Salvigenin
PubChem CID
161271
Structure
Molecular Formula
Synonyms
- Salvigenin
- 19103-54-9
- psathyrotin
- 5-Hydroxy-6,7,4'-trimethoxyflavone
- 7-O-methylpectolinarigenin
Molecular Weight
328.3 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
- Create:2005-03-28
- Modify:2024-12-28
Description
Salvigenin is a trimethoxyflavone that is scutellarein in which the hydroxy groups at positions 4', 6, and 7 are replaced by methoxy groups. It has a role as an autophagy inducer, an apoptosis inhibitor, an antilipemic drug, an immunomodulator, an antineoplastic agent, a neuroprotective agent, a hypoglycemic agent and a plant metabolite. It is a trimethoxyflavone and a monohydroxyflavone. It is functionally related to a scutellarein.
Salvigenin has been reported in Salvia miltiorrhiza, Mesosphaerum urticoides, and other organisms with data available.
See also: Tangerine peel (part of).
Chemical Structure Depiction
CCDC Number
Associated Article
Crystal Structure Data
5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)chromen-4-one
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
InChI=1S/C18H16O6/c1-21-11-6-4-10(5-7-11)13-8-12(19)16-14(24-13)9-15(22-2)18(23-3)17(16)20/h4-9,20H,1-3H3
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
QCDYOIZVELGOLZ-UHFFFAOYSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)O
Computed by OEChem 2.3.0 (PubChem release 2021.10.14)
C18H16O6
Computed by PubChem 2.2 (PubChem release 2021.10.14)
- 5-hydroxy-6,7,4'-trimethoxy-flavone
- 5-hydroxy-6,7,4'-trimethoxyflavone
- salvigenin
- Salvigenin
- 19103-54-9
- psathyrotin
- 5-Hydroxy-6,7,4'-trimethoxyflavone
- 7-O-methylpectolinarigenin
- 4H-1-Benzopyran-4-one, 5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-
- 5-hydroxy-4',6,7-trimethoxyflavone
- 5-hydroxy-6,7,4'-trimethoxy-flavone
- 5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)chromen-4-one
- V522YCM28A
- 5-Hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
- DTXSID90172629
- flavone, 5-hydroxy-4',6,7-trimethoxy-
- 5-Hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
- 4H-1-Bbenzopyran-4-one, 5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-
- Salvesigenine
- Salvigenin (Psathyrotin)
- UNII-V522YCM28A
- CHEMBL376644
- SCHEMBL1427018
- DTXCID0095120
- CHEBI:192703
- QCDYOIZVELGOLZ-UHFFFAOYSA-N
- HY-N1318
- BDBM50092613
- EX-A10450
- LMPK12111166
- AKOS032948589
- MS-24914
- 1ST164932
- DB-118460
- CS-0016722
- AO-222/41148787
- J-012342
- Q63398893
- B0005-172412
- 5-Hydroxy-4',6,7-trimethoxyflavone; 5-Hydroxy-6,7,4'-trimethoxyflavone; 7-O-Methylpectolinarigenin; Psathyrotin; 5-Hydroxy-4',6,7-trimethoxyflavone
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
328.3 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3
Property Value
2.4
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
6
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
328.09468823 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
328.09468823 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
74.2Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
24
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
482
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
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
0
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 2021.10.14)
Semi-standard non-polar
3232.6
- 13C nuclear magnetic resonance spectrum
- Chemical shift
- Chemical structure
- Clearing parameter
- Crystal structure
- Crystal-to-crystal transition
- Density
- Formula unit
- Gross formula
- Liquid crystalline phase
- Melting temperature
- Melting transition
- Molecular structure
- Nuclear magnetic resonance
- Solid-to-solid transition
- Space group
- Spin-spin coupling constant
- Transition pressure
- Unit cell
- Unit cell parameter
Polyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211]
NIST Number
414368
Library
Main library
Total Peaks
235
m/z Top Peak
328
m/z 2nd Highest
313
m/z 3rd Highest
153
Thumbnail
NIST Number
58228
Library
Replicate library
Total Peaks
20
m/z Top Peak
328
m/z 2nd Highest
313
m/z 3rd Highest
69
Thumbnail
Accession ID
Authors
Toshimitsu HAYASHI, Ken TANAKA
Instrument
LCMS-IT-TOF
Instrument Type
LC-ESI-ITTOF
MS Level
MS
Ionization Mode
POSITIVE
Column Name
Waters Atlantis T3 (2.1 x 150 mm, 5 um)
Retention Time
23.393333 min
Top 5 Peaks
329.0992 999
330.1111 196
351.0897 41
314.0898 37
331.1071 30
License
CC BY-SA
MoNA ID
MS Category
Experimental
MS Type
LC-MS
MS Level
MS1
Instrument
LCMS-IT-TOF
Instrument Type
LC-ESI-ITTOF
Ionization Mode
positive
Retention Time
23.393333 min
Top 5 Peaks
329.099200 100
330.111100 19.66
351.089700 4.09
314.089800 3.68
331.107100 2.96
License
CC BY-SA
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
Tangerine peel (part of)
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=QCDYOIZVELGOLZ-UHFFFAOYSA-N
The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/
- ChemIDplusChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
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- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linking
- 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/citing
- ChEBI
- LOTUS - the natural products occurrence databaseLICENSEThe code for LOTUS is released under the GNU General Public License v3.0.https://lotus.nprod.net/Salvigeninhttps://www.wikidata.org/wiki/Q63398893LOTUS Treehttps://lotus.naturalproducts.net/
- ChEMBLLICENSEAccess to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).http://www.ebi.ac.uk/Information/termsofuse.htmlChEMBL Protein Target Treehttps://www.ebi.ac.uk/chembl/g/#browse/targets
- Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes. Any reproduction or use for commercial purpose is prohibited without the prior express written permission of NC State University.http://ctdbase.org/about/legal.jsp
- Crystallography Open Database (COD)LICENSEAll data in the COD and the database itself are dedicated to the public domain and licensed under the CC0 License. Users of the data should acknowledge the original authors of the structural data.https://creativecommons.org/publicdomain/zero/1.0/
- The Cambridge Structural Database
- FooDBLICENSEFooDB 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 (FooDB) and the original publication.https://foodb.ca/aboutSalvigeninhttps://foodb.ca/compounds/FDB006184
- Japan Chemical Substance Dictionary (Nikkaji)
- KNApSAcK Species-Metabolite Database
- Natural Product Activity and Species Source (NPASS)
- LIPID MAPSLipid Classificationhttps://www.lipidmaps.org/
- MassBank Europe
- 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
- Metabolomics Workbench
- NIST Mass Spectrometry Data CenterLICENSEData covered by the Standard Reference Data Act of 1968 as amended.https://www.nist.gov/srd/public-law4H-1-Benzopyran-4-one, 5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-http://www.nist.gov/srd/nist1a.cfm
- SpectraBase4H-1-Benzopyran-4-one, 5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-https://spectrabase.com/spectrum/5aUoatVlkUW4H-1-Benzopyran-4-one, 5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-https://spectrabase.com/spectrum/95ye3NaajHQ
- Rhea - Annotated Reactions DatabaseLICENSERhea has chosen to apply the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/). This means that you are free to copy, distribute, display and make commercial use of the database in all legislations, provided you credit (cite) Rhea.https://www.rhea-db.org/help/license-disclaimer
- Springer Nature
- SpringerMaterials
- Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc-nd/4.0/
- WikidataSalvigeninhttps://www.wikidata.org/wiki/Q63398893
- PubChem
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.html
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 403746145https://pubchem.ncbi.nlm.nih.gov/substance/403746145
CONTENTS