Genistein

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

What is the Genistein?

The molecule Genistein presents a molecular formula of C15H10O5 and its IUPAC name is 5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one.

Genistein is a molecule that belongs to the class of compounds known as isoflavones. It is a plant-based compound found naturally in a variety of foods, including soybeans, lentils, and chickpeas. Genistein has a chemical structure similar to that of estrogen, a hormone that plays a role in many bodily processes, including the regulation of the menstrual cycle and the development of female secondary sexual characteristics..

Genistein has been studied for its potential health benefits, including its ability to act as an antioxidant, anti-inflammatory, and anti-carcinogenic agent. Some research suggests that genistein may have a protective effect against certain types of cancer, including breast, prostate, and colon cancer..

In addition to its potential cancer-fighting properties, genistein has also been studied for its potential role in the treatment of osteoporosis, heart disease, and menopausal symptoms. However, more research is needed to fully understand the effects of genistein and to determine its safety and effectiveness in the treatment of these conditions..

Genistein is typically consumed through the diet, as it belongs naturally in a variety of foods. However, it is also available in supplement form. It is important to note that genistein supplements may interact with certain medications, including blood thinners and hormone therapies, and may cause side effects in some people. It is always best to consult with a healthcare provider before taking any dietary supplements..

Summary

From all the above, this molecule is a molecule found naturally in a variety of foods that has been studied for its potential health benefits, including its ability to act as an antioxidant and anti-carcinogenic agent. While more research is needed to fully understand the effects of genistein and to determine its safety and effectiveness in the treatment of various health conditions, it may offer some potential benefits. As with any dietary supplement, it is important to consult with a healthcare provider before taking genistein..

3D structure

Cartesian coordinates

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

2D drawing

 

Genistein TZBJGXHYKVUXJN-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Genistein

 

Molecule descriptors

 
IUPAC name5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one
InChI codeInChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H
InChI KeyTZBJGXHYKVUXJN-UHFFFAOYSA-N
SMILESc1cc(ccc1c1coc2cc(cc(c2c1=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.

  • 1x7r
  • 2qa8
  • 3-(4-hydroxyphenyl)-5,7-bis(oxidanyl)chromen-4-one
  • 3kgt
  • 3kgu
  • 4',5, 7-Trihydroxyisoflavone
  • 4',5,7-Trihydroxyisoflavone
  • 4',5,7-trihydroxy-Isoflavone
  • 4',7-Trihydroxyisoflavone
  • 4,5,7-Trihydroxy Iso-Flavone
  • 4,5,7-Trihydroxyisoflavone
  • 446-72-0
  • 46G720
  • 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-
  • 4H-1-Benzopyran-4-one,7-dihydroxy-3-(4-hydroxyphenyl)-
  • 5,7,4'-Trihydroxyisoflavone
  • 5,7-DIHYDROXY-3-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE; 4',5,7-TRIHYDROXYISOFLAVONE; PRUNETOL; GENISTEOL
  • 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4-benzopyrone
  • 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
  • 5,7-dihydroxy-3-(4-hydroxyphenyl)-1-benzopyran-4-one
  • 5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
  • 5,7-dihydroxy-3-(4-hydroxyphenyl)-chromen-4-one
  • 5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one
  • 690224-00-1
  • A826657
  • AB00052696_09
  • AB00052696_12
  • AC-472
  • ACT05962
  • ACon1_001065
  • AMY25676
  • BBL010484
  • BCP07581
  • BDBM19459
  • BIDD:ER0113
  • BIO-300
  • BRN 0263823
  • BSPBio_002375
  • Bio 300
  • Bio1_000445
  • Bio1_000934
  • Bio1_001423
  • Bonistein
  • C.I. 75610
  • C06563
  • CCG-38551
  • CCRIS 7675
  • CS-1534
  • D11680
  • DB01645
  • DH2M523P0H
  • DSSTox_CID_2308
  • DSSTox_GSID_22308
  • DSSTox_RID_76542
  • Differenol A
  • DivK1c_006401
  • EU-0100520
  • F0001-2388
  • FT-0603395
  • FT-0668961
  • FT-0668962
  • FW-635I-2
  • G 6649
  • G-2535
  • G0272
  • GEN
  • GTPL2826
  • Genestein
  • Genistein
  • Genistein (USAN)
  • Genistein (flavonoid)
  • Genistein, 8
  • Genistein,(S)
  • Genistein; 4',5,7-Trihydroxyisoflavone
  • Genisteol
  • Genisterin
  • HMS2271K09
  • HMS3261H21
  • HMS3267K14
  • HMS3412I13
  • HMS3428M01
  • HMS3649B22
  • HMS3654D17
  • HMS3676I13
  • HMS3742I07
  • HSDB 7475
  • HY-14596
  • ISOFLAVONE, 4',5,7-TRIHYDROXY-
  • Isoflavone,5,7-trihydroxy-
  • K00046
  • KBio1_001345
  • KBio2_000800
  • KBio2_002564
  • KBio2_003368
  • KBio2_005132
  • KBio2_005936
  • KBio2_007700
  • KBio3_001595
  • KBio3_003042
  • KBioGR_002006
  • KBioGR_002564
  • KBioSS_000800
  • KBioSS_002573
  • KS-5128
  • LMPK12050218
  • LP00520
  • Lactoferrin-genistein
  • Lopac-G-6649
  • Lopac0_000520
  • MEGxp0_000568
  • MFCD00016952
  • MLS000738127
  • MolMap_000022
  • N1861
  • NCGC00015479-01
  • NCGC00015479-02
  • NCGC00015479-04
  • NCGC00015479-05
  • NCGC00015479-06
  • NCGC00015479-07
  • NCGC00015479-08
  • NCGC00015479-09
  • NCGC00015479-10
  • NCGC00015479-11
  • NCGC00015479-12
  • NCGC00015479-13
  • NCGC00015479-14
  • NCGC00015479-15
  • NCGC00015479-16
  • NCGC00015479-17
  • NCGC00015479-18
  • NCGC00015479-19
  • NCGC00015479-20
  • NCGC00015479-38
  • NCGC00025005-01
  • NCGC00025005-02
  • NCGC00025005-03
  • NCGC00025005-04
  • NCGC00025005-05
  • NCGC00025005-06
  • NCGC00025005-07
  • NCGC00169711-01
  • NCGC00169711-02
  • NCGC00254275-01
  • NCGC00258979-01
  • NCGC00261205-01
  • NCI60_003369
  • NPI 031L
  • NPI-031L
  • NSC 36586
  • NSC-36586
  • NSC36586
  • Oprea1_224620
  • Oprea1_437815
  • PTI G4660
  • PTI-G 4660
  • PTI-G4660
  • Prunetol
  • Q-100484
  • Q415957
  • SB17235
  • SDCCGSBI-0050503.P003
  • SIPI 807-1
  • SIPI-807-1
  • SIPI-9764-I
  • SMP1_000133
  • SMR000112580
  • SPECTRUM210296
  • SR-01000075498
  • SR-01000075498-1
  • SR-01000075498-10
  • SR-01000075498-3
  • SR-01000075498-6
  • STK801619
  • STO514
  • SW203763-2
  • SY050124
  • Sophoricol
  • SpecPlus_000305
  • TNP00151
  • Tocris-1110
  • US8552057, 2
  • WHO 11073
  • cMAP_000086
  • cid_5280961
  • genistein
  • s1342

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC18825330
  • CAS-446-72-0
  • UNII-DH2M523P0H
  • AKOS001590147
  • ALBB-015886
  • BRD-K43797669-001-02-3
  • BRD-K43797669-001-03-1
  • BRD-K43797669-001-10-6
  • DTXSID5022308
  • CHEMBL44
  • CHEBI:28088
  • CHEBI: 28088
  • Tox21_110161
  • Tox21_201428
  • Tox21_300585
  • Tox21_500520
  • Tox21_110161_1
  • EINECS 207-174-9
  • SPBio_000636
  • UPCMLD-DP096
  • UPCMLD-DP096:001
  • SCHEMBL19166
  • Spectrum_000320
  • Spectrum2_000638
  • Spectrum3_000678
  • Spectrum4_001543
  • Spectrum5_000106

Physico-Chemical properties

IUPAC name5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one
Molecular formulaC15H10O5
Molecular weight270.24
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity74.0
LogP2.7
Topological polar surface area90.9

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.