Compound |
**** (%) |
Molecular Formula |
Chemical Classification |
Bioactivity |
(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodec ahydro-1H-cyclopenta[a]phenanthren-3-ol |
22.11 |
C29H50O |
Gamma-sitosterol |
Phytosterol(LIU; CHEN; SHI; WANGet al., 2012 LIU, F.; CHEN, J.; SHI, F.; WANG, T.; WATANABE, G.; TAYA ,K. Phytosterol additive boosts adrenal response to ACTH in male Japanese quail (Coturnix coturnix japonica). Endocrine, Houndsmills, v.41, n.2, p.338-341, 2012. ) Potentially useful candidate for COVID-19(CHOWDHURY, 2020 CHOWDHURY, P. In silico investigation of phytoconstituents from Indian medicinal herb ‘Tinospora cordifolia (giloy)’ against SARS-CoV-2 (COVID-19) by molecular dynamics approach. Journal of Biomolecular Structure and Dynamics, New York, p.1-18, 2020. ; LUOet al., 2020 LUO, L.; JIANG, J.; WANG, C.; FITZGERALD, M.; HU, W.; ZHOU, Y.; ZHANG, H.; CHEN, S. Analysis on herbal medicines utilized for treatment of COVID-19. Acta Pharmaceutica Sinica B, Amsterdam, v.10, n.7, p.1192-1204, 2020. ; MAURYA ** al., 2020 MAURYA, V.K.; KUMAR, S.; BHATT, M.L.B.; SAXENA, S.K. Antiviral activity of traditional medicinal plants from Ayurveda against SARS-CoV-2 infection. Journal of Biomolecular Structure and Dynamics, Guilderland, p.1-17, 2020. ; ******** ** al., 2020; **** et al., 2020) |
(Z)-octadec-11-enoic acid |
15.49 |
C18H34O2
|
Fatty Acid, Unsaturated |
Anti-inflammatory(SALES-CAMPOS** al., 2013 SALES-CAMPOS, H.; SOUZA, P.R.; PEGHINI, B.C.; DA SILVA, J.S.; CARDOSO, C.R. An overview of the modulatory effects of oleic acid in health and disease. Mini Reviews in Medicinal Chemistry, Hilversum, v.13, n.2, p.201-210, 2013. ) |
2,3-bis[[(Z)-octadec-9-enoyl]oxy]propyl (Z)-octadec-9-enoate |
14.65 |
C57H104O6
|
Fats unsaturated |
******** treatment for brain tumours(KIMet al., 2016 KIM HJ.; KIM YW.; CHOI SH.; CHO BM.; BANDU R.; AHN HS.; KIM KP. Triolein emulsion infusion into the carotid artery increases brain permeability to anticancer agents. Neurosurgery, Baltimore, v.78, n.5, p.726-733, 2016. ) |
(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17- dodecahydro-1H-cyclopenta[a]phenanthren-3-ol |
10.65 |
C29H48O |
Phytosterol |
Phytosterol(ULBRICHT, 2016 ULBRICHT, C.E. An Evidence-based systematic review of beta-sitosterol, sitosterol (22,23- dihydrostigmasterol, 24-ethylcholesterol) by the natural standard research collaboration. Journal of Dietary Supplements, New York, v.13, n.1, p.35-92, 2016. )and anti-nociceptive(WALKERet al., 2017 WALKER, C.I.B.; OLIVEIRA, S.M.; TONELLO, R.; ROSSATO, M.F.; DA SILVA BRUM, E.; FERREIRA, J.; TREVISAN, G. Anti-nociceptive effect of stigmasterol in mouse models of acute and chronic pain. Naunyn-Schmiedeberg's Archives of Pharmacology, Berlin, v.390, n.11, p.1163-1172, 2017. ) Potentially useful candidate for COVID-19(HUANGet al., 2020; KARet al.,2020 KAR, P., SHARMA, N.R.; SINGH, B.; SEN, A.; ROY, A. Natural compounds from Clerodendrum spp. as possible therapeutic candidates against SARS-CoV-2: An in silico investigation. Journal of Biomolecular Structure and Dynamics, New York, v,39, p.4774-4785, 2020. ; LUOet al.,2020 LUO, L.; JIANG, J.; WANG, C.; FITZGERALD, M.; HU, W.; ZHOU, Y.; ZHANG, H.; CHEN, S. Analysis on herbal medicines utilized for treatment of COVID-19. Acta Pharmaceutica Sinica B, Amsterdam, v.10, n.7, p.1192-1204, 2020. ; ZHENJIEet al., 2020 ZHUANG, Z.; ZHONG, X.; ZHANG, H.; CHEN, H.; HUANG, B.; LIN, D.; WEN, J. Exploring the potential mechanism of shufeng jiedu capsule for treating COVID-19 by comprehensive network pharmacological approaches and molecular docking validation. Combinatorial Chemistry e High Throughput Screening, Hilversum, v.23, p.1-20, 2020. ) |
(3S)-17-(5,6-dimethylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren -3-ol |
5.57 |
C28H48O |
Phytosterol |
Adjuvant in determination of sitosterolemia, synthesis of vitamin D(KOMBA et al., 2019 KOMBA, S.; KOTAKE-NARA, E.; TSUZUKI, W. Simultaneous synthesis of vitamins D(2), D(4), D(5), D(6), and D(7) from commercially available phytosterol, ß-Sitosterol, and identification of each vitamin D by HSQC NMR. Metabolites, Basel, v.9, n.6, p.107, 2019. ; LEE** al., 2020 LEE, J.H.; SONG, Y.; JUN, S-H,; SONG, S.H.; SHIN, C.H.; KI, C-S.; LEE, K.; SONG, J. High prevalence of increased sitosterol levels in hypercholesterolemic children suggest underestimation of sitosterolemia incidence. PLoS One, San Francisco, v.15, n.8, p.e0238079, 2020. ) |
Dodecyl 3-(3-dodecoxy-3-oxopropyl) sulfanylpropanoate |
4.56 |
C30H58O4S |
Propionate |
Antioxidant(CHIEN; BOSS, 1972 CHIEN, J.C.W.; BOSS, C.R. Sulfur compounds as synergistic antioxidants. Journal of Polymer Science Part A-1: Polymer Chemistry, Hoboken, v.10, n.6, p.1579-1600, 1972. ) |
Hexadecanoic acid |
4.23 |
C16H32O2
|
Straight chain fatty acid |
Antitumour, anti-inflammatory(HARADA** al., 2002 HARADA, H.; YAMASHITA, U.; KURIHARA, H.; FUKUSHI, E.; KAWABATA, J.; KAMEI, Y. Antitumor activity of palmitic acid found as a selective cytotoxic substance in a marine red alga. Anticancer Research, Athens, v.22, n.5, p.2587-2590, 2002. ; JOSHI-BARVE** al.,2007 JOSHI-BARVE, S.; BARVE, S.S.; AMANCHERLA, K.; GOBEJISHVILI, L.; HILL, D.; CAVE, M.; HOTE, P.; MCCLAIN, C.J. Palmitic acid induces production of proinflammatory cytokine interleukin-8 from hepatocytes. Hepatology, Baltimore, v.46, n.3, p.823-830, 2007. ) Can be successful as ** anti-COVID-19 agent(ELFIKY, 2020 ELFIKY, A.A. Natural products may interfere with SARS-CoV-2 attachment to the host cell. Journal of Biomolecular Structure and Dynamics, Guilderland, p.1-10, 2020. ) |
1,3-dihydroxypropan-2-yl hexadecanoate |
3.48 |
C19H38O4
|
Glyceride |
Marker/********* in diabetes ******** type 2(PICCOLOet al., 2016 PICCOLO, B.D.; GRAHAM, J.L.; STANHOPE, K.L.; FIEHN, O.; HAVEL, P.J.; ADAMS, S.H. Plasma amino acid and metabolite signatures tracking diabetes progression in the UCD-T2DM rat model. American Journal of Physiology. Endocrinology and Metabolism, Bethesda, v.310, n.11, p.E958-969, 2016. ) |
(9Z,12Z)-octadeca-9,12-dienoic acid |
3.34 |
C18H32O2
|
Fatty Acids, Omega-6 |
Therapeutic use: Barth syndrome,dermatitis, fatty liver, hepatitis C, hypercholesterolemia, hyperlipidaemia, hypertriglyceridemia, lung neoplasms, neoplasm ************ and metastasis and anti-inflammatory(CHENet al., 2013 CHEN, H.W.; CHAO, C.Y.; LIN, L.L.; LU, C.Y.; LIU, K.L.; LII, C.K.; LI, C.C. . Inhibition of matrix metalloproteinase-9 expression by docosahexaenoic acid mediated by heme oxygenase 1 in 12-O-tetradecanoylphorbol-13-acetate-induced MCF-7 human breast cancer cells. Archives of Toxicology, Berlin, v.87, n.5, p.857-869, 2013. ; JANGet al., 2008 JANG, A.; SRINIVASAN, P.; LEE, N.Y.; SONG, H.P.; LEE, J.W.; LEE, M.; JO, C. Comparison of hypolipidemic activity of synthetic gallic acid-linoleic acid ester with mixture of gallic acid and linoleic acid, gallic acid, and linoleic acid on high-fat diet induced obesity in C57BL/6 Cr Slc mice. Chemico-Biological Interactions, Limerick, v.174, n.2, p.109-117, 2008. ; KOTHAPALLI et al., 2020 KOTHAPALLI, K.S.D.; PARK, H.G.; BRENNA, J.T. Polyunsaturated fatty acid biosynthesis pathway and genetics. implications for interindividual variability in prothrombotic, inflammatory conditions such as COVID-19. Prostaglandins, Leukotrienes and Essential Fatty Acids, Edinburg, v.162, p.102183, 2020. ; ******** et al.,2014; SHEU** al., 2002 SHEU, M.Y.; FOWLER, A.J.; KAO, J.; SCHMUTH, M.; SCHOONJANS, K.; AUWERX, J.; FLUHR, J.W.; MAN. M.Q.; ELIAS. P.M.; FEINGOLD. K.R. Topical peroxisome proliferator activated receptor-alpha activators reduce inflammation in irritant and allergic contact dermatitis models. The Journal of Investigative Dermatology, Baltimore, v.118, n.1, p.94-101, 2002. ; TORIYAMA-BABAet al., 2001 TORIYAMA-BABA, H.; IIGO, M.; ASAMOTO, M.; IWAHORI, Y.; PARK, C.B.; HAN, B.S.; TAKASUKA, N.; KAKIZOE T.; ISHIKAWA, C.; YAZAWA, K.; ARAKI, E.; TSUDA, H. Organotropic chemopreventive effects of n-3 unsaturated fatty acids in a rat multi-organ carcinogenesis model. Japanese Journal of Cancer Research, Tokyo, v.92, n.11, p.1175-1183, 2001. ; YANOet al., 2007 YANO, M.; IKEDA, M.; ABE, K.; DANSAKO, H.; OHKOSHI, S.; AOYAGI, Y.; KATO, N. Comprehensive analysis of the effects of ordinary nutrients on hepatitis C virus RNA replication in cell culture. Antimicrobial Agents and Chemotherapy, Washington, v.51, n.6, p.2016-2027, 2007. ) Binding pocket in the locked structure of SARS-CoV-2 ***** protein(TOELZERet al.,2020 TOELZER, C.; GUPTA, K.; YADAV, S.K.N.; BORUCU, U.; DAVIDSON, A.D.; KAVANAGH WILLIAMSON, M.; SHOEMARK, D.K.; GARZONI. F.; STAUFER. O.; MILLIGAN. R.; CAPIN. J.; MULHOLLAND. A.J.; SPATZ, J.; FITZGERALD, D.; BERGER, I.; SCHAFFITZEL, C. Free fatty acid binding pocket in the locked structure of SARS-CoV-2 spike protein. Science, London, v.370, n.6517, p.725-730, 2020. ) |
Octadecanoic acid |
3.14 |
C18H36O2
|
Straight ***** fatty acid |
Immunoregulatory and anti-inflammatory(CALDER, 1998 CALDER, P. C. Immunoregulatory and anti-inflammatory effects of n-3 polyunsaturated fatty acids. Brazilian Journal of Medical and Biological Research, Raipur, v.31, p. 467-490, 1998. ) |
(9Z,12Z)-octadeca-9,12-dienoyl chloride |
3.02 |
C18H31ClO |
Not applicable |
No ********** listed. |
6-ethyldecan-3-yloxy(trimethyl)silane |
1.62 |
C15H34OSi |
Not applicable |
No ********** listed. |
1,3-dihydroxypropan-2-yl pentadecanoate |
1.57 |
C18H36O4
|
Glyceride |
Potentially used ** the detection of colorectal cancer(GOEDERTet al., 2014 GOEDERT, J.J.; SAMPSON, J.N.; MOORE, S.C.; XIAO, Q.; XIONG, X.; HAYES, R.B.; AHN, J.; SHI, J.; SINHA, R. Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis, Oxford, v.35, n.9, p.2089-2096, 2014. ; MONLE e Oacute;Net al., 2009; PHUA** al.,2014 PHUA, L.C.; CHUE, X.P.; KOH, P.K.; CHEAH, P.Y.; HO, H.K.; CHAN. E.C. Non-invasive fecal metabonomic detection of colorectal cancer. Cancer Biology e Therapy, Georgetown, v.15, n.4, p.389-397, 2014. ; RITCHIE** al., 2010 RITCHIE, S.A.; AHIAHONU, P.W.; JAYASINGHE, D.; HEATH, D.; LIU, J.; LU, Y.; JIN, W.; KAVIANPOUR, A.; YAMAZAKI, Y.; KHAN, A.M.; HOSSAIN, M.; SU-MYAT, K.K.; WOOD, P.L.; KRENITSKY, K.; TAKEMASA, I.; MIYAKE, M.; SEKIMOTO, M.; MONDEN, M.; MATSUBARA, H.; NOMURA, F.; GOODENOWE, D.B. Reduced levels of hydroxylated, polyunsaturated ultra long-chain fatty acids in the serum of colorectal cancer patients: implications for early screening and detection. BMC Medicine, London, v.8, p.13, 2010. ; SINHAet al., 2016 SINHA, R.; AHN, J.; SAMPSON, J.N.; SHI, J.; YU, G.; XIONG, X.; HAYES, RB.; GOEDERT, J.J. Fecal microbiota, fecal metabolome, and colorectal cancer interrelations. PLoS One, San Francisco, v.11, n.3, p.e0152126, 2016. ; WEIRet al.,2013 WEIR, T.L.; MANTER, D.K.; SHEFLIN, A.M.; BARNETT, B.A.; HEUBERGER, A.L.; RYAN. EP. Stool microbiome and metabolome differences between colorectal cancer patients and healthy adults. PLoS One, San Francisco, v.8, n.8, p.e70803, 2013. ) |
Octadecanamide |
1.21 |
C18H37NO |
Amide |
Potentially used in the detection of colorectal cancer(GOEDERTet al., 2014 GOEDERT, J.J.; SAMPSON, J.N.; MOORE, S.C.; XIAO, Q.; XIONG, X.; HAYES, R.B.; AHN, J.; SHI, J.; SINHA, R. Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis, Oxford, v.35, n.9, p.2089-2096, 2014. ; MONLEeOacute;N** al.,2009; PHUAet al.,2014 PHUA, L.C.; CHUE, X.P.; KOH, P.K.; CHEAH, P.Y.; HO, H.K.; CHAN. E.C. Non-invasive fecal metabonomic detection of colorectal cancer. Cancer Biology e Therapy, Georgetown, v.15, n.4, p.389-397, 2014. ; RITCHIEet al., 2010 RITCHIE, S.A.; AHIAHONU, P.W.; JAYASINGHE, D.; HEATH, D.; LIU, J.; LU, Y.; JIN, W.; KAVIANPOUR, A.; YAMAZAKI, Y.; KHAN, A.M.; HOSSAIN, M.; SU-MYAT, K.K.; WOOD, P.L.; KRENITSKY, K.; TAKEMASA, I.; MIYAKE, M.; SEKIMOTO, M.; MONDEN, M.; MATSUBARA, H.; NOMURA, F.; GOODENOWE, D.B. Reduced levels of hydroxylated, polyunsaturated ultra long-chain fatty acids in the serum of colorectal cancer patients: implications for early screening and detection. BMC Medicine, London, v.8, p.13, 2010. ; SINHAet al., 2016 SINHA, R.; AHN, J.; SAMPSON, J.N.; SHI, J.; YU, G.; XIONG, X.; HAYES, RB.; GOEDERT, J.J. Fecal microbiota, fecal metabolome, and colorectal cancer interrelations. PLoS One, San Francisco, v.11, n.3, p.e0152126, 2016. ; WEIRet al., 2013 WEIR, T.L.; MANTER, D.K.; SHEFLIN, A.M.; BARNETT, B.A.; HEUBERGER, A.L.; RYAN. EP. Stool microbiome and metabolome differences between colorectal cancer patients and healthy adults. PLoS One, San Francisco, v.8, n.8, p.e70803, 2013. ) |
N-(2-hydroxyethyl)octanamide |
1.20 |
C10H21NO2
|
Ethanolamine |
Larvicidal(CHANDRASEKARANet al., 2018 CHANDRASEKARAN, R.; SEETHARAMAN, P.; KRISHNAN, M.; GNANASEKAR, S.; SIVAPERUMAL, S. Carica papaya (Papaya) latex: a new paradigm to combat against dengue and filariasis vectors Aedes aegypti and Culex quinquefasciatus (Diptera: Culicidae). 3 Biotech, Berlin, v.8, n.2, p.83, 2018. ) |
5,5-bis(heptylsulfanyl)pentane-1,2,3-triol |
1.03 |
C19H40O3S2
|
Not applicable |
No ********** listed. |
(3-hexadecanoyloxy-2-trimethylsilyloxypropyl) hexadecanoate |
0.86 |
C38H76O5Si |
*** applicable |
** activities listed. |
3,5-di-tert-butylphenol |
0.82 |
C14H22O |
Phenol |
** activities listed. |
(Z)-docos-13-enamide |
0.77 |
C22H43NO |
Fatty Acids, Unsaturated |
Antidepressant and anxiolytic-like *********** effect(LIet al., 2017 LI, M.M.; JIANG, Z.E.; SONG, L.Y.; QUAN, Z.S.; YU, H.L. Antidepressant and anxiolytic-like behavioral effects of erucamide, a ioactive fatty acid amide, involving the hypothalamus–pituitary–adrenal axis in mice. Neuroscience Letters, Amsterdam, v.640, p.6-12, 2017. ) |