterpenoid in which the labdane skeleton has double bonds at positions 8(17) and 14 and carries an R-hydroxy group at position 13.
Manool is a diterpene from Salvia officinalis. Manool induces selective cytotoxicity in cancer cells. Manool arrests the cancer cells at the G(2)/M phase of the cell cycle[1][2].
Manool is a diterpene from Salvia officinalis. Manool induces selective cytotoxicity in cancer cells. Manool arrests the cancer cells at the G(2)/M phase of the cell cycle[1][2].

同义名列表

22 个代谢物同义名

Ent-manool; Manool; Labda-8(20),14-dien-13-ol, (13S)-; 13-Epimanool; (3R)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-1-en-3-ol; 1-Naphthalenepropanol, .alpha.-ethenyldecahydro-.alpha.,5,5,8a-tetramethyl-2-methylene-, (.alpha.R,1S,4aS,8aS)-; (.ALPHA.R,1S,4AS,8AS)-.ALPHA.-ETHENYLDECAHYDRO-.ALPHA.,5,5,8A-TETRAMETHYL-2-METHYLENE-1-NAPHTHALENEPROPANOL; (3R)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]-3-methylpent-1-en-3-ol; (3R)-3-methyl-5-[(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidenedecahydronaphthalen-1-yl]pent-1-en-3-ol; (3R)-3-methyl-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylenedecahydronaphthalen-1-yl]pent-1-en-3-ol; (R)-3-methyl-5-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylenedecahydronaphthalen-1-yl)pent-1-en-3-ol; 1-Naphthalenepropanol, .alpha.-ethenyldecahydro-.alpha.,5,5,8a-tetramethyl-2-methylene-, (4aS)-; (3R)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decalin-1-yl]-3-methyl-pent-1-en-3-ol; (5S,9S,10S,13R)-labda-8(17),14-dien-13-ol; Labda-8 (20),14-dien-13-ol, (13R)-; Labda-8(20),14-dien-13-ol, (13R)-; (13R)-labda-8(27),14-dien-13-ol; (13R)-Labda-8(20),14-dien-13-ol; labda-8(17),14-dien-13(R)-ol; (13R)-manool; AT5PJ0PV00; (+)-manool



数据库引用编号

14 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)

18 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

  • Heloiza Diniz Nicolella, Gabriela Fernandes, Saulo Duarte Ozelin, Francisco Rinaldi-Neto, Arthur Barcelos Ribeiro, Ricardo Andrade Furtado, Juliana Marques Senedese, Tábata Rodrigues Esperandim, Rodrigo Cassio Sola Veneziani, Denise Crispim Tavares. Manool, a diterpene from Salvia officinalis, exerts preventive effects on chromosomal damage and preneoplastic lesions. Mutagenesis. 2021 05; 36(2):177-185. doi: 10.1093/mutage/geab001. [PMID: 33512444]
  • Ariadne Santana E Neves Monteiro, Debora Ribeiro Campos, Agnes Afrodite Sumarelli Albuquerque, Paulo Roberto Barbosa Evora, Luciana Garros Ferreira, Andrea Carla Celotto. Effect of Diterpene Manool on the Arterial Blood Pressure and Vascular Reactivity in Normotensive and Hypertensive Rats. Arquivos brasileiros de cardiologia. 2020 10; 115(4):669-677. doi: 10.36660/abc.20190198. [PMID: 33111868]
  • Filipe Santos Ferreira Mendes, Letícia Matanovich Garcia, Thais da Silva Moraes, Luciana Assirati Casemiro, Clauber Barbosa de Alcântara, Sérgio Ricardo Ambrósio, Rodrigo Cássio Sola Veneziani, Mayker Lazaro Dantas Miranda, Carlos Henrique Gomes Martins. Antibacterial activity of salvia officinalis L. against periodontopathogens: An in vitro study. Anaerobe. 2020 Jun; 63(?):102194. doi: 10.1016/j.anaerobe.2020.102194. [PMID: 32205191]
  • Angela Bisio, Anna M Schito, Francesca Pedrelli, Ombeline Danton, Jakob K Reinhardt, Giulio Poli, Tiziano Tuccinardi, Thomas Bürgi, Francesco De Riccardis, Mauro Giacomini, Daniela Calzia, Isabella Panfoli, Gian Carlo Schito, Matthias Hamburger, Nunziatina De Tommasi. Antibacterial and ATP Synthesis Modulating Compounds from Salvia tingitana. Journal of natural products. 2020 04; 83(4):1027-1042. doi: 10.1021/acs.jnatprod.9b01024. [PMID: 32182064]
  • Elina Karhu, Janne Isojärvi, Pia Vuorela, Leena Hanski, Adyary Fallarero. Identification of Privileged Antichlamydial Natural Products by a Ligand-Based Strategy. Journal of natural products. 2017 10; 80(10):2602-2608. doi: 10.1021/acs.jnatprod.6b01052. [PMID: 29043803]
  • Heloiza Diniz Nicolella, Pollyanna Francielli de Oliveira, Carla Carolina Munari, Gizela Faleiros Dias Costa, Monique Rodrigues Moreira, Rodrigo Cassio Sola Veneziani, Denise Crispim Tavares. Differential effect of manool--a diterpene from Salvia officinalis, on genotoxicity induced by methyl methanesulfonate in V79 and HepG2 cells. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2014 Oct; 72(?):8-12. doi: 10.1016/j.fct.2014.06.025. [PMID: 25007786]
  • Xian-Wen Yang, Su-Mei Li, Yong-Li Li, Lin Feng, Yun-Heng Shen, Shen Lin, Jun-Mian Tian, Hua-Wu Zeng, Ning Wang, Andre Steinmetz, Yonghong Liu, Wei-Dong Zhang. Chemical constituents of Abies delavayi. Phytochemistry. 2014 Sep; 105(?):164-70. doi: 10.1016/j.phytochem.2014.05.012. [PMID: 24916321]
  • Ariana B Souza, Maria G M de Souza, Maísa A Moreira, Monique R Moreira, Niege A J C Furtado, Carlos H G Martins, Jairo K Bastos, Raquel A dos Santos, Vladimir C G Heleno, Sergio Ricardo Ambrosio, Rodrigo C S Veneziani. Antimicrobial evaluation of diterpenes from Copaifera langsdorffii oleoresin against periodontal anaerobic bacteria. Molecules (Basel, Switzerland). 2011 Nov; 16(11):9611-9. doi: 10.3390/molecules16119611. [PMID: 22101836]
  • Anders Vik, Anthony James, Lise-Lotte Gundersen. Screening of terpenes and derivatives for antimycobacterial activity; identification of geranylgeraniol and geranylgeranyl acetate as potent inhibitors of Mycobacterium tuberculosis in vitro. Planta medica. 2007 Oct; 73(13):1410-2. doi: 10.1055/s-2007-990238. [PMID: 17924309]