Record Information |
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Version | 1.0 |
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Created at | 2022-09-07 15:31:05 UTC |
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Updated at | 2022-09-07 15:31:06 UTC |
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NP-MRD ID | NP0252108 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (6s)-6-hydroxy-6-methyl-3-[(1s)-1,2,2-trimethylcyclopentyl]cyclohex-2-en-1-one |
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Description | Flamvelutpenoid C belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (6s)-6-hydroxy-6-methyl-3-[(1s)-1,2,2-trimethylcyclopentyl]cyclohex-2-en-1-one is found in Flammulina velutipes. It was first documented in 2022 (PMID: 36100330). Based on a literature review a significant number of articles have been published on Flamvelutpenoid C (PMID: 36100310) (PMID: 36100292) (PMID: 36100266) (PMID: 36100248) (PMID: 36100092) (PMID: 36100144). |
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Structure | CC1(C)CCC[C@]1(C)C1=CC(=O)[C@@](C)(O)CC1 InChI=1S/C15H24O2/c1-13(2)7-5-8-14(13,3)11-6-9-15(4,17)12(16)10-11/h10,17H,5-9H2,1-4H3/t14-,15+/m1/s1 |
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Synonyms | Not Available |
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Chemical Formula | C15H24O2 |
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Average Mass | 236.3550 Da |
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Monoisotopic Mass | 236.17763 Da |
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IUPAC Name | (6S)-6-hydroxy-6-methyl-3-[(1S)-1,2,2-trimethylcyclopentyl]cyclohex-2-en-1-one |
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Traditional Name | (6S)-6-hydroxy-6-methyl-3-[(1S)-1,2,2-trimethylcyclopentyl]cyclohex-2-en-1-one |
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CAS Registry Number | Not Available |
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SMILES | CC1(C)CCC[C@]1(C)C1=CC(=O)[C@@](C)(O)CC1 |
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InChI Identifier | InChI=1S/C15H24O2/c1-13(2)7-5-8-14(13,3)11-6-9-15(4,17)12(16)10-11/h10,17H,5-9H2,1-4H3/t14-,15+/m1/s1 |
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InChI Key | XRBCPARPBGDOTM-CABCVRRESA-N |
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Experimental Spectra |
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| Not Available | Predicted Spectra |
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| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
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1D NMR | 13C NMR Spectrum (1D, 25 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Chemical Shift Submissions |
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| Not Available | Species |
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Species of Origin | |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Prenol lipids |
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Sub Class | Sesquiterpenoids |
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Direct Parent | Sesquiterpenoids |
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Alternative Parents | |
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Substituents | - Cuparane sesquiterpenoid
- Sesquiterpenoid
- Cyclohexenone
- Acyloin
- Tertiary alcohol
- Cyclic ketone
- Ketone
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic homomonocyclic compound
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Molecular Framework | Aliphatic homomonocyclic compounds |
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External Descriptors | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | |
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General References | - Qu X, An G, Sui W, Wang T, Zhang X, Yang J, Zhang Y, Zhang L, Zhu D, Huang J, Zhu S, Yao X, Li J, Zheng C, Zhu K, Wei Y, Lv X, Lan L, Yao Y, Zhou D, Lu P, Qiu L, Li J: Phase 1 study of C-CAR088, a novel humanized anti-BCMA CAR T-cell therapy in relapsed/refractory multiple myeloma. J Immunother Cancer. 2022 Sep;10(9). pii: jitc-2022-005145. doi: 10.1136/jitc-2022-005145. [PubMed:36100310 ]
- Liang Z, Chen Y, Wang Z, Wu X, Deng C, Wang C, Yang W, Tian Y, Zhang S, Lu C, Yang Y: Protective effects and mechanisms of psoralidin against adriamycin-induced cardiotoxicity. J Adv Res. 2022 Sep;40:249-261. doi: 10.1016/j.jare.2021.12.007. Epub 2021 Dec 28. [PubMed:36100330 ]
- Prystupa K, Renklint R, Chninou Y, Otten J, Fritsche L, Hoerber S, Peter A, Birkenfeld AL, Fritsche A, Heni M, Wagner R: Comprehensive validation of fasting-based and oral glucose tolerance test-based indices of insulin secretion against gold standard measures. BMJ Open Diabetes Res Care. 2022 Sep;10(5). pii: 10/5/e002909. doi: 10.1136/bmjdrc-2022-002909. [PubMed:36100292 ]
- Rodrigues Wilde MO, Mezadri T, Gouveia PB, Grillo LP, Valete C: Prediction of early-onset neonatal sepsis in umbilical cord blood analysis: an integrative review. J Matern Fetal Neonatal Med. 2022 Sep 13:1-12. doi: 10.1080/14767058.2022.2122798. [PubMed:36100266 ]
- Lu JG, Benet-Martinez V, Wang LC: A Socioecological-Genetic Framework of Culture and Personality: Their Roots, Trends, and Interplay. Annu Rev Psychol. 2022 Sep 13. doi: 10.1146/annurev-psych-032420-032631. [PubMed:36100248 ]
- Lu Y, Tang Y, Wu Y, Zhang X, Yi Y, Wang W, Wang A, Yang M, Fan B, Chen G: Microbial transformation of betulonic acid by Circinella muscae CGMCC 3.2695 and anti-neuroinflammatory activity of the products. Phytochemistry. 2022 Sep 12;204:113431. doi: 10.1016/j.phytochem.2022.113431. [PubMed:36100092 ]
- Soneda K, Uda K, Araki K, Murakoshi T, Yuza Y, Saito O, Kinoshita K, Higuchi H, Horikoshi Y: Clinical characteristics and treatment of IMP-type carbapenemase-producing Enterobacteriaceae bacteremia: Case series and literature review. J Infect Chemother. 2023 Jan;29(1):26-32. doi: 10.1016/j.jiac.2022.09.003. Epub 2022 Sep 12. [PubMed:36100144 ]
- Madushani KP, Shanaka KASN, Wijerathna HMSM, Lim C, Jeong T, Jung S, Lee J: Molecular characterization and expression analysis of B-cell lymphoma-2 protein in Amphiprion clarkii and its role in virus infections. Fish Shellfish Immunol. 2022 Nov;130:206-214. doi: 10.1016/j.fsi.2022.09.005. Epub 2022 Sep 12. [PubMed:36100068 ]
- Meeks RG, Jean PA, McNett DA, Plotzke KP: A 28-day whole-body inhalation study to evaluate octamethylcyclotetrasiloxane (D4) absorption/distribution in two rat strains. Toxicol Lett. 2022 Nov 1;370:53-65. doi: 10.1016/j.toxlet.2022.09.001. Epub 2022 Sep 12. [PubMed:36100151 ]
- Rauckhorst AJ, Borcherding N, Pape DJ, Kraus AS, Scerbo DA, Taylor EB: Mouse tissue harvest-induced hypoxia rapidly alters the in vivo metabolome, between-genotype metabolite level differences, and (13)C-tracing enrichments. Mol Metab. 2022 Dec;66:101596. doi: 10.1016/j.molmet.2022.101596. Epub 2022 Sep 11. [PubMed:36100179 ]
- Zhu ZY, Li ZY, Zhang C, Liu XL, Tian WT, Cao L: A novel homozygous mutation in ERLIN1 gene causing spastic paraplegia 62 and literature review. Eur J Med Genet. 2022 Nov;65(11):104608. doi: 10.1016/j.ejmg.2022.104608. Epub 2022 Sep 12. [PubMed:36100157 ]
- Zhu LL, Cao GY, Jia LY, Zheng G, Zhang L, Sheng P, Meng ZQ, He X, Zhang CF, Wang CZ, Yuan CS: Muscone suppresses myocardial ischemia damage by regulating PI3K/Akt signaling pathway. Biochim Biophys Acta Mol Basis Dis. 2022 Dec 1;1868(12):166539. doi: 10.1016/j.bbadis.2022.166539. Epub 2022 Sep 11. [PubMed:36100155 ]
- De Castro BD, Lanes LEK, Godoy RS, Maltchik L, Oliveira GT: Development stage-dependent oxidative stress responses to the exposure to roundup original(c) in a neotropical annual killifish. Environ Toxicol Pharmacol. 2022 Oct;95:103976. doi: 10.1016/j.etap.2022.103976. Epub 2022 Sep 12. [PubMed:36100139 ]
- Carles A, Schlernitzauer A, Vignes M, Cros G, Magous R, Maurice T, Oiry C: Heptafluoroisobutyronitrile (C(4)F(7)N), a gas used for insulating and arc quenching in electrical switchgear, is neurotoxic in the mouse brain. Toxicology. 2022 Oct;480:153319. doi: 10.1016/j.tox.2022.153319. Epub 2022 Sep 11. [PubMed:36100137 ]
- Hoang SA, Lamb D, Sarkar B, Seshadri B, Lam SS, Vinu A, Bolan NS: Plant-derived saponin enhances biodegradation of petroleum hydrocarbons in the rhizosphere of native wild plants. Environ Pollut. 2022 Nov 15;313:120152. doi: 10.1016/j.envpol.2022.120152. Epub 2022 Sep 10. [PubMed:36100120 ]
- Wang X, Li P, Cao X, Liu B, He S, Cao Z, Xing S, Liu L, Li ZH: Effects of ocean acidification and tralopyril on bivalve biomineralization and carbon cycling: A study of the Pacific Oyster (Crassostrea gigas). Environ Pollut. 2022 Nov 15;313:120161. doi: 10.1016/j.envpol.2022.120161. Epub 2022 Sep 10. [PubMed:36100119 ]
- Baladi E, Davar F, Hojjati-Najafabadi A: Synthesis and characterization of g-C(3)N(4)-CoFe(2)O(4)-ZnO magnetic nanocomposites for enhancing photocatalytic activity with visible light for degradation of penicillin G antibiotic. Environ Res. 2022 Dec;215(Pt 2):114270. doi: 10.1016/j.envres.2022.114270. Epub 2022 Sep 11. [PubMed:36100101 ]
- Wu HY, Zhang F, Dong CF, Zheng GC, Zhang ZH, Zhang YY, Tan ZJ: Variations in the toxicity and condition index of five bivalve species throughout a red tide event caused by Alexandrium catenella: A field study. Environ Res. 2022 Dec;215(Pt 1):114327. doi: 10.1016/j.envres.2022.114327. Epub 2022 Sep 12. [PubMed:36100099 ]
- Ostlund C, Hernandez-Ono A, Turk SJ, Dauer WT, Ginsberg HN, Worman HJ, Shin JY: Hepatocytes Deficient in Nuclear Envelope Protein Lamina-associated Polypeptide 1 are an Ideal Mammalian System to Study Intranuclear Lipid Droplets. J Lipid Res. 2022 Oct;63(10):100277. doi: 10.1016/j.jlr.2022.100277. Epub 2022 Sep 10. [PubMed:36100089 ]
- Saunders JM, Muguruza C, Sierra S, Moreno JL, Callado LF, Meana JJ, Beardsley PM, Gonzalez-Maeso J: Glucocorticoid receptor dysregulation underlies 5-HT(2A)R-dependent synaptic and behavioral deficits in a mouse neurodevelopmental disorder model. J Biol Chem. 2022 Nov;298(11):102481. doi: 10.1016/j.jbc.2022.102481. Epub 2022 Sep 12. [PubMed:36100039 ]
- LOTUS database [Link]
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