LUT

(3R,3'R,6S)-4,5-DIDEHYDRO-5,6-DIHYDRO-BETA,BETA-CAROTENE-3,3'-DIOL


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Chemical Component Summary

Name(3R,3'R,6S)-4,5-DIDEHYDRO-5,6-DIHYDRO-BETA,BETA-CAROTENE-3,3'-DIOL
Synonyms(3R,3'R)-BETA,BETA-CAROTENE-3,3'-DIOL; LUTEIN
Identifiers(1S)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1R,4R)-4-hydroxy-2,6,6-trimethyl-1-cyclohex-2-enyl]-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethyl-cyclohex-3-en-1-ol
FormulaC40 H56 O2
Molecular Weight568.871
TypeNON-POLYMER
Isomeric SMILESCC1=C(C(C[C@H](C1)O)(C)C)\C=C\C(=C\C=C\C(=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\[C@H]2C(=C[C@@H](CC2(C)C)O)C)\C)\C
InChIInChI=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-/m0/s1
InChIKeyKBPHJBAIARWVSC-NSIPBSJQSA-N

Chemical Details

Formal Charge0
Atom Count98
Chiral Atom Count3
Bond Count99
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB00137 
NameLutein
Groups
  • approved
  • investigational
  • nutraceutical
DescriptionLutein is an xanthophyll and one of 600 known naturally occurring carotenoids. Lutein is synthesized only by plants and like other xanthophylls is found in high quantities in green leafy vegetables such as spinach, kale and yellow carrots. In green plants, xanthophylls act to modulate light energy and serve as non-photochemical quenching agents to deal with triplet chlorophyll (an excited form of chlorophyll), which is overproduced at very high light levels, during photosynthesis.
Synonyms
  • Lutein
  • Xantofyl
  • Xanthophyll
Brand Names
  • Ocuvel
  • Noon for Kids
  • Strovite One Caplets
  • Macuzin
  • Tozal
IndicationXanthophylls are taken for nutritional supplementation, and also for treating dietary shortage or imbalance.
Categories
  • Alkenes
  • Biological Factors
  • Carotenoids
  • Cyclohexanes
  • Cyclohexenes
CAS number127-40-2

Drug Targets

NameTarget SequencePharmacological ActionActions
Serum albuminMKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 448437