13-Docosenoic acid (cis-22:1n-9) (Compound)

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ID	505
Name	13-Docosenoic acid (cis-22:1n-9)
Synonyms	cis-13-Docosenoic acid; Erucic acid; 22:1n-9
Structure	MOL SDF PDB SMILES InChI Structure for EE000505 (13-Docosenoic acid (cis-22:1n-9)) 3D Structure for EE000505 (13-Docosenoic acid (cis-22:1n-9)) Mrv1652309042000262D 24 23 0 0 0 0 999 V2000 9995.4484 9997.0199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9996.1632 9997.4316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9996.8781 9997.0199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9997.5929 9997.4316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9998.3081 9997.0199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9999.0216 9997.4316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9999.8485 9997.4316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10000.5620 9997.0199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10001.2777 9997.4316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10001.9932 9997.0199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10002.7067 9997.4316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10003.4224 9997.0199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10004.1379 9997.4316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10004.8535 9997.0199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10005.5691 9997.4316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9994.7337 9997.4316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9994.0189 9997.0199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9993.3040 9997.4316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9992.5892 9997.0199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9991.8744 9997.4316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9991.1577 9997.0199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9990.4428 9997.4316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9989.7279 9997.0199 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9990.4428 9998.2571 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 16 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 0 0 0 0 21 22 1 0 0 0 0 22 23 1 0 0 0 0 22 24 2 0 0 0 0 M END > <DATABASE_ID> EE000505 > <DATABASE_NAME> ExposomeExplorer > <SMILES> CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O > <INCHI_IDENTIFIER> InChI=1S/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H,23,24)/b10-9- > <INCHI_KEY> DPUOLQHDNGRHBS-KTKRTIGZSA-N > <FORMULA> C22H42O2 > <MOLECULAR_WEIGHT> 338.5677 > <EXACT_MASS> 338.318480588 > <JCHEM_ACCEPTOR_COUNT> 2 > <JCHEM_ATOM_COUNT> 66 > <JCHEM_AVERAGE_POLARIZABILITY> 45.6006376809593 > <JCHEM_BIOAVAILABILITY> 0 > <JCHEM_DONOR_COUNT> 1 > <JCHEM_FORMAL_CHARGE> 0 > <JCHEM_GHOSE_FILTER> 0 > <JCHEM_IUPAC> (13Z)-docos-13-enoic acid > <ALOGPS_LOGP> 8.97 > <JCHEM_LOGP> 8.562073111 > <ALOGPS_LOGS> -7.17 > <JCHEM_MDDR_LIKE_RULE> 0 > <JCHEM_NUMBER_OF_RINGS> 0 > <JCHEM_PHYSIOLOGICAL_CHARGE> -1 > <JCHEM_PKA_STRONGEST_ACIDIC> 4.952019655228562 > <JCHEM_POLAR_SURFACE_AREA> 37.3 > <JCHEM_REFRACTIVITY> 105.80619999999999 > <JCHEM_ROTATABLE_BOND_COUNT> 19 > <JCHEM_RULE_OF_FIVE> 0 > <ALOGPS_SOLUBILITY> 2.27e-05 g/l > <JCHEM_TRADITIONAL_IUPAC> erucic acid > <JCHEM_VEBER_RULE> 0 $$$$
Description
Classification	Compounds > Chemical entities > Organic compounds > Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Very long-chain fatty acids
CAS number	112-86-7
PubChem ID	5281116
ChEBI ID	28792
FooDB ID	FDB004287
HMDB ID	HMDB0002068

Chemical data

MolDBi data

IUPAC Name	(13Z)-docos-13-enoic acid
Traditional IUPAC Name	erucic acid
Formula	C22H42O2
InChI	InChI=1S/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H,23,24)/b10-9-
InChI Key	DPUOLQHDNGRHBS-KTKRTIGZSA-N
Molecular weight	338.5677
Exact mass	338.318480588
SMILES	CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.
Kingdom	Organic compounds
Super Class	Lipids and lipid-like molecules
Class	Fatty Acyls
Sub Class	Fatty acids and conjugates
Direct Parent	Very long-chain fatty acids
Alternative Parents	Unsaturated fatty acids Straight chain fatty acids Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds

Publications with 13-Docosenoic acid (cis-22:1n-9)

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 13-Docosenoic acid (cis-22:1n-9) 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 13-Docosenoic acid (cis-22:1n-9) 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 13-Docosenoic acid (cis-22:1n-9) 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 13-Docosenoic acid (cis-22:1n-9) 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 13-Docosenoic acid (cis-22:1n-9) 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