precursor

Showing entry for Lutein

Identification

PhytoHub ID
PHUB000361
Name
Lutein
Systematic Name
Not Available
Synonyms
  • (3R,3'R,6S)-4,5-DIDEHYDRO-5,6-DIHYDRO-BETA,BETA-CAROTENE-3,3'-DIOL
  • Xanthophyll
  • β,ε-Carotene-3,3'-diol
CAS Number
127-40-2
Average Mass
568.886
Monoisotopic Mass
568.428031043
Chemical Formula
C40H56O2
IUPAC Name
(4R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-2-en-1-ol
InChI Key
KBPHJBAIARWVSC-RTIVXWJOSA-N
InChI Identifier
InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-25,35-37,41-42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35?,36-,37+/m1/s1
SMILES
C\C(\C=C\C=C(/C)\C=C\[[email protected]]1C(C)=CC(O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)C[[email protected]@H](O)CC1(C)C
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
7.32e-04 g/l
LogS (ALOGPS)
-5.89
LogP (ALOGPS)
8.29
Hydrogen Acceptors
2
Hydrogen Donors
2
Rotatable Bond Count
10
Polar Surface Area
40.46
Refractivity
195.0634
Polarizability
73.23043032143329
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-0.9139435291721482
pKa (strongest acidic)
18.21727233987641
Number of Rings
2
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Precursor

Family
Terpenoids
Class
Carotenoids
Sub-class
Not Available

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Prenol lipids
Super-class
Lipids and lipid-like molecules
Sub-class
Tetraterpenoids
Direct Parent Name
Xanthophylls
Alternative Parent Names
["Hydrocarbon derivatives", "Secondary alcohols"]
External Descriptor Annotations
Not Available
Substituent Names
["Alcohol", "Aliphatic homomonocyclic compound", "Hydrocarbon derivative", "Organic oxygen compound", "Organooxygen compound", "Secondary alcohol", "Xanthophyll"]

Spectra from Online Resources

Record IDSourceDescriptionView
CA000113MassBankEI-EBEB Spectrum - -, unspecifiedView Spectra

Food Sources

NameGroup
ApricotFruit, Drupes PublicationsShow
AvocadoVegetables, Fruit vegetables PublicationsShow
BananaFruit, Tropical fruits PublicationsShow
Bell pepper (Capsicum annuum, mild varieties)Vegetables, Fruit vegetables PublicationsShow
BroccoliVegetables, Cabbages PublicationsShow
CarrotVegetables, Root vegetables PublicationsShow
Common cabbageVegetables, Cabbages PublicationsShow
Common peaPulses and beans PublicationsShow
Common sageHerbs and Spices PublicationsShow
CornCereals and cereal products PublicationsShow
CucumberVegetables, Gourds PublicationsShow
DillHerbs and Spices PublicationsShow
Egg yolkAnimal foods PublicationsShow
EndiveVegetables, Leaf vegetables PublicationsShow
European plumFruit, Drupes PublicationsShow
Garden cressVegetables, Leaf vegetables PublicationsShow
KaleVegetables, Cabbages PublicationsShow
LeekVegetables, Onion-family PublicationsShow
LettuceVegetables, Leaf vegetables PublicationsShow
Olive oilFats and oils PublicationsShow
PapayaFruit, Tropical fruits PublicationsShow
ParsleyHerbs and Spices PublicationsShow
PeachFruit, Drupes PublicationsShow
PineappleFruit, Tropical fruits PublicationsShow
PistachioNuts PublicationsShow
PumpkinVegetables, Gourds PublicationsShow
SpinachVegetables, Leaf vegetables PublicationsShow
TomatoVegetables, Fruit vegetables PublicationsShow
Vaccinium (Blueberry, Cranberry, Huckleberry)Fruit, Berries PublicationsShow

Metabolism

No metabolism information available

Inter-Individual Variations Metabolism

No data on inter-individual variations available

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