Record Information |
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Version | 1.0 |
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Created at | 2021-06-21 00:42:57 UTC |
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Updated at | 2021-06-30 00:18:50 UTC |
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NP-MRD ID | NP0043255 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | vitextrifolin B |
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Provided By | JEOL Database![JEOL Logo](/attributions/jeol_logo.png) |
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Description | VITEXTRIFOLIN B belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. vitextrifolin B is found in Vitex trifolia. It was first documented in 2021 (PMID: 34130356). Based on a literature review a significant number of articles have been published on VITEXTRIFOLIN B (PMID: 34130335) (PMID: 34130218) (PMID: 34130164) (PMID: 34130154) (PMID: 34130152) (PMID: 34130125). |
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Structure | [H]C([H])([H])O[C@]1([H])O[C@@]([H])(OC([H])([H])[H])[C@@]2(O[C@]3(C([H])([H])C2([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]2([H])C(C([H])([H])[H])(C([H])([H])[H])[C@@]([H])(OC(=O)C([H])([H])[H])C([H])([H])C([H])([H])[C@]32C([H])([H])[H])C1([H])[H] InChI=1S/C24H40O6/c1-15-8-9-17-21(3,4)18(28-16(2)25)10-11-22(17,5)24(15)13-12-23(30-24)14-19(26-6)29-20(23)27-7/h15,17-20H,8-14H2,1-7H3/t15-,17+,18+,19-,20-,22+,23+,24-/m1/s1 |
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Synonyms | Not Available |
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Chemical Formula | C24H40O6 |
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Average Mass | 424.5780 Da |
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Monoisotopic Mass | 424.28249 Da |
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IUPAC Name | (1R,2R,2''R,4aS,5'S,5''R,6S,8aS)-2'',5''-dimethoxy-2,5,5,8a-tetramethyl-octahydro-2H-dispiro[naphthalene-1,2':5',3''-bis(oxolane)]-6-yl acetate |
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Traditional Name | (1R,2R,2''R,4aS,5'S,5''R,6S,8aS)-2'',5''-dimethoxy-2,5,5,8a-tetramethyl-hexahydro-2H-dispiro[naphthalene-1,2':5',3''-bis(oxolane)]-6-yl acetate |
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CAS Registry Number | Not Available |
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SMILES | [H]C([H])([H])O[C@]1([H])O[C@@]([H])(OC([H])([H])[H])[C@@]2(O[C@]3(C([H])([H])C2([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]2([H])C(C([H])([H])[H])(C([H])([H])[H])[C@@]([H])(OC(=O)C([H])([H])[H])C([H])([H])C([H])([H])[C@]32C([H])([H])[H])C1([H])[H] |
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InChI Identifier | InChI=1S/C24H40O6/c1-15-8-9-17-21(3,4)18(28-16(2)25)10-11-22(17,5)24(15)13-12-23(30-24)14-19(26-6)29-20(23)27-7/h15,17-20H,8-14H2,1-7H3/t15-,17+,18+,19-,20-,22+,23+,24-/m1/s1 |
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InChI Key | LGITXCALUZAZQD-ZRRYVOMASA-N |
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Experimental Spectra |
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| Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
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1D NMR | 13C NMR Spectrum (1D, 600 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, CDCl3, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| 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, 100 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 125 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 150 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 175 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 225 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 25 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 250 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, chcl3, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, chcl3, 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 | Species Name | Source | Reference |
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Vitex trifolia | JEOL database | - Zheng, C. -J., et al, J. Nat. Prod. 76, 287 (2013)
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four 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 | Diterpenoids |
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Direct Parent | Diterpenoids |
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Alternative Parents | |
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Substituents | - Diterpenoid
- Grindelane diterpenoid
- Tetrahydrofuran
- Carboxylic acid ester
- Acetal
- Carboxylic acid derivative
- Dialkyl ether
- Ether
- Monocarboxylic acid or derivatives
- Oxacycle
- Organoheterocyclic compound
- Hydrocarbon derivative
- Organic oxygen compound
- Organooxygen compound
- Carbonyl group
- Organic oxide
- Aliphatic heteropolycyclic compound
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Molecular Framework | Aliphatic heteropolycyclic 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 | - Oude Voshaar RC, Dimitriadis M, vandenBrink RHS, Aprahamian I, Borges MK, Marijnissen RM, Hoogendijk EO, Rhebergen D, Jeuring HW: A 6-year prospective clinical cohort study on the bidirectional association between frailty and depressive disorder. Int J Geriatr Psychiatry. 2021 Jun 15. doi: 10.1002/gps.5588. [PubMed:34130356 ]
- Li N, Yamamoto G, Fuji H, Kisseleva T: Interleukin-17 in Liver Disease Pathogenesis. Semin Liver Dis. 2021 Jun 15. doi: 10.1055/s-0041-1730926. [PubMed:34130335 ]
- Narita K, Suganuma K, Murata T, Kondo R, Satoh H, Watanabe K, Sasaki K, Inoue N, Yoshimura Y: Synthesis and evaluation of trypanocidal activity of derivatives of naturally occurring 2,5-diphenyloxazoles. Bioorg Med Chem. 2021 Jul 15;42:116253. doi: 10.1016/j.bmc.2021.116253. Epub 2021 Jun 12. [PubMed:34130218 ]
- Aparicio JD, Espindola D, Montesinos VN, Litter MI, Donati E, Benimeli CS, Polti MA: Evaluation of the sequential coupling of a bacterial treatment with a physicochemical process for the remediation of wastewater containing Cr and organic pollutants. J Hazard Mater. 2021 Jun 6;418:126307. doi: 10.1016/j.jhazmat.2021.126307. [PubMed:34130164 ]
- Pandolfi EC, Hunt TJ, Goldsmith S, Hurlbut K, Silber SJ, Clark AT: Generation of three human induced pluripotent stem cell sublines (UCLAi005-A, UCLAi005-B and UCLAi005-C) for reproductive science research. Stem Cell Res. 2021 Jul;54:102409. doi: 10.1016/j.scr.2021.102409. Epub 2021 Jun 8. [PubMed:34130154 ]
- Ahmadi TS, Mousavi Gargari SL, Talei D: Anti-flagellin IgY antibodies protect against Pseudomonas aeruginosa infection in both acute pneumonia and burn wound murine models in a non-type-specific mode. Mol Immunol. 2021 Aug;136:118-127. doi: 10.1016/j.molimm.2021.06.002. Epub 2021 Jun 12. [PubMed:34130152 ]
- Thilo FJ, Hahn S, Halfens RJ, Heckemann B, Schols JM: Facilitating the use of personal safety alerting device with older adults: The views, experiences and roles of relatives and health care professionals. Geriatr Nurs. 2021 Jul-Aug;42(4):935-942. doi: 10.1016/j.gerinurse.2021.05.005. Epub 2021 Jun 12. [PubMed:34130125 ]
- de la Fourniere S, Paoletta MS, Guillemi EC, Sarmiento NF, Donati PA, Wilkowsky SE, Farber MD: Development of highly sensitive one step-PCR tests for improved detection of B. bigemina and B. bovis. Vet Parasitol. 2021 Aug;296:109493. doi: 10.1016/j.vetpar.2021.109493. Epub 2021 Jun 8. [PubMed:34130095 ]
- Katayoshi T, Nakajo T, Tsuji-Naito K: Restoring NAD(+) by NAMPT is essential for the SIRT1/p53-mediated survival of UVA- and UVB-irradiated epidermal keratinocytes. J Photochem Photobiol B. 2021 Aug;221:112238. doi: 10.1016/j.jphotobiol.2021.112238. Epub 2021 Jun 12. [PubMed:34130091 ]
- Paidi SK, Raj P, Bordett R, Zhang C, Karandikar SH, Pandey R, Barman I: Raman and quantitative phase imaging allow morpho-molecular recognition of malignancy and stages of B-cell acute lymphoblastic leukemia. Biosens Bioelectron. 2021 Oct 15;190:113403. doi: 10.1016/j.bios.2021.113403. Epub 2021 Jun 12. [PubMed:34130086 ]
- Alves O, Calado L, Panizio RM, Goncalves M, Monteiro E, Brito P: Techno-economic study for a gasification plant processing residues of sewage sludge and solid recovered fuels. Waste Manag. 2021 Jul 15;131:148-162. doi: 10.1016/j.wasman.2021.05.026. Epub 2021 Jun 12. [PubMed:34130077 ]
- Wang WK, Zhou Y, Fan L, Sun Y, Ge F, Xue M: The antidepressant-like effects of Danggui Buxue Decoction in GK rats by activating CREB/BDNF/TrkB signaling pathway. Phytomedicine. 2021 Aug;89:153600. doi: 10.1016/j.phymed.2021.153600. Epub 2021 May 21. [PubMed:34130073 ]
- Mart MF, Girard TD, Thompson JL, Whitten-Vile H, Raman R, Pandharipande PP, Heyland DK, Ely EW, Brummel NE: Nutritional Risk at intensive care unit admission and outcomes in survivors of critical illness. Clin Nutr. 2021 Jun;40(6):3868-3874. doi: 10.1016/j.clnu.2021.05.005. Epub 2021 May 11. [PubMed:34130034 ]
- Koekkoek WAC, Hettinga K, de Vries JHM, van Zanten ARH: Micronutrient deficiencies in critical illness. Clin Nutr. 2021 Jun;40(6):3780-3786. doi: 10.1016/j.clnu.2021.05.003. Epub 2021 May 11. [PubMed:34130024 ]
- Picavet PP, Balligand M, Crigel MH, Antoine N, Claeys S: In vivo evaluation of deer antler trabecular bone as a reconstruction material for bone defects. Res Vet Sci. 2021 Sep;138:116-124. doi: 10.1016/j.rvsc.2021.06.012. Epub 2021 Jun 11. [PubMed:34129994 ]
- Zheng, C. -J., et al. (2013). Zheng, C. -J., et al, J. Nat. Prod. 76, 287 (2013). J. Nat. Prod..
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