Record Information |
---|
Version | 1.0 |
---|
Created at | 2022-03-17 19:44:50 UTC |
---|
Updated at | 2022-03-17 19:44:50 UTC |
---|
NP-MRD ID | NP0045884 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | Perlolyrine |
---|
Description | Perlolyrine, also known as alkaloid ys, belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. Perlolyrine is a moderately basic compound (based on its pKa). Outside of the human body, Perlolyrine has been detected, but not quantified in, a few different foods, such as herbs and spices, saffrons, and soy beans. Perlolyrine is found in Apis cerana, Codonopsis pilosula , Codonopsis tangshen , Codonopsis pilosula var.modesta , Houttuynia cordata , Ligusticum chuanxiong, Lolium chuanxiong, Lolium perenne , Lycium chinense, Ophiocordyceps sinensis, Panax ginseng , Polygala tenuifolia , Streptomyces spp. and Tribulus terrestris . This could make perlolyrine a potential biomarker for the consumption of these foods. |
---|
Structure | OCC1=CC=C(O1)C1=NC=CC2=C1NC1=CC=CC=C21 InChI=1S/C16H12N2O2/c19-9-10-5-6-14(20-10)16-15-12(7-8-17-16)11-3-1-2-4-13(11)18-15/h1-8,18-19H,9H2 |
---|
Synonyms | Value | Source |
---|
2-(b-Carbolin-1-yl)-5-hydroxymethylfuran | HMDB | 2-Dehydrocarbonylflazin | HMDB | 5-(9H-Pyrido(3,4-b)indol-1-yl)-2-furanmethanol | HMDB | 5-(9H-Pyrido[3,4-b]indol-1-yl)-2-furanmethanol, 9ci | HMDB | Alkaloid ys | HMDB | [5-(9H-beta-Carbolin-1-yl)-2-furyl]methanol | HMDB | Substance ys | MeSH | Yellow substance ys | MeSH |
|
---|
Chemical Formula | C16H12N2O2 |
---|
Average Mass | 264.2787 Da |
---|
Monoisotopic Mass | 264.08988 Da |
---|
IUPAC Name | (5-{9H-pyrido[3,4-b]indol-1-yl}furan-2-yl)methanol |
---|
Traditional Name | perlolyrine |
---|
CAS Registry Number | 29700-20-7 |
---|
SMILES | OCC1=CC=C(O1)C1=NC=CC2=C1NC1=CC=CC=C21 |
---|
InChI Identifier | InChI=1S/C16H12N2O2/c19-9-10-5-6-14(20-10)16-15-12(7-8-17-16)11-3-1-2-4-13(11)18-15/h1-8,18-19H,9H2 |
---|
InChI Key | KFUCYPGCMLPUMT-UHFFFAOYSA-N |
---|
Experimental Spectra |
---|
|
| Not Available | Predicted Spectra |
---|
|
| Spectrum Type | Description | Depositor ID | Depositor Organization | Depositor | Deposition Date | View |
---|
1D NMR | 13C NMR Spectrum (1D, 25 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 252 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 50 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 75 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 101 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 126 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 151 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 176 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 201 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 226 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Chemical Shift Submissions |
---|
|
| Not Available | Species |
---|
Species of Origin | |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. |
---|
Kingdom | Organic compounds |
---|
Super Class | Alkaloids and derivatives |
---|
Class | Harmala alkaloids |
---|
Sub Class | Not Available |
---|
Direct Parent | Harmala alkaloids |
---|
Alternative Parents | |
---|
Substituents | - Harman
- Beta-carboline
- Pyridoindole
- Indole
- Indole or derivatives
- Benzenoid
- Pyridine
- Heteroaromatic compound
- Pyrrole
- Furan
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- Organonitrogen compound
- Alcohol
- Organic oxygen compound
- Organopnictogen compound
- Organic nitrogen compound
- Aromatic alcohol
- Aromatic heteropolycyclic compound
|
---|
Molecular Framework | Aromatic heteropolycyclic compounds |
---|
External Descriptors | |
---|
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 | |
---|