Record Information |
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Version | 1.0 |
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Created at | 2022-06-29 17:25:53 UTC |
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Updated at | 2022-06-29 17:25:53 UTC |
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NP-MRD ID | NP0138415 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | 10-Hydroxy trans-2-decenoic acid |
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Description | It was first documented in 2020 (PMID: 33408731). Based on a literature review very few articles have been published on methyl (2R,6R,17R,21S,22R,24R,26S,30S,36R,43R,44S,45R)-40-[(1R,12S,14R,15E,18S)-15-ethylidene-18-(methoxycarbonyl)-17-methyl-10,17-diazatetracyclo[12.3.1.0³,¹¹.0⁴,⁹]Octadeca-3(11),4,6,8-tetraen-12-yl]-41,43-dihydroxy-11-methoxy-20,28-dioxa-1,3,13,33-tetraazatridecacyclo[22.18.1.1³,⁶.1²⁶,³³.0²,²².0⁶,¹⁴.0⁷,¹².0¹⁷,²¹.0²⁶,³⁰.0³⁶,⁴³.0³⁷,⁴².0¹⁷,⁴⁵.0³⁶,⁴⁴]Pentatetraconta-7(12),8,10,14,37(42),38,40-heptaene-15-carboxylate (PMID: 33620222) (PMID: 35472200) (PMID: 35468648) (PMID: 35335999) (PMID: 34803709) (PMID: 34467758). |
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Structure | [H][C@@]12COC[C@@]11C[C@@]3([H])C[C@@]4([H])[C@]5([H])OCC[C@@]55CC(C(=O)OC)=C6NC7=C(C=CC=C7OC)[C@@]66CCN([C@@]56[H])[C@]4([H])N4C5=C(O)C(=CC=C5[C@@]5(CCN(CC2)[C@@]15[H])[C@]34O)[C@@H]1C[C@]2([H])[C@H](C(=O)OC)[C@@]([H])(CC3=C1NC1=CC=CC=C31)N(C)C\C2=C\C InChI=1S/C63H72N6O9/c1-6-32-29-66(2)45-26-39-35-10-7-8-12-44(35)64-48(39)38(25-37(32)47(45)56(72)76-5)36-14-15-43-50(51(36)70)69-54-40(24-34-27-60-31-77-30-33(60)16-20-67-21-18-62(43,58(60)67)63(34,69)73)53-59(19-23-78-53)28-41(55(71)75-4)52-61(17-22-68(54)57(59)61)42-11-9-13-46(74-3)49(42)65-52/h6-15,33-34,37-38,40,45,47,53-54,57-58,64-65,70,73H,16-31H2,1-5H3/b32-6-/t33-,34-,37+,38+,40+,45-,47+,53+,54-,57+,58+,59-,60+,61+,62-,63-/m1/s1 |
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Synonyms | Value | Source |
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Methyl (2R,6R,17R,21S,22R,24R,26S,30S,36R,43R,44S,45R)-40-[(1R,12S,14R,15E,18S)-15-ethylidene-18-(methoxycarbonyl)-17-methyl-10,17-diazatetracyclo[12.3.1.0,.0,]octadeca-3(11),4,6,8-tetraen-12-yl]-41,43-dihydroxy-11-methoxy-20,28-dioxa-1,3,13,33-tetraazatridecacyclo[22.18.1.1,.1,.0,.0,.0,.0,.0,.0,.0,.0,.0,]pentatetraconta-7(12),8,10,14,37(42),38,40-heptaene-15-carboxylic acid | Generator |
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Chemical Formula | C10H18O3 |
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Average Mass | 186.2510 Da |
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Monoisotopic Mass | 186.12559 Da |
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IUPAC Name | methyl (2R,6R,17R,21S,22R,24R,26S,30S,36R,43R,44S,45R)-40-[(1R,12S,14R,15E,18S)-15-ethylidene-18-(methoxycarbonyl)-17-methyl-10,17-diazatetracyclo[12.3.1.0^{3,11}.0^{4,9}]octadeca-3(11),4,6,8-tetraen-12-yl]-41,43-dihydroxy-11-methoxy-20,28-dioxa-1,3,13,33-tetraazatridecacyclo[22.18.1.1^{3,6}.1^{26,33}.0^{2,22}.0^{6,14}.0^{7,12}.0^{17,21}.0^{26,30}.0^{36,43}.0^{37,42}.0^{17,45}.0^{36,44}]pentatetraconta-7(12),8,10,14,37,39,41-heptaene-15-carboxylate |
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Traditional Name | methyl (2R,6R,17R,21S,22R,24R,26S,30S,36R,43R,44S,45R)-40-[(1R,12S,14R,15E,18S)-15-ethylidene-18-(methoxycarbonyl)-17-methyl-10,17-diazatetracyclo[12.3.1.0^{3,11}.0^{4,9}]octadeca-3(11),4,6,8-tetraen-12-yl]-41,43-dihydroxy-11-methoxy-20,28-dioxa-1,3,13,33-tetraazatridecacyclo[22.18.1.1^{3,6}.1^{26,33}.0^{2,22}.0^{6,14}.0^{7,12}.0^{17,21}.0^{26,30}.0^{36,43}.0^{37,42}.0^{17,45}.0^{36,44}]pentatetraconta-7(12),8,10,14,37,39,41-heptaene-15-carboxylate |
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CAS Registry Number | 14113-05-4 |
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SMILES | OCCCCCCC\C=C\C(O)=O |
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InChI Identifier | InChI=1S/C10H18O3/c11-9-7-5-3-1-2-4-6-8-10(12)13/h6,8,11H,1-5,7,9H2,(H,12,13)/b8-6+ |
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InChI Key | QHBZHVUGQROELI-SOFGYWHQSA-N |
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Experimental Spectra |
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| Not Available | Predicted Spectra |
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Species of Origin | Not Available |
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Chemical Taxonomy |
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Classification | Not classified |
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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 | - Kamble SH, Berthold EC, King TI, Raju Kanumuri SR, Popa R, Herting JR, Leon F, Sharma A, McMahon LR, Avery BA, McCurdy CR: Pharmacokinetics of Eleven Kratom Alkaloids Following an Oral Dose of Either Traditional or Commercial Kratom Products in Rats. J Nat Prod. 2021 Apr 23;84(4):1104-1112. doi: 10.1021/acs.jnatprod.0c01163. Epub 2021 Feb 23. [PubMed:33620222 ]
- Zhang M, Sharma A, Leon F, Avery B, Kjelgren R, McCurdy CR, Pearson BJ: Plant growth and phytoactive alkaloid synthesis in kratom [Mitragyna speciosa (Korth.)] in response to varying radiance. PLoS One. 2022 Apr 26;17(4):e0259326. doi: 10.1371/journal.pone.0259326. eCollection 2022. [PubMed:35472200 ]
- Manwill PK, Flores-Bocanegra L, Khin M, Raja HA, Cech NB, Oberlies NH, Todd DA: Kratom (Mitragyna speciosa) Validation: Quantitative Analysis of Indole and Oxindole Alkaloids Reveals Chemotypes of Plants and Products. Planta Med. 2022 Apr 25. doi: 10.1055/a-1795-5876. [PubMed:35468648 ]
- Zhang M, Sharma A, Leon F, Avery B, Kjelgren R, McCurdy CR, Pearson BJ: Effects of Nutrient Fertility on Growth and Alkaloidal Content in Mitragyna speciosa (Kratom). Front Plant Sci. 2020 Dec 21;11:597696. doi: 10.3389/fpls.2020.597696. eCollection 2020. [PubMed:33408731 ]
- Tanna RS, Nguyen JT, Hadi DL, Manwill PK, Flores-Bocanegra L, Layton ME, White JR, Cech NB, Oberlies NH, Rettie AE, Thummel KE, Paine MF: Clinical Pharmacokinetic Assessment of Kratom (Mitragyna speciosa), a Botanical Product with Opioid-like Effects, in Healthy Adult Participants. Pharmaceutics. 2022 Mar 11;14(3). pii: pharmaceutics14030620. doi: 10.3390/pharmaceutics14030620. [PubMed:35335999 ]
- Gutridge AM, Chakraborty S, Varga BR, Rhoda ES, French AR, Blaine AT, Royer QH, Cui H, Yuan J, Cassell RJ, Szabo M, Majumdar S, van Rijn RM: Evaluation of Kratom Opioid Derivatives as Potential Treatment Option for Alcohol Use Disorder. Front Pharmacol. 2021 Nov 3;12:764885. doi: 10.3389/fphar.2021.764885. eCollection 2021. [PubMed:34803709 ]
- Leon F, Obeng S, Mottinelli M, Chen Y, King TI, Berthold EC, Kamble SH, Restrepo LF, Patel A, Gamez-Jimenez LR, Lopera-Londono C, Hiranita T, Sharma A, Hampson AJ, Canal CE, McMahon LR, McCurdy CR: Activity of Mitragyna speciosa ("Kratom") Alkaloids at Serotonin Receptors. J Med Chem. 2021 Sep 23;64(18):13510-13523. doi: 10.1021/acs.jmedchem.1c00726. Epub 2021 Sep 1. [PubMed:34467758 ]
- Teh JL, Abdul Rahman SF, Domnic G, Satiyasilan L, Chear NJY, Singh D, Mohana-Kumaran N: Rapid spheroid assays in a 3-dimensional cell culture chip. BMC Res Notes. 2021 Aug 13;14(1):310. doi: 10.1186/s13104-021-05727-0. [PubMed:34389056 ]
- Domnic G, Jeng-Yeou Chear N, Abdul Rahman SF, Ramanathan S, Lo KW, Singh D, Mohana-Kumaran N: Combinations of indole based alkaloids from Mitragyna speciosa (Kratom) and cisplatin inhibit cell proliferation and migration of nasopharyngeal carcinoma cell lines. J Ethnopharmacol. 2021 Oct 28;279:114391. doi: 10.1016/j.jep.2021.114391. Epub 2021 Jul 2. [PubMed:34224811 ]
- Goh YS, Karunakaran T, Murugaiyah V, Santhanam R, Abu Bakar MH, Ramanathan S: Accelerated Solvent Extractions (ASE) of Mitragyna speciosa Korth. (Kratom) Leaves: Evaluation of Its Cytotoxicity and Antinociceptive Activity. Molecules. 2021 Jun 17;26(12). pii: molecules26123704. doi: 10.3390/molecules26123704. [PubMed:34204457 ]
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