Rosmanol (BioDeep_00000230007)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


2H-10,4A-(EPOXYMETHANO)PHENANTHREN-12-ONE, 1,3,4,9,10,10A-HEXAHYDRO-5,6,9-TRIHYDROXY-1,1-DIMETHYL-7-(1-METHYLETHYL)-, (4AR-(4A.ALPHA.,9.BETA.,10.ALPHA.,10A.BETA.))-

化学式: C20H26O5 (346.178)
中文名称: 迷迭香酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)C1=C(C(=C2C(=C1)C(C3C4C2(CCCC4(C)C)C(=O)O3)O)O)O
InChI: InChI=1S/C20H26O5/c1-9(2)10-8-11-12(15(23)13(10)21)20-7-5-6-19(3,4)17(20)16(14(11)22)25-18(20)24/h8-9,14,16-17,21-23H,5-7H2,1-4H3/t14-,16+,17-,20-/m0/s1

描述信息

Rosmanol is a natural product found in Salvia tomentosa, Lepechinia salviae, and other organisms with data available.
Rosmanol could inhibit the oxidation of low density lipoprotein (LPL) and significantly inhibit lipopolysaccharide induced iNOS and COX-2 expression, with anti-inflammatory effect.
Rosmanol could inhibit the oxidation of low density lipoprotein (LPL) and significantly inhibit lipopolysaccharide induced iNOS and COX-2 expression, with anti-inflammatory effect.

同义名列表

10 个代谢物同义名

2H-10,4A-(EPOXYMETHANO)PHENANTHREN-12-ONE, 1,3,4,9,10,10A-HEXAHYDRO-5,6,9-TRIHYDROXY-1,1-DIMETHYL-7-(1-METHYLETHYL)-, (4AR-(4A.ALPHA.,9.BETA.,10.ALPHA.,10A.BETA.))-; 2H-10,4a-(Epoxymethano)phenanthren-12-one, 1,3,4,9,10,10a-hexahydro-5,6,9-trihydroxy-1,1-dimethyl-7-(1-methylethyl)-, (4ar-(4aalpha,9beta,10alpha,10abeta))-; 2H-10,4a-(Epoxymethano)phenanthren-12-one, 1,3,4,9,10,10a-hexahydro-5,6,9-trihydroxy-1,1-dimethyl-7-(1-methylethyl)-, (4aR,9S,10S,10aS)-; (4bR,8aS,9S,10S)-3,4,10-Trihydroxy-2-isopropyl-8,8-dimethyl-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epoxymethano)phenanthren-12-one; (1R,8S,9S,10S)-3,4,8-trihydroxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadeca-2,4,6-trien-15-one; (6beta,7alpha)-7,11,12-Trihydroxy-6,20-epoxyabieta-8(14),9(11),12-trien-20-one; UNII-F25TV383OC; F25TV383OC; Rosmanol; Rosmarinic acid



数据库引用编号

6 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)

50 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

  • Panagiotis Kallimanis, Prokopios Magiatis, Angeliki Panagiotopoulou, Kostas Ioannidis, Ioanna Chinou. Extraction Optimization and Qualitative/Quantitative Determination of Bioactive Abietane-Type Diterpenes from Three Salvia Species (Common Sage, Greek Sage and Rosemary) by 1H-qNMR. Molecules (Basel, Switzerland). 2024 Jan; 29(3):. doi: 10.3390/molecules29030625. [PMID: 38338370]
  • Amira Reguigui, Péter G Ott, András Darcsi, József Bakonyi, Mehrez Romdhane, Ágnes M Móricz. Nine-dimensional bioprofiles of Tunisian sages (Salvia officinalis, S. aegyptiaca and S. verbenaca) by high-performance thin-layer chromatography - effect-directed analyses. Journal of chromatography. A. 2023 Jan; 1688(?):463704. doi: 10.1016/j.chroma.2022.463704. [PMID: 36528897]
  • Lianchun Li, Zhenghong Pan, Desheng Ning, Yuxia Fu. Rosmanol and Carnosol Synergistically Alleviate Rheumatoid Arthritis through Inhibiting TLR4/NF-κB/MAPK Pathway. Molecules (Basel, Switzerland). 2021 Dec; 27(1):. doi: 10.3390/molecules27010078. [PMID: 35011304]
  • Núria Llurba Montesino, Marcel Kaiser, Pascal Mäser, Thomas J Schmidt. Salvia officinalis L.: Antitrypanosomal Activity and Active Constituents against Trypanosoma brucei rhodesiense. Molecules (Basel, Switzerland). 2021 May; 26(11):. doi: 10.3390/molecules26113226. [PMID: 34072147]
  • Zahra Sadeghi, Milena Masullo, Antonietta Cerulli, Filomena Nazzaro, Mahdi Moridi Farimani, Sonia Piacente. Terpenoid Constituents of Perovskia artemisioides Aerial Parts with Inhibitory Effects on Bacterial Biofilm Growth. Journal of natural products. 2021 01; 84(1):26-36. doi: 10.1021/acs.jnatprod.0c00832. [PMID: 33378620]
  • Ji-Yu Nie, Rong Li, Ying Wang, Jin Tan, Shu-Hua Tang, Zi-Tao Jiang. Antioxidant activity evaluation of rosemary ethanol extract and their cellular antioxidant activity toward HeLa cells. Journal of food biochemistry. 2019 07; 43(7):e12851. doi: 10.1111/jfbc.12851. [PMID: 31353697]
  • Sakina M Petiwala, Jeremy J Johnson. Diterpenes from rosemary (Rosmarinus officinalis): Defining their potential for anti-cancer activity. Cancer letters. 2015 Oct; 367(2):93-102. doi: 10.1016/j.canlet.2015.07.005. [PMID: 26170168]
  • María Romo Vaquero, Rocío García Villalba, Mar Larrosa, María J Yáñez-Gascón, Emilie Fromentin, John Flanagan, Marc Roller, Francisco A Tomás-Barberán, Juan C Espín, María-Teresa García-Conesa. Bioavailability of the major bioactive diterpenoids in a rosemary extract: metabolic profile in the intestine, liver, plasma, and brain of Zucker rats. Molecular nutrition & food research. 2013 Oct; 57(10):1834-46. doi: 10.1002/mnfr.201300052. [PMID: 23625681]
  • Justin T Fischedick, Miranda Standiford, Delinda A Johnson, Jeffrey A Johnson. Structure activity relationship of phenolic diterpenes from Salvia officinalis as activators of the nuclear factor E2-related factor 2 pathway. Bioorganic & medicinal chemistry. 2013 May; 21(9):2618-22. doi: 10.1016/j.bmc.2013.02.019. [PMID: 23507152]
  • Keiichi Tabata, Myongjun Kim, Mitsuko Makino, Mitsuru Satoh, Yoshio Satoh, Takashi Suzuki. Phenolic diterpenes derived from Hyptis incana induce apoptosis and G(2)/M arrest of neuroblastoma cells. Anticancer research. 2012 Nov; 32(11):4781-9. doi: ". [PMID: 23155243]
  • Evelyne H A Doolaege, Katleen Raes, Karen Smet, Mirjana Andjelkovic, Christof Van Poucke, Stefaan De Smet, Roland Verhé. Characterization of two unknown compounds in methanol extracts of rosemary oil. Journal of agricultural and food chemistry. 2007 Sep; 55(18):7283-7. doi: 10.1021/jf071101k. [PMID: 17685542]
  • Triantafillia Christina Matsingou, Nicolaos Petrakis, Maria Kapsokefalou, Athanasios Salifoglou. Antioxidant activity of organic extracts from aqueous infusions of sage. Journal of agricultural and food chemistry. 2003 Nov; 51(23):6696-701. doi: 10.1021/jf034516o. [PMID: 14582962]
  • Elena Ibañez, Alena Kubátová, F Javier Señoráns, Sofia Cavero, Guillermo Reglero, Steven B Hawthorne. Subcritical water extraction of antioxidant compounds from rosemary plants. Journal of agricultural and food chemistry. 2003 Jan; 51(2):375-82. doi: 10.1021/jf025878j. [PMID: 12517098]
  • Toshiya Masuda, Yuzuru Inaba, Tomomi Maekawa, Yoshio Takeda, Hirotoshi Tamura, Hidemasa Yamaguchi. Recovery mechanism of the antioxidant activity from carnosic acid quinone, an oxidized sage and rosemary antioxidant. Journal of agricultural and food chemistry. 2002 Oct; 50(21):5863-9. doi: 10.1021/jf025605o. [PMID: 12358451]
  • Beatriz Escuder, Rene Torres, Eduardo Lissi, Cecilia Labbé, Francesca Faini. Antioxidant capacity of abietanes from Sphacele salviae. Natural product letters. 2002 Aug; 16(4):277-81. doi: 10.1080/10575630290020631. [PMID: 12168765]
  • Joaquín G Marrero, Lucía S Andrés, Javier G Luis. Semisynthesis of rosmanol and its derivatives. Easy access to abietatriene diterpenes isolated from the genus Salvia with biological activities. Journal of natural products. 2002 Jul; 65(7):986-9. doi: 10.1021/np010565o. [PMID: 12141857]
  • H H Zeng, P F Tu, K Zhou, H Wang, B H Wang, J F Lu. Antioxidant properties of phenolic diterpenes from Rosmarinus officinalis. Acta pharmacologica Sinica. 2001 Dec; 22(12):1094-8. doi: ". [PMID: 11749806]