Formononetin (Compound)

Go to Compound classification

ID	38
Name	Formononetin
Synonyms
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE000038 (Formononetin) 3D Structure for EE000038 (Formononetin) 5280378 -OEChem-09032121083D 32 34 0 0 0 0 0 0 0999 V2000 -1.7449 1.8480 -0.0579 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2991 -1.9666 0.0310 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7736 -0.1500 0.2865 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2336 0.3010 -0.0986 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1774 0.3664 0.0304 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1721 -0.5407 -0.0051 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6416 0.2306 0.0977 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7242 -0.8186 0.0242 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6087 0.7830 -0.0459 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3989 1.5773 -0.0092 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0987 -1.5867 0.0040 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9741 1.0685 -0.0777 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2847 0.1798 1.3362 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3926 0.1531 -1.0772 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9008 0.0260 -0.0682 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4639 -1.2986 -0.0274 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6723 0.0519 1.3995 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7801 0.0250 -1.0138 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4200 -0.0256 0.2245 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4767 -0.2238 -0.9529 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1557 2.5077 -0.0046 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7793 -2.6245 0.0351 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7160 0.2380 2.2613 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9074 0.1904 -2.0498 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3167 2.0997 -0.1098 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1785 -2.1174 -0.0199 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1652 0.0129 2.3671 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2992 -0.0298 -1.9646 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7286 -0.5362 -0.0865 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5412 -0.3204 -0.7154 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1943 -1.1151 -1.5233 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3616 0.6962 -1.5362 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 1 10 1 0 0 0 0 2 8 2 0 0 0 0 3 19 1 0 0 0 0 3 20 1 0 0 0 0 4 15 1 0 0 0 0 4 29 1 0 0 0 0 5 7 1 0 0 0 0 5 8 1 0 0 0 0 5 10 2 0 0 0 0 6 8 1 0 0 0 0 6 9 2 0 0 0 0 6 11 1 0 0 0 0 7 13 2 0 0 0 0 7 14 1 0 0 0 0 9 12 1 0 0 0 0 10 21 1 0 0 0 0 11 16 2 0 0 0 0 11 22 1 0 0 0 0 12 15 2 0 0 0 0 12 25 1 0 0 0 0 13 17 1 0 0 0 0 13 23 1 0 0 0 0 14 18 2 0 0 0 0 14 24 1 0 0 0 0 15 16 1 0 0 0 0 16 26 1 0 0 0 0 17 19 2 0 0 0 0 17 27 1 0 0 0 0 18 19 1 0 0 0 0 18 28 1 0 0 0 0 20 30 1 0 0 0 0 20 31 1 0 0 0 0 20 32 1 0 0 0 0 M END > <PUBCHEM_COMPOUND_CID> 5280378 > <PUBCHEM_CONFORMER_RMSD> 0.6 > <PUBCHEM_CONFORMER_DIVERSEORDER> 1 3 2 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 29 1 -0.16 10 -0.07 11 -0.15 12 -0.15 13 -0.15 14 -0.15 15 0.08 16 -0.15 17 -0.15 18 -0.15 19 0.08 2 -0.57 20 0.28 21 0.15 22 0.15 23 0.15 24 0.15 25 0.15 26 0.15 27 0.15 28 0.15 29 0.45 3 -0.36 4 -0.53 5 -0.01 6 0.09 7 0.03 8 0.47 9 0.08 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 2 > <PUBCHEM_PHARMACOPHORE_FEATURES> 7 1 1 acceptor 1 2 acceptor 1 3 acceptor 1 4 donor 6 1 5 6 8 9 10 rings 6 6 9 11 12 15 16 rings 6 7 13 14 17 18 19 rings > <PUBCHEM_HEAVY_ATOM_COUNT> 20 > <PUBCHEM_ATOM_DEF_STEREO_COUNT> 0 > <PUBCHEM_ATOM_UDEF_STEREO_COUNT> 0 > <PUBCHEM_BOND_DEF_STEREO_COUNT> 0 > <PUBCHEM_BOND_UDEF_STEREO_COUNT> 0 > <PUBCHEM_ISOTOPIC_ATOM_COUNT> 0 > <PUBCHEM_COMPONENT_COUNT> 1 > <PUBCHEM_CACTVS_TAUTO_COUNT> 5 > <PUBCHEM_CONFORMER_ID> 0050927A00000001 > <PUBCHEM_MMFF94_ENERGY> 69.8869 > <PUBCHEM_FEATURE_SELFOVERLAP> 35.55 > <PUBCHEM_SHAPE_FINGERPRINT> 10 15 17846203489632047242 10968037 39 18260268563801719628 11315181 36 18272938236399514880 11524674 6 16774077375408135742 11963148 33 18335977675297305411 12011746 2 18341608213932619461 12107183 9 17247500488075450992 12236239 1 17676205762745479656 12390115 104 18128825136247983881 12403259 415 18272922813235544288 12403814 3 17385719176207418229 12788726 201 18114740434734052545 13140716 1 18266178512633215401 13288520 33 18411983567927840965 13533116 47 17749100059573462154 13760787 19 17385722517291236259 13862211 1 18410289251007063639 14386348 63 17846501430701051870 15042514 8 18267022941737560159 15048467 5 15864068767349493559 15196674 1 18338233890093452369 16988056 13 14800918680663645876 17804303 29 18340484564720651801 17834072 33 17967533484791003276 18681886 176 18261955245394608416 19141452 34 17632574998288187983 200 152 16443058421871472846 20279233 1 17775290473200836998 21033648 29 17060042723267735888 21267235 1 18337394937379059915 2297311 6 18342745108787220580 23035841 295 18335420153722265594 23175994 123 17131834278668255192 23402539 116 18412821408419991855 23536379 177 16008742494647941109 23557571 272 18201160962097921124 23559900 14 18342454893705127960 26918003 58 16272209708077897143 3004659 81 18260551138907386108 335352 9 18410009949536830845 34797466 226 18272943743486812796 3545911 37 18412545396921295143 4340502 62 15051736417164008125 474 4 16951699193210182236 5104073 3 18338802346469267617 542803 24 17603303756398499606 59755656 215 18341334405277957790 67856867 119 18115875272889889836 69090 78 17346593101650258759 7495541 125 18131349739546420544 > <PUBCHEM_SHAPE_MULTIPOLES> 388.11 13.23 1.39 0.97 5.2 0.08 -0.12 1.06 1.53 -1.51 0.02 1.27 -0.02 0.15 > <PUBCHEM_SHAPE_SELFOVERLAP> 860.559 > <PUBCHEM_SHAPE_VOLUME> 207.3 > <PUBCHEM_COORDINATE_TYPE> 2 5 10 $$$$
Description
Classification	Compounds > Chemical entities > Organic compounds > Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4'-O-methylated isoflavonoids > 4'-O-methylisoflavones
CAS number	485-72-3
PubChem ID	5280378
ChEBI ID	18088
FooDB ID	FDB012219
HMDB ID	HMDB0005808

Chemical data

MolDBi data

IUPAC Name	7-hydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one
Traditional IUPAC Name	formononetin
Formula	C16H12O4
InChI	InChI=1S/C16H12O4/c1-19-12-5-2-10(3-6-12)14-9-20-15-8-11(17)4-7-13(15)16(14)18/h2-9,17H,1H3
InChI Key	HKQYGTCOTHHOMP-UHFFFAOYSA-N
Molecular weight	268.268
Exact mass	268.073558866
SMILES	COC1=CC=C(C=C1)C1=COC2=C(C=CC(O)=C2)C1=O

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as 4'-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C4' atom of the isoflavone backbone.
Kingdom	Organic compounds
Super Class	Phenylpropanoids and polyketides
Class	Isoflavonoids
Sub Class	O-methylated isoflavonoids
Direct Parent	4'-O-methylisoflavones
Alternative Parents	Isoflavones Hydroxyisoflavonoids Chromones Phenoxy compounds Methoxybenzenes Anisoles Pyranones and derivatives Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Heteroaromatic compounds Oxacyclic compounds Organic oxides Hydrocarbon derivatives

Publications with Formononetin

ID	Title	First author	Authors	Year	Journal	Volume	Issue	Pages	PubMed ID	DOI	Study design	No. of Biomarkers	No. of Intake values	No. of Concentration values	No. of Reproducibility values	No. of Correlation values	No. of Metabolomic associations	No. of Microbiota associations	No. of Cancer associations

Biomarker data

Measurements of Formononetin in biospecimens

Concentration values

ID	Parent ID	Depth	Subject group	Population	Country	Cohort	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Measurement size	Detected (nb)	Detected (%)	Detected only?	Arithmethic mean	Arithmethic SD	Geometric mean	Geometric SD	Min	Min (detected)	Percentile_05	Percentile_10	Percentile_25	Median	Percentile_75	Percentile_90	Percentile_95	Max	Interquartile range	Mean 95% CI lower	Mean 95% CI upper	GMean 95% CI lower	GMean 95% CI upper	Unit	Converted arithmetic mean	Converted geometric mean	Converted median	Converted unit	Adjustment type	Adjusted on	Regressed on	Expressed as	Publication

Reproducibility values

ID	Excretion ID	Subject group	Population	Country	Cohort	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Arithmetic mean	Geometric mean	Median	Unit	Adjusted on	Reproducibility size	ICC	ICC 95% CI lower	ICC 95% CI upper	CV% WS	CV% BS	VAR WS	VAR BS	Publication

Associations of Formononetin with exposures

Correlation values

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	Intake Time definition	Intake Assessment method	Intake	Intake detail	Supplement intakes included?	Intake Arithmetic mean	Intake Geometric mean	Intake Median	Intake Unit	Intake Adjusted on	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Biomarker Arithmetic mean	Biomarker Geometric mean	Biomarker Median	Biomarker Unit	Biomarker Adjusted on	Correlation size	Correlation type	Correlation value	Correlation 95% CI lower	Correlation 95% CI upper	Correlation p-value	Significant?	Measurement adjustment	Deattenuated?	Covariates	Publication

Metabolomic associations

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	No. of subjects	Intake Assessment method	Intake	Intervention dose	Biospecimen	Analytical method	Biomarker	Structural identification	Feature selection	Area under curve	Sensitivity	Specificity	PLS-DA VIP	Beta coefficient	Beta coefficient p-value	ANOVA p-value	Publication

Microbiota associations

ID	Biomarker	Experimental evidence	Organism	Biospecimen	Antibiotic	Bacterial source	Substrate	Publication

Associations of Formononetin with cancer risk

Cancer associations

ID	Excretion ID	Subject group	Population	Country	Cohort	No. of subjects	No. of cases	No. of controls	Biospecimen	Analytical method	Biomarker	Biomarker detail	Cancer	Study design	Publication

Exposure data

Measurements of Formononetin exposures in populations

Intake values

ID	Parent ID	Depth	Subject group	Population	Country	Cohort	Intake Time definition	Intake assessment tool	Intake food coverage	Intake time coverage	Intake Assessment method	Intake	Intake detail	Food description	Supplement intakes included?	Measurement size	Detected (nb)	Detected (%)	Detected only?	Arithmethic mean	Arithmethic SD	Geometric mean	Geometric SD	Min	Min (detected)	Percentile_05	Percentile_10	Percentile_25	Median	Percentile_75	Percentile_90	Percentile_95	Max	Interquartile range	Mean 95% CI lower	Mean 95% CI upper	GMean 95% CI lower	GMean 95% CI upper	Unit	Converted arithmetic mean	Converted geometric mean	Converted median	Converted unit	Adjustment type	Adjusted on	Regressed on	Expressed as	Publication

Associations of Formononetin exposures with biomarkers

Correlation values

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	Intake Time definition	Intake Assessment method	Intake	Intake detail	Supplement intakes included?	Intake Arithmetic mean	Intake Geometric mean	Intake Median	Intake Unit	Intake Adjusted on	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Biomarker Arithmetic mean	Biomarker Geometric mean	Biomarker Median	Biomarker Unit	Biomarker Adjusted on	Correlation size	Correlation type	Correlation value	Correlation 95% CI lower	Correlation 95% CI upper	Correlation p-value	Significant?	Measurement adjustment	Deattenuated?	Covariates	Publication