5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one
- naringenin
- 67604-48-2
- 5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one
- (+/-)-Naringenin
- 4',5,7-Trihydroxyflavanone
- Create:2005-03-25
- Modify:2025-01-25
- (2S)-naringenin
- 4',5,7-trihydroxyflavanone
- BE 14348A
- BE-14348A
- naringenin
- naringenin-7-sulfate
- naringenin
- 67604-48-2
- 5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one
- (+/-)-Naringenin
- 4',5,7-Trihydroxyflavanone
- naringetol
- 93602-28-9
- rac Naringenin
- ( inverted exclamation markA)-Naringenin
- (-)-Naringenin
- 5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
- (+)-naringenin
- MFCD00006844
- CHEMBL32571
- rac-Naringenin
- MLS000028739
- MLS000738094
- CHEBI:50202
- 5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
- NSC11855
- NSC34875
- (R,S)-Naringenin
- SMR000059039
- 4',7-Trihydroxyflavanone
- Flavanone,5,7-trihydroxy-
- BE-14348A
- 4',5,7-trihydroxyflavan-4-one
- Narngenn
- Naringenin?
- CCRIS 8135
- NSC-34875
- 4H-1-Benzopyran-4-one,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-
- 4H-1-Benzopyran-4-one,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (S)-
- Naringenin (NAR)
- Prestwick_531
- (??)-Naringenin
- EINECS 266-769-1
- Opera_ID_106
- Prestwick0_000466
- Prestwick1_000466
- Prestwick2_000466
- Prestwick3_000466
- (R,S)-Naringenin 1000 microg/mL in Acetone
- Oprea1_194140
- SCHEMBL20571
- BSPBio_000572
- MLS001146907
- 5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-one
- SPBio_002511
- BPBio1_000630
- MEGxp0_000358
- SCHEMBL1934259
- SCHEMBL25894738
- ACon1_000582
- BDBM19461
- GTPL10298
- DTXSID50274239
- (+/-)-Naringenin, >=95%
- HMS1569M14
- HMS2096M14
- HMS2231O18
- HMS3352B08
- HMS3373N07
- HMS3656G15
- Naringenin, natural (US), 98%
- BCP31780
- HY-W011641R
- MFCD00870553
- NSC815094
- AKOS015895052
- (+/-)-Naringenin, analytical standard
- CS-W012357
- HY-W011641
- KS-5142
- NSC-815094
- SB17305
- (+/-)-Naringenin, ~95% (HPCE)
- SMP1_000060
- NCGC00017346-02
- NCGC00017346-03
- NCGC00017346-04
- NCGC00017346-09
- NCGC00095963-01
- NCGC00095963-02
- NCGC00095963-03
- AC-20273
- SY049933
- SY075819
- DB-057415
- N0072
- NS00003069
- EN300-717813
- S00279
- AE-848/32605045
- ( inverted exclamation markA)-Naringenin (Standard)
- J-523457
- Q-100521
- BRD-A94669766-001-02-6
- BRD-A94669766-001-04-2
- Q57826857
- Z1741982267
- EC19096C-4404-4A16-9BF9-92F9F358E005
- ( )-Naringenin; 4?,5,7-Trihydroxyflavanone; H-1-benzopyran-4-one
- 5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one, (S)- #
- (+/-)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4- one
150.98 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
158.98 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
167.33 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
167.96 Ų [M+H]+ [CCS Type: DT; Method: stepped-field]
473.0 1
296.0 0.71
179.0 0.60
474.0 0.45
177.0 0.31
209.0 1
545.0 0.75
486.0 0.37
89.0 0.29
210.0 0.27
119.05054 100
271.05429 66.67
177.01141 25.81
93.03358 25.81
151.00171 22.58
119.05 100
65.004 45.92
63.025 29.82
93.035 10.03
117.035 9.69
151.0045 999
119.051 787
271.0605 320
107.0141 273
177.0196 134
65.003 999
41.0033 613
93.0345 499
119.0509 411
117.0345 254
150.914993 100
270.988007 25.97
176.929993 23.87
164.940002 4.53
106.967003 4.25
152.977005 100
147.011993 76.59
147.014008 76.59
273.027008 22.82
231.044006 6.29
- Naringenin (annotation moved to)
- 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)- (annotation moved to)
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
(The corresponding statement to each P-code can be found at the GHS Classification page.)
Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.
Skin Irrit. 2 (100%)
Eye Irrit. 2A (100%)
STOT SE 3 (100%)
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=FTVWIRXFELQLPI-UHFFFAOYSA-N
- BindingDBLICENSEAll data curated by BindingDB staff are provided under the Creative Commons Attribution 3.0 License (https://creativecommons.org/licenses/by/3.0/us/).https://www.bindingdb.org/rwd/bind/info.jspα-CA inhibitor, 5https://www.bindingdb.org/rwd/bind/chemsearch/marvin/MolStructure.jsp?monomerid=19461
- IUPHAR/BPS Guide to PHARMACOLOGYLICENSEThe Guide to PHARMACOLOGY database is licensed under the Open Data Commons Open Database License (ODbL) https://opendatacommons.org/licenses/odbl/. Its contents are licensed under a Creative Commons Attribution-ShareAlike 4.0 International License (http://creativecommons.org/licenses/by-sa/4.0/)https://www.guidetopharmacology.org/about.jsp#licenseGuide to Pharmacology Target Classificationhttps://www.guidetopharmacology.org/targets.jsp
- Therapeutic Target Database (TTD)
- 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/(±)-Naringeninhttps://commonchemistry.cas.org/detail?cas_rn=67604-48-2
- ChemIDplus5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-onehttps://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0067604482ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- DTP/NCILICENSEUnless otherwise indicated, all text within NCI products is free of copyright and may be reused without our permission. Credit the National Cancer Institute as the source.https://www.cancer.gov/policies/copyright-reuse
- EPA DSSTox(+/-)-Naringeninhttps://comptox.epa.gov/dashboard/DTXSID50274239CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- European Chemicals Agency (ECHA)LICENSEUse of the information, documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the ECHA website may be reproduced, distributed and/or used, totally or in part, for non-commercial purposes provided that ECHA is acknowledged as the source: "Source: European Chemicals Agency, http://echa.europa.eu/". Such acknowledgement must be included in each copy of the material. ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions: Links can only be made to webpages that provide a link to the Legal Notice page.https://echa.europa.eu/web/guest/legal-notice5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-onehttps://echa.europa.eu/substance-information/-/substanceinfo/100.060.6815,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one (EC: 266-769-1)https://echa.europa.eu/information-on-chemicals/cl-inventory-database/-/discli/details/30434
- CCSbaseCCSbase Classificationhttps://ccsbase.net/
- ChEBI
- LOTUS - the natural products occurrence databaseLICENSEThe code for LOTUS is released under the GNU General Public License v3.0.https://lotus.nprod.net/5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-onehttps://www.wikidata.org/wiki/Q57826857LOTUS 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
- ClinicalTrials.govLICENSEThe ClinicalTrials.gov data carry an international copyright outside the United States and its Territories or Possessions. Some ClinicalTrials.gov data may be subject to the copyright of third parties; you should consult these entities for any additional terms of use.https://clinicaltrials.gov/ct2/about-site/terms-conditions#Use
- Flavor and Extract Manufacturers Association (FEMA)(+/-)-NARINGENINhttps://www.femaflavor.org/flavor-library/naringenin
- 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/aboutNaringenin fructosidehttps://foodb.ca/compounds/FDB016687
- 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(2R)-5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-onehttp://www.hmdb.ca/metabolites/HMDB0242579HMDB0242579_cms_2149https://hmdb.ca/metabolites/HMDB0242579#spectra
- MassBank of North America (MoNA)LICENSEThe content of the MoNA database is licensed under CC BY 4.0.https://mona.fiehnlab.ucdavis.edu/documentation/license5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-onehttps://mona.fiehnlab.ucdavis.edu/spectra/browse?query=exists(compound.metaData.name:%27InChIKey%27%20and%20compound.metaData.value:%27FTVWIRXFELQLPI-UHFFFAOYSA-N%27)
- NIST Mass Spectrometry Data CenterLICENSEData covered by the Standard Reference Data Act of 1968 as amended.https://www.nist.gov/srd/public-lawNaringeninhttp://www.nist.gov/srd/nist1a.cfm
- SpectraBase4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (S)-https://spectrabase.com/spectrum/DCRewlMU9Lc4',5,7-Trihydroxyflavanonehttps://spectrabase.com/spectrum/HsySuL5yvq74',5,7-TRIHYDROXYFLAVANONEhttps://spectrabase.com/spectrum/5zsvi703zlw4',5,7-TRIHYDROXYFLAVANONEhttps://spectrabase.com/spectrum/ABgZbmblGlc4',5,7-Trihydroxyflavanonehttps://spectrabase.com/spectrum/CAA0eJF02h54',5,7-Trihydroxyflavanonehttps://spectrabase.com/spectrum/8OItpSVx3pe
- Japan Chemical Substance Dictionary (Nikkaji)
- Natural Product Activity and Species Source (NPASS)5,7-Dihydroxy-2-(4-Hydroxyphenyl)-2,3-Dihydrochromen-4-Onehttps://bidd.group/NPASS/compound.php?compoundID=NPC79943
- MassBank Europe
- Metabolomics Workbench5,7-Dihydroxy-2-(4-Hydroxyphenyl)-2,3-Dihydrochromen-4-Onehttps://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=130884
- Nature Chemistry
- NORMAN Suspect List ExchangeLICENSEData: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0https://creativecommons.org/licenses/by/4.0/NarigeninNORMAN Suspect List Exchange Classificationhttps://www.norman-network.com/nds/SLE/
- Springer Nature
- 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/
- Wikidata(+/-)-naringeninhttps://www.wikidata.org/wiki/Q57826857
- Wiley
- 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.htmlEstrogen Antagonistshttps://www.ncbi.nlm.nih.gov/mesh/68004965Anti-Ulcer Agentshttps://www.ncbi.nlm.nih.gov/mesh/68000897
- GHS Classification (UNECE)GHS Classification Treehttp://www.unece.org/trans/danger/publi/ghs/ghs_welcome_e.html
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 388377589https://pubchem.ncbi.nlm.nih.gov/substance/388377589