alpha-Cryptoxanthin (Compound)

Go to Compound classification

ID	1409
Name	alpha-Cryptoxanthin
Synonyms	all-trans-alpha-Cryptoxanthin
Structure	MOL SDF PDB SMILES InChI Structure for EE001409 (alpha-Cryptoxanthin) 3D Structure for EE001409 (alpha-Cryptoxanthin) Mrv0541 05071312232D 41 42 0 0 0 0 999 V2000 4.9500 -8.3678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2355 -8.7803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2355 -9.6054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9500 -10.0179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6645 -9.6054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6645 -8.7803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5334 -7.7845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2355 -7.9553 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3789 -10.0179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3789 -8.3678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0934 -8.7803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8079 -8.3678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8079 -7.5428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5223 -8.7803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2368 -8.3678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9513 -8.7803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6658 -8.3678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6658 -7.5428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3802 -8.7803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.0947 -8.3678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.8092 -8.7803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.5236 -8.3678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.2381 -8.7803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.2381 -9.6053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.9526 -8.3678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.6671 -8.7803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.3815 -8.3678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.0960 -8.7803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.0960 -9.6053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.8105 -8.3678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.5249 -8.7803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.2394 -8.3678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.9539 -7.1303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.2394 -7.5428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.9539 -8.7804 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.6683 -8.3678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.6683 -7.5428 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 18.5249 -7.1303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.3828 -7.1303 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 19.5414 -9.4948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.5372 -9.3637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 2 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 2 0 0 0 0 1 6 1 0 0 0 0 1 7 1 0 0 0 0 1 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 10 11 2 0 0 0 0 11 12 1 0 0 0 0 12 13 1 0 0 0 0 12 14 2 0 0 0 0 14 15 1 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 17 19 2 0 0 0 0 19 20 1 0 0 0 0 20 21 2 0 0 0 0 21 22 1 0 0 0 0 22 23 2 0 0 0 0 23 24 1 0 0 0 0 23 25 1 0 0 0 0 25 26 2 0 0 0 0 26 27 1 0 0 0 0 27 28 2 0 0 0 0 28 29 1 0 0 0 0 28 30 1 0 0 0 0 30 31 2 0 0 0 0 31 32 1 0 0 0 0 34 32 1 0 0 0 0 32 35 1 0 0 0 0 33 34 2 0 0 0 0 35 36 1 0 0 0 0 36 37 1 0 0 0 0 33 37 1 0 0 0 0 34 38 1 0 0 0 0 37 39 1 6 0 0 0 35 40 1 0 0 0 0 35 41 1 0 0 0 0 M END > <DATABASE_ID> EE001409 > <DATABASE_NAME> ExposomeExplorer > <SMILES> C\C(\C=C\C=C(/C)\C=C\C1C(C)=C[C@H](O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)CCCC1(C)C > <INCHI_IDENTIFIER> InChI=1S/C40H56O/c1-30(18-13-20-32(3)23-25-37-34(5)22-15-27-39(37,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-38-35(6)28-36(41)29-40(38,9)10/h11-14,16-21,23-26,28,36,38,41H,15,22,27,29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+/t36-,38?/m0/s1 > <INCHI_KEY> ORAKUVXRZWMARG-DWADUKLPSA-N > <FORMULA> C40H56O > <MOLECULAR_WEIGHT> 552.872 > <EXACT_MASS> 552.433116414 > <JCHEM_ACCEPTOR_COUNT> 1 > <JCHEM_AVERAGE_POLARIZABILITY> 72.46441552790716 > <JCHEM_BIOAVAILABILITY> 0 > <JCHEM_DONOR_COUNT> 1 > <JCHEM_FORMAL_CHARGE> 0 > <JCHEM_GHOSE_FILTER> 0 > <JCHEM_IUPAC> (1R)-3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-2-en-1-ol > <ALOGPS_LOGP> 9.10 > <JCHEM_LOGP> 9.936927857666667 > <ALOGPS_LOGS> -6.03 > <JCHEM_MDDR_LIKE_RULE> 0 > <JCHEM_NUMBER_OF_RINGS> 2 > <JCHEM_PHYSIOLOGICAL_CHARGE> 0 > <JCHEM_PKA_STRONGEST_ACIDIC> 18.21727233987641 > <JCHEM_PKA_STRONGEST_BASIC> -1.3915650785380587 > <JCHEM_POLAR_SURFACE_AREA> 20.23 > <JCHEM_REFRACTIVITY> 193.39390000000006 > <JCHEM_ROTATABLE_BOND_COUNT> 10 > <JCHEM_RULE_OF_FIVE> 0 > <ALOGPS_SOLUBILITY> 5.14e-04 g/l > <JCHEM_TRADITIONAL_IUPAC> α-cryptoxanthin > <JCHEM_VEBER_RULE> 1 $$$$
Description
Classification	Compounds > Diet > Lipids > Carotenoids > Xanthophylls
CAS number	24480-38-4
PubChem ID	23724629
ChEBI ID	10223
FooDB ID	FDB015827
HMDB ID	HMDB02268

Chemical data

MolDBi data

IUPAC Name	(1R)-3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-2-en-1-ol
Traditional IUPAC Name	α-cryptoxanthin
Formula	C40H56O
InChI	InChI=1S/C40H56O/c1-30(18-13-20-32(3)23-25-37-34(5)22-15-27-39(37,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-38-35(6)28-36(41)29-40(38,9)10/h11-14,16-21,23-26,28,36,38,41H,15,22,27,29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+/t36-,38?/m0/s1
InChI Key	ORAKUVXRZWMARG-DWADUKLPSA-N
Molecular weight	552.872
Exact mass	552.433116414
SMILES	C\C(\C=C\C=C(/C)\C=C\C1C(C)=C[C@H](O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)CCCC1(C)C

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone.
Kingdom	Organic compounds
Super Class	Lipids and lipid-like molecules
Class	Prenol lipids
Sub Class	Tetraterpenoids
Direct Parent	Xanthophylls
Alternative Parents	Secondary alcohols Hydrocarbon derivatives

Publications with alpha-Cryptoxanthin

Title	First author	Year
Intraindividual variability in serum micronutrients: effects on reliability of estimated parameters	Shvetsov	2009
Plasma carotenoids, retinol, and tocopherols and postmenopausal breast cancer risk in the Multiethnic Cohort Study: a nested case-control study	Epplein	2009
Prediagnostic circulating carotenoid levels and the risk of non-Hodgkin lymphoma: the Multiethnic Cohort	Ollberding	2012
Plasma carotenoids, tocopherols, retinol and breast cancer risk: results from the Shanghai Women Health Study (SWHS)	Dorjgochoo	2009
Serum vitamins and the subsequent risk of bladder cancer	Nomura	2003

Biomarker data

Measurements of alpha-Cryptoxanthin 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 alpha-Cryptoxanthin 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

Associations of alpha-Cryptoxanthin 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 alpha-Cryptoxanthin 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 alpha-Cryptoxanthin 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