Record Information |
---|
Version | 1.0 |
---|
Created at | 2021-11-12 23:49:35 UTC |
---|
Updated at | 2021-11-26 17:45:21 UTC |
---|
NP-MRD ID | NP0044092 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | Makomotine B |
---|
Description | Makomotine B belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Makomotine B is found in Ustilago esculenta. It was first documented in 2014 (PMID: 25419997). Based on a literature review a significant number of articles have been published on Makomotine B (PMID: 34758541) (PMID: 34758536) (PMID: 34758492) (PMID: 34758485). |
---|
Structure | OC[C@@]1(O)CO[C@@H](OC[C@H]2O[C@@H](OCCC3=CNC4=CC=CC=C34)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H]1O InChI=1S/C21H29NO10/c23-9-21(28)10-31-20(18(21)27)30-8-14-15(24)16(25)17(26)19(32-14)29-6-5-11-7-22-13-4-2-1-3-12(11)13/h1-4,7,14-20,22-28H,5-6,8-10H2/t14-,15-,16+,17-,18+,19-,20-,21-/m1/s1 |
---|
Synonyms | Not Available |
---|
Chemical Formula | C21H29NO10 |
---|
Average Mass | 455.4600 Da |
---|
Monoisotopic Mass | 455.17915 Da |
---|
IUPAC Name | (2R,3S,4S,5R,6R)-2-({[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-[2-(1H-indol-3-yl)ethoxy]oxane-3,4,5-triol |
---|
Traditional Name | (2R,3S,4S,5R,6R)-2-({[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-[2-(1H-indol-3-yl)ethoxy]oxane-3,4,5-triol |
---|
CAS Registry Number | Not Available |
---|
SMILES | OC[C@@]1(O)CO[C@@H](OC[C@H]2O[C@@H](OCCC3=CNC4=CC=CC=C34)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H]1O |
---|
InChI Identifier | InChI=1S/C21H29NO10/c23-9-21(28)10-31-20(18(21)27)30-8-14-15(24)16(25)17(26)19(32-14)29-6-5-11-7-22-13-4-2-1-3-12(11)13/h1-4,7,14-20,22-28H,5-6,8-10H2/t14-,15-,16+,17-,18+,19-,20-,21-/m1/s1 |
---|
InChI Key | NDDBEAIQQPPQDA-RHAOSNMYSA-N |
---|
Experimental Spectra |
---|
|
| Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
---|
1D NMR | 13C NMR Spectrum (1D, 50 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 150 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 250 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 175 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 225 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 125 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 25 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, Methanol-d4, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Predicted Spectra |
---|
|
| Not Available | Chemical Shift Submissions |
---|
|
| Not Available | Species |
---|
Species of Origin | |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. |
---|
Kingdom | Organic compounds |
---|
Super Class | Organic oxygen compounds |
---|
Class | Organooxygen compounds |
---|
Sub Class | Carbohydrates and carbohydrate conjugates |
---|
Direct Parent | O-glycosyl compounds |
---|
Alternative Parents | |
---|
Substituents | - O-glycosyl compound
- Disaccharide
- 3-alkylindole
- Indole or derivatives
- Indole
- Benzenoid
- Substituted pyrrole
- Oxane
- Heteroaromatic compound
- Tetrahydrofuran
- Tertiary alcohol
- Pyrrole
- Secondary alcohol
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Polyol
- Acetal
- Organic nitrogen compound
- Organopnictogen compound
- Hydrocarbon derivative
- Primary alcohol
- Organonitrogen compound
- Alcohol
- Aromatic heteropolycyclic compound
|
---|
Molecular Framework | Aromatic heteropolycyclic compounds |
---|
External Descriptors | Not Available |
---|
Physical Properties |
---|
State | Not Available |
---|
Experimental Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Predicted Properties | |
---|
General References | - Hu ZX, Xue YB, Bi XB, Zhang JW, Luo ZW, Li XN, Yao GM, Wang JP, Zhang YH: Five new secondary metabolites produced by a marine-associated fungus, Daldinia eschscholzii. Mar Drugs. 2014 Nov 20;12(11):5563-75. doi: 10.3390/md12115563. [PubMed:25419997 ]
- Dai Y, Wang YH, An Y, Lu C, Zhang HH, Fan XT, Wei PH, Ren LK, Shan YZ, Zhao GG: [Observation of efficacy and safety of stereotactic-EEG-guided three-dimensional radiofrequency thermocoagulation for the treatment of drug-resistant insular epilepsy]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3386-3392. doi: 10.3760/cma.j.cn112137-20210505-01057. [PubMed:34758541 ]
- Ren SQ, Wei Y, Wang YQ, Ou Y, Wang Q, Feng HL, Luo C, Nie Y, Lyu Q, Fan SD, Zhou F, Chen ZJ, Zhong S, Tian JZ, Wang D: [Comparison of single incision robot-assisted laparoscopic radical prostatectomy with and without extraperitoneal special channel device]. Zhonghua Yi Xue Za Zhi. 2021 Nov 2;101(40):3345-3350. doi: 10.3760/cma.j.cn112137-20210303-00545. [PubMed:34758536 ]
- Khosravi M: A Possible Type IV Hypersensitivity Reaction to Older Antiepileptic Drugs During and After Recovery from COVID-19 Infection. Pharmacopsychiatry. 2021 Nov 10. doi: 10.1055/a-1678-7429. [PubMed:34758492 ]
- She X, Berger TW, Song D: A Double-Layer, Multi-Resolution Classification Model for Decoding Spatiotemporal Patterns of Spikes with Small Sample Size. Neural Comput. 2021 Nov 4:1-36. doi: 10.1162/neco_a_01459. [PubMed:34758485 ]
|
---|