5-Hydroxy-2-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
PubChem CID
12304405
Structure
Molecular Formula
Synonyms
- 5-hydroxy-2-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
- Poncirenin
- (2S)-Poncirenin
Molecular Weight
448.4 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
- Create:2007-02-07
- Modify:2025-01-11
Description
Isosakuranin has been reported in Prunus cerasoides with data available.
Chemical Structure Depiction
Conformer generation is disallowed since too many undefined stereo centers
5-hydroxy-2-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
Computed by LexiChem 2.6.6 (PubChem release 2019.06.18)
InChI=1S/C22H24O10/c1-29-11-4-2-10(3-5-11)15-8-14(25)18-13(24)6-12(7-16(18)31-15)30-22-21(28)20(27)19(26)17(9-23)32-22/h2-7,15,17,19-24,26-28H,8-9H2,1H3
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
KEEWIHDTSNESJZ-UHFFFAOYSA-N
Computed by InChI 1.0.5 (PubChem release 2019.06.18)
COC1=CC=C(C=C1)C2CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C22H24O10
Computed by PubChem 2.1 (PubChem release 2019.06.18)
491-69-0
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
448.4 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
0.9
Reference
Computed by XLogP3 3.0 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Donor Count
Property Value
5
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Acceptor Count
Property Value
10
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Rotatable Bond Count
Property Value
5
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Exact Mass
Property Value
448.13694696 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
448.13694696 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
155 Ų
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Heavy Atom Count
Property Value
32
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
638
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
6
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2019.01.04)
Solid
214 °C
Spectra ID
Instrument Type
LC-ESI-TOF
Ionization Mode
negative
Top 5 Peaks
285.0771 100
286.0798 15.62
287.0815 1.40
270.0541 0.50
243.0645 0.40
Notes
instrument=impact HD
Spectra ID
Instrument Type
LC-ESI-TOF
Ionization Mode
negative
Top 5 Peaks
285.0638 100
286.0673 7.31
243.0501 0.70
270.0429 0.60
285.1056 0.50
Notes
instrument=impact HD
MoNA ID
MS Category
Experimental
MS Type
LC-MS
MS Level
MS2
Precursor Type
[M-H]-
Precursor m/z
447.1
Instrument
impact HD
Instrument Type
LC-ESI-TOF
Ionization
ESI
Ionization Mode
negative
Collision Energy
40
Retention Time
603
Top 5 Peaks
285.0795 100
286.0823 15.92
270.0551 12.81
241.0883 9.41
243.0678 9.41
License
License CC-BY-NC-SA 4.0 International
MoNA ID
MS Category
Experimental
MS Type
LC-MS
MS Level
MS2
Precursor Type
[M-H]-
Precursor m/z
447.1
Instrument
impact HD
Instrument Type
LC-ESI-TOF
Ionization
ESI
Ionization Mode
negative
Collision Energy
50
Retention Time
603
Top 5 Peaks
285.0789 100
164.0125 56.86
151.0047 45.55
243.0679 36.74
270.0555 30.43
License
License CC-BY-NC-SA 4.0 International
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Parent, Connectivity Count
Similar Compounds (2D)
Similar Conformers (3D)
Same Count
- Cytoplasm
- Extracellular
The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106
- Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB) and the original publication (see the HMDB citing page). We ask that users who download significant portions of the database cite the HMDB paper in any resulting publications.http://www.hmdb.ca/citingIsosakuraninhttp://www.hmdb.ca/metabolites/HMDB0029481HMDB0029481_msms_440339https://hmdb.ca/metabolites/HMDB0029481#spectra
- LOTUS - the natural products occurrence databaseLICENSEThe code for LOTUS is released under the GNU General Public License v3.0.https://lotus.nprod.net/Isosakuraninhttps://www.wikidata.org/wiki/Q105139929LOTUS Treehttps://lotus.naturalproducts.net/
- MassBank of North America (MoNA)LICENSEThe content of the MoNA database is licensed under CC BY 4.0.https://mona.fiehnlab.ucdavis.edu/documentation/license
- WikidataIsosakuraninhttps://www.wikidata.org/wiki/Q105139929
- PubChem
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
CONTENTS