Hyodeoxycholic acid (Compound)

Go to Compound classification

ID	1842
Name	Hyodeoxycholic acid
Synonyms	3alpha,6alpha-Dihydroxy-5beta-cholanoic acid; 6alpha-Hydroxylithocholate; 7-Deoxyhyocholic acid; Hyodesoxycholic acid; Hyodeoxycholate; HDCA
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE001842 (Hyodeoxycholic acid) 3D Structure for EE001842 (Hyodeoxycholic acid) 5283820 -OEChem-10111914063D 68 71 0 1 0 0 0 0 0999 V2000 -4.0781 0.7730 2.9752 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7531 -3.4779 0.2260 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3971 -2.8119 0.8466 O 0 0 0 0 0 0 0 0 0 0 0 0 7.2285 -0.7037 0.9888 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2841 0.6338 0.6915 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0930 0.9209 -0.5920 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1955 1.0114 0.5604 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.8220 0.1802 -0.6064 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3618 0.4690 -0.7796 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4965 0.4903 -0.1003 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.0900 0.2319 0.5887 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5106 0.0546 -1.7169 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9951 0.3118 -1.9140 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1203 1.2768 1.7938 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9511 0.7852 1.8749 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5745 1.0662 1.3331 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4470 1.0523 1.7275 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.0185 -0.4426 -1.8570 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0870 2.4085 -1.0257 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1851 -1.2680 0.9566 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6784 0.8990 -0.9677 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.6052 1.9266 -1.2498 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0703 -1.9156 -1.4748 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8058 -2.1071 -0.1555 C 0 0 1 0 0 0 0 0 0 0 0 0 4.9990 0.4345 -0.3198 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5070 0.3426 -2.3850 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0623 -1.0722 -0.0614 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3402 -1.4697 0.6426 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3127 -0.4518 0.8858 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2672 2.0792 0.3306 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7202 -0.8739 -0.3134 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4664 -0.6042 -0.0174 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1301 0.5775 0.4917 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6562 -1.0096 -1.4913 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9823 0.2385 -2.6827 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1345 1.3037 -2.3549 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3540 -0.4098 -2.6558 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9415 0.8104 2.7681 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9012 2.3458 1.8927 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7824 -0.2328 2.2479 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5532 1.4434 2.6580 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1079 2.0231 1.3688 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0950 0.3731 2.0030 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5961 2.1218 1.5408 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5161 -0.3352 -2.8243 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0509 -0.1055 -2.0282 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5574 3.0614 -0.2837 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6219 2.5551 -1.9689 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0773 2.7953 -1.1868 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2014 -1.6797 1.2110 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7888 -1.3954 1.8644 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7426 1.9917 -1.0429 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1323 2.6704 -0.6044 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2296 2.0884 -2.2656 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6776 2.1549 -1.2682 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5806 -2.4858 -2.2608 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0622 -2.3427 -1.4168 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8611 -1.8372 -0.2819 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8369 0.7232 -0.9685 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1635 0.9758 0.6201 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1453 -0.6903 -2.3908 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8537 0.9720 -2.9922 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4714 0.3451 -2.9073 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0257 0.9659 2.8723 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2480 -3.5710 1.0579 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2524 -1.4031 0.5935 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0120 -1.6218 -1.0069 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2254 -3.0777 1.3000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 1 64 1 0 0 0 0 2 24 1 0 0 0 0 2 65 1 0 0 0 0 3 28 1 0 0 0 0 3 68 1 0 0 0 0 4 28 2 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 5 14 1 0 0 0 0 5 29 1 0 0 0 0 6 10 1 0 0 0 0 6 12 1 0 0 0 0 6 19 1 0 0 0 0 7 8 1 0 0 0 0 7 15 1 0 0 0 0 7 30 1 0 0 0 0 8 9 1 0 0 0 0 8 13 1 0 0 0 0 8 31 1 0 0 0 0 9 11 1 0 0 0 0 9 18 1 0 0 0 0 9 22 1 0 0 0 0 10 16 1 0 0 0 0 10 21 1 0 0 0 0 10 32 1 0 0 0 0 11 17 1 0 0 0 0 11 20 1 0 0 0 0 11 33 1 0 0 0 0 12 13 1 0 0 0 0 12 34 1 0 0 0 0 12 35 1 0 0 0 0 13 36 1 0 0 0 0 13 37 1 0 0 0 0 14 16 1 0 0 0 0 14 38 1 0 0 0 0 14 39 1 0 0 0 0 15 17 1 0 0 0 0 15 40 1 0 0 0 0 15 41 1 0 0 0 0 16 42 1 0 0 0 0 16 43 1 0 0 0 0 17 44 1 0 0 0 0 18 23 1 0 0 0 0 18 45 1 0 0 0 0 18 46 1 0 0 0 0 19 47 1 0 0 0 0 19 48 1 0 0 0 0 19 49 1 0 0 0 0 20 24 1 0 0 0 0 20 50 1 0 0 0 0 20 51 1 0 0 0 0 21 25 1 0 0 0 0 21 26 1 0 0 0 0 21 52 1 0 0 0 0 22 53 1 0 0 0 0 22 54 1 0 0 0 0 22 55 1 0 0 0 0 23 24 1 0 0 0 0 23 56 1 0 0 0 0 23 57 1 0 0 0 0 24 58 1 0 0 0 0 25 27 1 0 0 0 0 25 59 1 0 0 0 0 25 60 1 0 0 0 0 26 61 1 0 0 0 0 26 62 1 0 0 0 0 26 63 1 0 0 0 0 27 28 1 0 0 0 0 27 66 1 0 0 0 0 27 67 1 0 0 0 0 M END > <PUBCHEM_COMPOUND_CID> 5283820 > <PUBCHEM_CONFORMER_RMSD> 0.8 > <PUBCHEM_CONFORMER_DIVERSEORDER> 3 5 6 1 4 2 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 11 1 -0.68 17 0.28 2 -0.68 24 0.28 27 0.06 28 0.66 3 -0.65 4 -0.57 64 0.4 65 0.4 68 0.5 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 6.2 > <PUBCHEM_PHARMACOPHORE_FEATURES> 12 1 1 acceptor 1 1 donor 1 2 acceptor 1 2 donor 1 26 hydrophobe 1 3 acceptor 1 4 acceptor 3 3 4 28 anion 5 5 6 10 14 16 rings 6 5 6 7 8 12 13 rings 6 7 8 9 11 15 17 rings 6 9 11 18 20 23 24 rings > <PUBCHEM_HEAVY_ATOM_COUNT> 28 > <PUBCHEM_ATOM_DEF_STEREO_COUNT> 10 > <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> 1 > <PUBCHEM_CONFORMER_ID> 00509FEC00000003 > <PUBCHEM_MMFF94_ENERGY> 95.0858 > <PUBCHEM_FEATURE_SELFOVERLAP> 61.082 > <PUBCHEM_SHAPE_FINGERPRINT> 10 15 16558747927877276890 10319926 262 16916797223747173310 10498660 4 13984657100751919637 10670039 82 12973600015605790694 11796584 16 18338230462741257326 12403259 415 14692301625116739268 12422481 6 16056876897777907428 12596602 18 18201716271678524082 12633257 1 15913043278498116724 12954195 1 16226323686864382780 13140716 1 16413776327105941077 13224815 77 17059784437320712981 13583140 156 18202274793204385677 13675066 3 15769505269518106932 13782708 43 18040429980668750850 14211702 104 18342181059655039822 14251751 18 18409445895275953070 15183329 4 14779267484715265912 15188451 53 18201997776556799991 15788980 27 18186805768439794892 17349148 13 18270973430584758164 17780758 139 17917991672438909475 17980427 23 15267051554333574816 1813 80 18342748390664799420 19377110 9 17775002436221142232 20567600 247 18187359931280811130 21033650 10 16806150074119478053 21267235 1 15285655286748668841 21637258 2 18334569153540055666 21709351 56 13118286988124007782 22182313 1 15625407661033836381 22393880 68 14779268648066126440 23379529 103 17098912847834186699 23559900 14 18189886677567773917 23569914 152 16375745078964070126 23569914 2 9365369939811003470 2838139 119 9223220863414095026 392239 28 16630238199258067726 4015057 19 17386013917990420700 484985 159 18272372014583496571 5104073 3 17561084738985320456 531348 171 18041835104335014453 5364581 5 16200136729751848802 70251023 43 17897167034178960973 7237137 82 13262684759172661163 > <PUBCHEM_SHAPE_MULTIPOLES> 552.75 14.15 2.33 2.25 18.27 1.32 0.15 9.54 -5.3 -1.74 -0.82 -0.54 -0.35 -1.35 > <PUBCHEM_SHAPE_SELFOVERLAP> 1157.652 > <PUBCHEM_SHAPE_VOLUME> 311 > <PUBCHEM_COORDINATE_TYPE> 2 5 10 $$$$
Description
Classification	Compounds > Chemical entities > Organic compounds > Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Dihydroxy bile acids, alcohols and derivatives
CAS number	83-49-8
PubChem ID	5283820
ChEBI ID	52023
FooDB ID	FDB022211
HMDB ID	HMDB0000733

Chemical data

MolDBi data

IUPAC Name	(4R)-4-[(1S,2R,5R,8S,10S,11S,14R,15R)-5,8-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid
Traditional IUPAC Name	(4R)-4-[(1S,2R,5R,8S,10S,11S,14R,15R)-5,8-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid
Formula	C24H40O4
InChI	InChI=1S/C24H40O4/c1-14(4-7-22(27)28)17-5-6-18-16-13-21(26)20-12-15(25)8-10-24(20,3)19(16)9-11-23(17,18)2/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16+,17-,18+,19+,20+,21+,23-,24-/m1/s1
InChI Key	DGABKXLVXPYZII-SIBKNCMHSA-N
Molecular weight	392.58
Exact mass	392.292659768
SMILES	C[C@H](CCC(O)=O)[C@H]1CC[C@H]2[C@@H]3C[C@H](O)[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups.
Kingdom	Organic compounds
Super Class	Lipids and lipid-like molecules
Class	Steroids and steroid derivatives
Sub Class	Bile acids, alcohols and derivatives
Direct Parent	Dihydroxy bile acids, alcohols and derivatives
Alternative Parents	6-hydroxysteroids 3-alpha-hydroxysteroids Secondary alcohols Cyclic alcohols and derivatives Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds

Publications with Hyodeoxycholic acid

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 Hyodeoxycholic acid 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 Hyodeoxycholic acid 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 Hyodeoxycholic acid 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 Hyodeoxycholic acid 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 Hyodeoxycholic acid 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