Quercetin

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Quercetin are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Quercetin?

The molecule Quercetin presents a molecular formula of C15H10O7 and its IUPAC name is 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one.

Quercetin is a flavonoid, a type of polyphenol that is widely distributed in the plant kingdom. It is a natural pigment found in a variety of fruits, vegetables, and grains, and is particularly abundant in onions, apples, and tea..

Quercetin has a variety of potential health benefits, including antioxidant, anti-inflammatory, and anti-carcinogenic properties. It has been shown to reduce the risk of chronic diseases such as heart disease, diabetes, and cancer..

Quercetin is believed to have these effects through a number of mechanisms, including the inhibition of inflammation, the scavenging of free radicals, and the modulation of signaling pathways involved in cell proliferation and apoptosis (programmed cell death)..

Quercetin is available in supplement form, but it can also be obtained through the diet by consuming foods that are rich in this flavonoid. Some studies have suggested that quercetin may have a protective effect against certain types of cancer, such as colon, prostate, and breast cancer..

Summary

From all the above, this molecule is a flavonoid that belongs in a variety of fruits, vegetables, and grains. It has a number of potential health benefits, including antioxidant, anti-inflammatory, and anti-carcinogenic properties. It can be obtained through the diet or in supplement form..

3D structure

Cartesian coordinates

Geometry of Quercetin in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Quercetin REFJWTPEDVJJIY-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Quercetin

 

Molecule descriptors

 
IUPAC name2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one
InChI codeInChI=1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H
InChI KeyREFJWTPEDVJJIY-UHFFFAOYSA-N
SMILESc1cc(c(cc1c1c(c(=O)c2c(cc(cc2o1)O)O)O)O)O

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (+)-3,3',4',5,7-Pentahydroxyflavone
  • (+)-4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-
  • 117-39-5
  • 17Q395
  • 2-(3,4-DIHYDROXYPHENYL)-3,5,7-TRIHYDROXY-4H-BENZOPYRAN-4-ONE
  • 2-(3,4-Dihydroxy-phenyl)-3,5,7-trihydroxy-chromen-4-one
  • 2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one
  • 2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one dihydrate
  • 2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one
  • 2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one #
  • 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chromen-4-one
  • 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chromone;hydrate
  • 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one
  • 3',4',5,7-Tetrahydroxyflavan-3-ol
  • 3',4',5,7-tetrahydroxyflavon-3-ol
  • 3',5,7-Tetrahydroxyflavan-3-ol
  • 3'-hydroxykaempferol
  • 3,3',4',5,7-Pentahydroxyflavone
  • 3,3',4',5,7-Pentahydroxyflavone dihydrate
  • 3,3',4,5,7-Pentahydroxyflavone
  • 3,4',5,5',7-pentahydroxy-Flavone
  • 3,4',5,7-Pentahydroxyflavone
  • 3,5,7,3',4'-Pentahydroxyflavon
  • 3,5,7,3',4'-Pentahydroxyflavone
  • 3,5,7-Trihydroxy-2-(3,4-dihydroxyphenyl)-4H-chromen-4-on
  • 3,5,7-trihydroxy-2-(3,4-dihydroxyphenyl)-4H-chromen-4-one
  • 3,7,3',4'-Pentahydroxyflavone
  • 3cf8
  • 49643640-FD4C-4B93-BD28-0D7C2021CC52
  • 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-
  • 4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-, zirconium(2+) salt (1:1)
  • 4dfu
  • 4mra
  • 74893-81-5
  • 9IKM0I5T1E
  • AC-19596
  • AC-29756
  • ACon1_000560
  • AI3-26018
  • BBL005513
  • BDBM7460
  • BIDD:ER0315
  • BIDD:PXR0007
  • BPBio1_000477
  • BRD-9794
  • BRD9794
  • BRN 0317313
  • BSPBio_000433
  • BSPBio_001068
  • BSPBio_002243
  • Bio1_000369
  • Bio1_000858
  • Bio1_001347
  • Bio2_000374
  • Bio2_000854
  • BiomolKI2_000068
  • BiomolKI_000062
  • C.I. 75670
  • C.I. Natural Yellow 10
  • C.I. Natural red 1
  • C.I. Natural yellow 10 & 13
  • C.I. natural yellow 13
  • C00389
  • CCG-40054
  • CCRIS 1639
  • CI 75670
  • CI Natural Yellow 10
  • CS-3981
  • CU-01000012502-3
  • Ci-75670
  • Corvitin
  • Cyanidelonon 1522
  • Cyanidenolon 1522
  • DB04216
  • DS-3416
  • DSSTox_CID_1218
  • DSSTox_GSID_21218
  • DSSTox_RID_76017
  • DivK1c_000485
  • EU-0100999
  • Enicostemma Littorale Blume
  • FT-0603318
  • FT-0655108
  • Flavin meletin
  • Flavone, 3,3',4',5,7-pentahydroxy-
  • Flavone, 3,3',4',5,7-pentahydroxy-, (+)-
  • Flavone, 3,4',5,5',7-pentahydroxy-
  • Flavone,3',4',5,7-pentahydroxy-
  • GTPL5346
  • HMS1362F09
  • HMS1792F09
  • HMS1923O19
  • HMS1990F09
  • HMS3263G19
  • HMS3267M12
  • HMS3414J21
  • HMS3649D04
  • HMS3656C15
  • HMS3678J19
  • HMS501I07
  • HSDB 3529
  • HY-18085
  • IDI1_000485
  • IDI1_002129
  • K00029
  • KBio1_000485
  • KBio2_000408
  • KBio2_000584
  • KBio2_002976
  • KBio2_003152
  • KBio2_005544
  • KBio2_005720
  • KBio3_000775
  • KBio3_000776
  • KBio3_001463
  • KBioGR_000408
  • KBioGR_001293
  • KBioSS_000408
  • KBioSS_000584
  • KSC-10-126
  • KSC-23-76
  • KUC104418N
  • KUC107684N
  • Korvitin
  • Kvercetin
  • LDN 0052529
  • LDN-0052529
  • LIM-5662
  • LK87600000
  • LMPK12110004
  • LNS-5662
  • LP00999
  • Lipoflavon
  • Lopac-Q-0125
  • Lopac0_000999
  • MEGxp0_000381
  • MFCD00006828
  • MLS006011766
  • Maybridge1_008992
  • Meletin
  • Meletin;Sophoretin
  • MixCom3_000183
  • N1841
  • NCGC00015870-01
  • NCGC00015870-02
  • NCGC00015870-03
  • NCGC00015870-04
  • NCGC00015870-05
  • NCGC00015870-06
  • NCGC00015870-07
  • NCGC00015870-08
  • NCGC00015870-09
  • NCGC00015870-10
  • NCGC00015870-11
  • NCGC00015870-12
  • NCGC00015870-13
  • NCGC00015870-14
  • NCGC00015870-15
  • NCGC00015870-16
  • NCGC00015870-17
  • NCGC00015870-18
  • NCGC00015870-19
  • NCGC00015870-21
  • NCGC00015870-22
  • NCGC00015870-23
  • NCGC00015870-24
  • NCGC00015870-25
  • NCGC00015870-28
  • NCGC00015870-48
  • NCGC00015870-50
  • NCGC00025016-01
  • NCGC00025016-02
  • NCGC00025016-03
  • NCGC00025016-04
  • NCGC00025016-05
  • NCGC00025016-06
  • NCGC00025016-07
  • NCGC00025016-08
  • NCGC00168962-01
  • NCGC00168962-02
  • NCGC00168962-03
  • NCGC00168962-04
  • NCGC00254218-01
  • NCGC00259857-01
  • NCGC00261684-01
  • NCI-C60106
  • NCI60_042036
  • NCIOpen2_007628
  • NCIOpen2_007882
  • NINDS_000485
  • NIOSH/LK8760000
  • NSC 57655
  • NSC 9219
  • NSC-57655
  • NSC-756660
  • NSC-9219
  • NSC324608
  • NSC57655
  • NSC58588
  • NSC756660
  • NSC9219
  • Natural Yellow 10
  • P0042
  • Prestwick0_000507
  • Prestwick1_000507
  • Prestwick2_000507
  • Prestwick3_000507
  • Q 0125
  • Q-200333
  • Q0025
  • Q409478
  • QUE
  • Quer
  • Quercetin
  • Quercetin (Sophoretin)
  • Quercetin - Sophoretin
  • Quercetin content
  • Quercetin, Sophoretin, Meletin, Quercetine
  • Quercetin-[d3]
  • Quercetin2H2O
  • Quercetin; 3,3',4',5,7-Pentahydroxyflavone
  • Quercetin_sathishkumar
  • Quercetine
  • Quercetol
  • Quercitin
  • Quertin
  • Quertine
  • Ritacetin
  • S00057
  • SDCCGSBI-0050972.P003
  • SGCUT00001
  • SMP1_000252
  • SMR000112559
  • SPECTRUM1500672
  • SR-01000076098
  • SR-01000076098-1
  • SR-01000076098-11
  • SR-01000076098-3
  • SR-01000076098-7
  • SR-01000076098-8
  • STK365650
  • SW148203-4
  • SY057722
  • Sophoretin
  • T-Gelb bzw. grun 1
  • TNP00070
  • TNP00089
  • Tocris-1125
  • WLN: T66 BO EVJ CR CQ DQ & DQ GQ IQ
  • Xanthaurine
  • quercetin
  • s2391
  • to_000078

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3869685
  • CAS-117-39-5
  • UNII-9IKM0I5T1E
  • AKOS000511724
  • BRD-K97399794-001-02-1
  • BRD-K97399794-001-07-0
  • BRD-K97399794-001-09-6
  • BRD-K97399794-001-11-2
  • BRD-K97399794-335-03-1
  • DTXSID4021218
  • CHEMBL50
  • CHEBI:16243
  • Tox21_202308
  • Tox21_300285
  • Tox21_500999
  • EINECS 204-187-1
  • SPBio_000217
  • SPBio_002354
  • UPCMLD-DP081
  • UPCMLD-DP081:001
  • SCHEMBL19723
  • SCHEMBL219729
  • Spectrum_000124
  • Spectrum2_000059
  • Spectrum3_000642
  • Spectrum4_000807
  • Spectrum5_001389

Physico-Chemical properties

IUPAC name2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one
Molecular formulaC15H10O7
Molecular weight302.24
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity78.0
LogP1.5
Topological polar surface area131.4

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.