Record Information |
---|
Version | 1.0 |
---|
Created at | 2022-04-28 17:01:16 UTC |
---|
Updated at | 2022-04-28 17:01:16 UTC |
---|
NP-MRD ID | NP0071675 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | Pseudoginsenoside F8 |
---|
Description | [(2S,3R,4S,5S,6S)-3,4-dihydroxy-6-{[(1S,2S,5R,7S,10S,11R,15S,16S)-16-hydroxy-2,6,6,10,11-pentamethyl-15-[(2S)-6-methyl-2-{[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl]oxy}-5-{[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl acetate belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. Pseudoginsenoside F8 is found in Panax ginseng . It was first documented in 2022 (PMID: 35489815). Based on a literature review a significant number of articles have been published on [(2S,3R,4S,5S,6S)-3,4-dihydroxy-6-{[(1S,2S,5R,7S,10S,11R,15S,16S)-16-hydroxy-2,6,6,10,11-pentamethyl-15-[(2S)-6-methyl-2-{[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl]oxy}-5-{[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl acetate (PMID: 35489814) (PMID: 35489813) (PMID: 35489812) (PMID: 35489811). |
---|
Structure | CC(C)=CCC[C@](C)(O[C@H]1O[C@H](CO[C@@H]2OC[C@@H](O)[C@@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O)[C@@]12CCC[C@]1(C)[C@@]1(C)CC[C@@H]3C(C)(C)[C@@H](CC[C@@]3(C)[C@@H]1C[C@@H]2O)O[C@H]1O[C@@H](COC(C)=O)[C@H](O)[C@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]1O InChI=1S/C55H92O23/c1-25(2)12-10-16-54(9,78-48-44(69)40(65)37(62)30(74-48)24-72-46-42(67)35(60)27(58)22-71-46)55-17-11-15-53(55,8)52(7)19-13-31-50(4,5)34(14-18-51(31,6)32(52)20-33(55)59)76-49-45(41(66)38(63)29(75-49)23-70-26(3)57)77-47-43(68)39(64)36(61)28(21-56)73-47/h12,27-49,56,58-69H,10-11,13-24H2,1-9H3/t27-,28-,29+,30-,31-,32+,33+,34-,35-,36+,37+,38+,39-,40-,41+,42-,43+,44+,45+,46+,47+,48-,49-,51-,52+,53-,54+,55-/m1/s1 |
---|
Synonyms | Value | Source |
---|
[(2S,3R,4S,5S,6S)-3,4-Dihydroxy-6-{[(1S,2S,5R,7S,10S,11R,15S,16S)-16-hydroxy-2,6,6,10,11-pentamethyl-15-[(2S)-6-methyl-2-{[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0,.0,]heptadecan-5-yl]oxy}-5-{[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl acetic acid | Generator |
|
---|
Chemical Formula | C55H92O23 |
---|
Average Mass | 1121.3180 Da |
---|
Monoisotopic Mass | 1120.60294 Da |
---|
IUPAC Name | [(2S,3R,4S,5S,6S)-3,4-dihydroxy-6-{[(1S,2S,5R,7S,10S,11R,15S,16S)-16-hydroxy-2,6,6,10,11-pentamethyl-15-[(2S)-6-methyl-2-{[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}-5-{[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl acetate |
---|
Traditional Name | [(2S,3R,4S,5S,6S)-3,4-dihydroxy-6-{[(1S,2S,5R,7S,10S,11R,15S,16S)-16-hydroxy-2,6,6,10,11-pentamethyl-15-[(2S)-6-methyl-2-{[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}hept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}-5-{[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]methyl acetate |
---|
CAS Registry Number | Not Available |
---|
SMILES | CC(C)=CCC[C@](C)(O[C@H]1O[C@H](CO[C@@H]2OC[C@@H](O)[C@@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O)[C@@]12CCC[C@]1(C)[C@@]1(C)CC[C@@H]3C(C)(C)[C@@H](CC[C@@]3(C)[C@@H]1C[C@@H]2O)O[C@H]1O[C@@H](COC(C)=O)[C@H](O)[C@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]1O |
---|
InChI Identifier | InChI=1S/C55H92O23/c1-25(2)12-10-16-54(9,78-48-44(69)40(65)37(62)30(74-48)24-72-46-42(67)35(60)27(58)22-71-46)55-17-11-15-53(55,8)52(7)19-13-31-50(4,5)34(14-18-51(31,6)32(52)20-33(55)59)76-49-45(41(66)38(63)29(75-49)23-70-26(3)57)77-47-43(68)39(64)36(61)28(21-56)73-47/h12,27-49,56,58-69H,10-11,13-24H2,1-9H3/t27-,28-,29+,30-,31-,32+,33+,34-,35-,36+,37+,38+,39-,40-,41+,42-,43+,44+,45+,46+,47+,48-,49-,51-,52+,53-,54+,55-/m1/s1 |
---|
InChI Key | VMKOUWNWNQIQSO-ABFXKCMXSA-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 steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Steroids and steroid derivatives |
---|
Sub Class | Steroidal glycosides |
---|
Direct Parent | Steroidal glycosides |
---|
Alternative Parents | |
---|
Substituents | - Diterpene glycoside
- Steroidal glycoside
- Diterpenoid
- Abeoabietane diterpenoid
- Hydroxysteroid
- 12-hydroxysteroid
- Terpene glycoside
- Fatty acyl glycoside of mono- or disaccharide
- Fatty acyl glycoside
- Alkyl glycoside
- O-glycosyl compound
- Glycosyl compound
- Disaccharide
- Fatty acyl
- Oxane
- Cyclic alcohol
- Secondary alcohol
- Carboxylic acid ester
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Acetal
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic heteropolycyclic compound
|
---|
Molecular Framework | Aliphatic 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 | |
---|