2-Methylbutyrylcarnitine (Compound)

Go to Compound classification

ID	2411
Name	2-Methylbutyrylcarnitine
Synonyms	2-Methylbutyroylcarnitine
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE002411 (2-Methylbutyrylcarnitine) 3D Structure for EE002411 (2-Methylbutyrylcarnitine) 6426901 -OEChem-09232115463D 40 39 0 1 0 0 0 0 0999 V2000 -0.5477 -0.4022 0.1685 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5576 1.0226 -1.3389 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1995 3.4208 0.6818 O 0 5 0 0 0 0 0 0 0 0 0 0 2.6444 2.0799 -1.1116 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8106 -2.0165 0.2438 N 0 3 0 0 0 0 0 0 0 0 0 0 1.7930 -0.5871 0.6433 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7234 0.1851 -0.1270 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4478 -2.6723 0.5060 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1301 -2.1605 -1.2505 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8730 -2.7907 1.0358 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6919 1.6793 0.1988 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8866 -0.5786 -0.0786 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6090 0.1180 -0.5156 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8755 0.4083 0.5587 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9740 2.4639 -0.1148 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5048 -1.2574 -1.2976 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3066 1.0875 1.7980 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7938 -0.1776 0.4666 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5911 -0.5519 1.7213 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8994 0.0988 -1.2046 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2279 -2.5132 -0.3375 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6116 -3.7550 0.5622 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0593 -2.3356 1.4716 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0347 -1.5848 -1.4667 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2998 -3.2217 -1.4592 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2861 -1.8154 -1.8519 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8744 -3.8330 0.7033 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8449 -2.3272 0.8429 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6191 -2.7251 2.0979 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4649 1.7910 1.2684 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0942 2.2390 -0.3104 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6380 -1.3551 0.6560 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7932 -0.1238 0.8369 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1599 1.1817 -0.1654 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7941 -1.9536 -1.7567 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3991 -1.8231 -1.0165 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7910 -0.5270 -2.0625 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9944 0.3476 2.5418 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0664 1.7287 2.2563 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4451 1.7162 1.5531 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 1 13 1 0 0 0 0 2 13 2 0 0 0 0 3 15 1 0 0 0 0 4 15 2 0 0 0 0 5 6 1 0 0 0 0 5 8 1 0 0 0 0 5 9 1 0 0 0 0 5 10 1 0 0 0 0 6 7 1 0 0 0 0 6 18 1 0 0 0 0 6 19 1 0 0 0 0 7 11 1 0 0 0 0 7 20 1 0 0 0 0 8 21 1 0 0 0 0 8 22 1 0 0 0 0 8 23 1 0 0 0 0 9 24 1 0 0 0 0 9 25 1 0 0 0 0 9 26 1 0 0 0 0 10 27 1 0 0 0 0 10 28 1 0 0 0 0 10 29 1 0 0 0 0 11 15 1 0 0 0 0 11 30 1 0 0 0 0 11 31 1 0 0 0 0 12 13 1 0 0 0 0 12 14 1 0 0 0 0 12 16 1 0 0 0 0 12 32 1 0 0 0 0 14 17 1 0 0 0 0 14 33 1 0 0 0 0 14 34 1 0 0 0 0 16 35 1 0 0 0 0 16 36 1 0 0 0 0 16 37 1 0 0 0 0 17 38 1 0 0 0 0 17 39 1 0 0 0 0 17 40 1 0 0 0 0 M CHG 2 3 -1 5 1 M END > <PUBCHEM_COMPOUND_CID> 6426901 > <PUBCHEM_CONFORMER_RMSD> 0.8 > <PUBCHEM_CONFORMER_DIVERSEORDER> 5 126 130 113 94 145 51 151 164 112 143 9 73 28 148 122 121 106 163 150 74 144 31 20 60 153 98 59 133 138 24 161 152 141 54 67 102 85 160 124 147 71 46 65 90 132 97 123 44 156 81 78 140 50 159 83 19 91 162 64 136 99 12 118 7 58 142 87 61 32 100 111 29 115 25 157 108 125 8 16 134 63 70 34 43 155 18 110 75 17 13 129 38 158 101 80 27 62 41 55 107 137 47 154 109 119 103 131 114 49 45 79 56 26 88 84 86 40 48 77 35 1 139 11 36 96 128 120 57 4 105 82 15 117 2 30 149 33 22 68 66 72 21 10 92 52 127 14 23 135 39 6 69 116 93 3 53 76 95 37 42 104 89 146 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 14 1 -0.43 10 0.5 11 -0.11 12 0.06 13 0.66 15 0.91 2 -0.57 3 -0.9 4 -0.9 5 -1.01 6 0.5 7 0.28 8 0.5 9 0.5 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 8 > <PUBCHEM_PHARMACOPHORE_FEATURES> 7 1 16 hydrophobe 1 17 hydrophobe 1 2 acceptor 1 3 acceptor 1 4 acceptor 1 5 cation 3 3 4 15 anion > <PUBCHEM_HEAVY_ATOM_COUNT> 17 > <PUBCHEM_ATOM_DEF_STEREO_COUNT> 0 > <PUBCHEM_ATOM_UDEF_STEREO_COUNT> 2 > <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> 0062111500000005 > <PUBCHEM_MMFF94_ENERGY> 47.5717 > <PUBCHEM_FEATURE_SELFOVERLAP> 35.576 > <PUBCHEM_SHAPE_FINGERPRINT> 1 1 18264479758214369836 12532896 13 17762048144556586908 12553582 1 18194404381435441823 13533116 47 18336275596040188123 14178342 30 17987507118395446527 14817 1 14617087449069594838 15309172 13 18046060729431960829 15375462 189 18190188883898064939 15842332 3 18131350826114909535 16945 1 18333724715171302798 1813 80 18125729989023681206 20097449 115 18193553363930405594 201361 129 18341907323897809353 20379382 53 18409173190437597637 20645477 70 18189035608455051871 20671657 1 18340204188928527626 20711985 327 18267012873727271098 20711985 344 17332801652446314766 21041028 32 18193844734227241392 21061003 4 18191020106145941843 21501502 16 18341610438831303839 21524375 3 18123744524600840628 2255824 54 18410575076200206095 23419403 2 17462525539295793030 23557571 272 17691112748395963486 23598291 2 18273219673122193133 2748010 2 18049702041465294654 305870 269 18339364179230336649 31174 14 18333735689181846811 312423 11 18201726163125616079 352729 6 17616815869398191851 4175511 71 18054526715641646689 458136 41 18189070839470380872 6049 1 17749389222451954941 633830 44 18127423464585075549 6992083 37 17984983692001256339 7364860 26 18412544318731438700 7615 1 18202557385220544693 81228 2 17401476053584815696 > <PUBCHEM_SHAPE_MULTIPOLES> 321.39 5.92 3.62 1.32 4.82 1.47 -0.02 -1.1 -0.66 -4.47 -0.29 0.55 -0.12 -1.16 > <PUBCHEM_SHAPE_SELFOVERLAP> 614.007 > <PUBCHEM_SHAPE_VOLUME> 198.6 > <PUBCHEM_COORDINATE_TYPE> 2 5 10 $$$$
Description
Classification	Compounds > Chemical entities > Organic compounds > Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters > Acyl carnitines
CAS number
PubChem ID	6426901
ChEBI ID	73026
FooDB ID	FDB021996
HMDB ID	HMDB0000378

Chemical data

MolDBi data

IUPAC Name	3-[(2-methylbutanoyl)oxy]-4-(trimethylazaniumyl)butanoate
Traditional IUPAC Name	2-methylbutyroylcarnitine
Formula	C12H23NO4
InChI	InChI=1S/C12H23NO4/c1-6-9(2)12(16)17-10(7-11(14)15)8-13(3,4)5/h9-10H,6-8H2,1-5H3
InChI Key	IHCPDBBYTYJYIL-UHFFFAOYSA-N
Molecular weight	245.3153
Exact mass	245.162708229
SMILES	CCC(C)C(=O)OC(CC([O-])=O)C[N+](C)(C)C

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as acyl carnitines. These are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond.
Kingdom	Organic compounds
Super Class	Lipids and lipid-like molecules
Class	Fatty Acyls
Sub Class	Fatty acid esters
Direct Parent	Acyl carnitines
Alternative Parents	Branched fatty acids Dicarboxylic acids and derivatives Tetraalkylammonium salts Carboxylic acid salts Carboxylic acid esters Carboxylic acids Organopnictogen compounds Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Amines

Publications with 2-Methylbutyrylcarnitine

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 2-Methylbutyrylcarnitine 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 2-Methylbutyrylcarnitine 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 2-Methylbutyrylcarnitine 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 2-Methylbutyrylcarnitine 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 2-Methylbutyrylcarnitine 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