Biochanin A (Compound)

Go to Compound classification

ID	37
Name	Biochanin A
Synonyms
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE000037 (Biochanin A) 3D Structure for EE000037 (Biochanin A) 5280373 -OEChem-09032120263D 33 35 0 0 0 0 0 0 0999 V2000 -1.5524 2.0354 -0.0481 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6821 -2.6771 0.0219 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2259 -1.8226 0.0175 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9000 -0.1973 0.2861 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0871 0.6295 -0.0980 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0537 -0.3391 -0.0102 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3228 0.4943 0.0316 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4489 0.9977 -0.0429 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6151 -0.6620 0.0177 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7821 0.3127 0.0985 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0123 -1.3558 -0.0079 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2155 1.7227 -0.0007 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8047 1.3257 -0.0734 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4226 0.2342 1.3368 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5306 0.2192 -1.0768 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3678 -1.0253 -0.0379 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7634 0.3125 -0.0706 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8055 0.0629 1.3996 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9135 0.0477 -1.0138 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5509 -0.0304 0.2243 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6011 -0.2851 -0.9537 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3676 2.6355 0.0099 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1151 2.3672 -0.0988 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8555 0.3044 2.2620 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0472 0.2774 -2.0493 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1142 -1.8163 -0.0357 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2965 0.0027 2.3670 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4312 -0.0173 -1.9647 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7200 -2.7878 0.0605 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6083 -0.1917 -0.0910 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5148 0.6415 -1.5311 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2914 -1.1637 -1.5297 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6620 -0.4163 -0.7165 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 1 12 1 0 0 0 0 2 11 1 0 0 0 0 2 29 1 0 0 0 0 3 9 2 0 0 0 0 4 20 1 0 0 0 0 4 21 1 0 0 0 0 5 17 1 0 0 0 0 5 30 1 0 0 0 0 6 8 1 0 0 0 0 6 9 1 0 0 0 0 6 11 2 0 0 0 0 7 9 1 0 0 0 0 7 10 1 0 0 0 0 7 12 2 0 0 0 0 8 13 2 0 0 0 0 10 14 2 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 12 22 1 0 0 0 0 13 17 1 0 0 0 0 13 23 1 0 0 0 0 14 18 1 0 0 0 0 14 24 1 0 0 0 0 15 19 2 0 0 0 0 15 25 1 0 0 0 0 16 17 2 0 0 0 0 16 26 1 0 0 0 0 18 20 2 0 0 0 0 18 27 1 0 0 0 0 19 20 1 0 0 0 0 19 28 1 0 0 0 0 21 31 1 0 0 0 0 21 32 1 0 0 0 0 21 33 1 0 0 0 0 M END > <PUBCHEM_COMPOUND_CID> 5280373 > <PUBCHEM_CONFORMER_RMSD> 0.6 > <PUBCHEM_CONFORMER_DIVERSEORDER> 1 3 2 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 30 1 -0.16 10 0.03 11 0.08 12 -0.07 13 -0.15 14 -0.15 15 -0.15 16 -0.15 17 0.08 18 -0.15 19 -0.15 2 -0.53 20 0.08 21 0.28 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 -0.57 30 0.45 4 -0.36 5 -0.53 6 0.09 7 -0.01 8 0.08 9 0.47 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 2 > <PUBCHEM_PHARMACOPHORE_FEATURES> 8 1 1 acceptor 1 2 donor 1 3 acceptor 1 4 acceptor 1 5 donor 6 1 6 7 8 9 12 rings 6 10 14 15 18 19 20 rings 6 6 8 11 13 16 17 rings > <PUBCHEM_HEAVY_ATOM_COUNT> 21 > <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> 12 > <PUBCHEM_CONFORMER_ID> 0050927500000001 > <PUBCHEM_MMFF94_ENERGY> 74.5475 > <PUBCHEM_FEATURE_SELFOVERLAP> 40.625 > <PUBCHEM_SHAPE_FINGERPRINT> 10 15 17846483860860172098 10062212 137 18260264196310765307 11045977 3 18131345340877475856 11315181 36 17846502547271392112 11524674 6 17060617793782669918 11646440 116 18130797772045785249 11796584 16 18342742918950401486 11963148 33 18335414716743354627 12011746 2 18341606006467245837 12107183 9 17029355182017177344 12236239 1 17676206866615391232 12390115 104 18128542561685811905 12403259 415 18272641334037777840 12403814 3 17385719176144179677 12788726 201 18187642449296368912 13140716 1 18266740362974840601 13288520 33 18412265038398659213 13533116 47 18058446517555319106 13760787 19 17894628162413032651 13862211 1 18410570730363105143 14386348 63 17918277554131095974 15042514 8 18265898137210797963 15196674 1 18338516464481609489 15788980 27 18187366540665266976 15880784 105 16630236013119525783 16988056 13 14800635011090470348 17804303 29 18340484560372995441 17834072 33 18040999553382432868 18681886 176 18334858363964012364 19141452 34 17703788163042942375 19489759 90 17988924461907961385 200 152 16515399660134726700 20279233 1 17775290468916380238 20681677 155 18186801404737159058 21033648 29 17060043822832085200 21267235 1 18337113466639287803 21641784 216 14490759984442196966 2215653 11 17917711284073113422 2297311 6 18342463633857989180 23035841 295 18335701624630764802 23175994 123 17203610401882027968 23402539 116 18412821404114397094 23557571 272 18202006486782325948 23559900 14 18342735264970247560 26918003 58 16559032705182879122 3004659 81 18261114084639680164 335352 9 18410291424418615453 34797466 226 18272943739197146212 3545911 37 18411982442388004991 474 4 16951699188920528684 5104073 3 18338518663272874257 5385378 56 18268720411828938827 542803 24 17603303756546225140 59755656 215 18341615876160076814 67856867 119 18116438222985774908 7495541 125 18131068264680538136 > <PUBCHEM_SHAPE_MULTIPOLES> 402.82 13.05 1.64 0.95 8.01 0.42 -0.11 0.75 1.48 -2.1 0.02 1.28 -0.03 0.16 > <PUBCHEM_SHAPE_SELFOVERLAP> 895.778 > <PUBCHEM_SHAPE_VOLUME> 214.5 > <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	491-80-5
PubChem ID	5280373
ChEBI ID	17574
FooDB ID	FDB012223
HMDB ID	HMDB0002338

Chemical data

MolDBi data

IUPAC Name	5,7-dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one
Traditional IUPAC Name	biochanin
Formula	C16H12O5
InChI	InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)12-8-21-14-7-10(17)6-13(18)15(14)16(12)19/h2-8,17-18H,1H3
InChI Key	WUADCCWRTIWANL-UHFFFAOYSA-N
Molecular weight	284.267
Exact mass	284.068473486
SMILES	COC1=CC=C(C=C1)C1=COC2=CC(O)=CC(O)=C2C1=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-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Heteroaromatic compounds Oxacyclic compounds Organic oxides Hydrocarbon derivatives

Publications with Biochanin A

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 Biochanin A 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 Biochanin A 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 Biochanin A 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 Biochanin A 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 Biochanin A 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