Structure Database (LMSD)

O HO
Common Name
3'-Dehydrolutein
Systematic Name
(3R,6'R)-3-Hydroxy-β,ε-caroten-3'-one
Synonyms
  • Philosamiaxanthin
  • 3-Hydroxy-beta,epsilon-caroten-3'-one
  • 3'-Oxolutein
LM ID
LMPR01070198
Formula
Exact Mass
Calculate m/z
566.41238
Status
Active

Main

Classification

String Representations

InChiKey (Click to copy)
OABQIJAIRYEICK-HRAWYTEHSA-N
InChi (Click to copy)
InChI=1S/C40H54O2/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/h11-25,36-37,42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t36-,37+/m1/s1
SMILES (Click to copy)
C1(/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)=CC(=O)CC2(C)C)=C(C)C[C@@H](O)CC1(C)C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Gallus gallus (#9031)
Isolation of three new carotenoids and proposed metabolic payhways of carotenoids in hen's egg yolk,
Comp. Biochem. Physiol., 1986
Caltha palustris (#3449)
Magnoliopsida (#3398)
Eine Suche nach 3′-Epilutein ( = (3R,3′S,6′R)-β,ε-Carotin-3,3′-diol) und 3′, O-Didehydrolutein (=(3R, 6′R)-3-Hydroxy-β,ε-carotin-3′-on) in Eigelb, in Blüten von Caltha palustris und in Herbstblättern,
Helv Chim Acta, 1979
Samia cynthia (#7127)
Insecta (#50557)
Carotenoids in haemolymph of a silkworm, Philosamia cynthia pryeri Butler: occurrence of 3-hydroxy-3'-keto-a-carotene,
Int J Biochem, 1970
Homo sapiens (#9606)
Mammalia (#40674)
Identification of lutein and zeaxanthin oxidation products in human and monkey retinas.,
Invest Ophthalmol Vis Sci, 1997
Pubmed ID: 9286269

Other Databases

HMDB ID
LIPIDBANK ID
VCA1116
PubChem CID
Carotenoid ID

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 2
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 661.74
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 10.90
Molar Refractivity 183.61

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Created at
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Updated at
10th Oct 2022