Structure Database (LMSD)

HO O OH
Common Name
Fritschiellaxanthin
Systematic Name
(3S,3'R,6'R)-3,3'-Dihydroxy-β,ε-caroten-4-one
Synonyms
  • (3S,3'R,6'R)-4-Ketolutein
LM ID
LMPR01070027
Formula
C40H54O3
Exact Mass
Calculate m/z
582.407295
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C40 isoprenoids (tetraterpenes) [PR0107]

String Representations

InChiKey (Click to copy)
JKMGDISLOMKFOX-HZYGIUPKSA-N
InChi (Click to copy)
InChI=1S/C40H54O3/c1-28(17-13-19-30(3)21-23-35-32(5)25-34(41)26-39(35,7)8)15-11-12-16-29(2)18-14-20-31(4)22-24-36-33(6)38(43)37(42)27-40(36,9)10/h11-25,34-35,37,41-42H,26-27H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,28-15+,29-16+,30-19+,31-20+/t34-,35-,37-/m0/s1
SMILES (Click to copy)
C1C(C)(C)C(/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[C@H](O)CC2(C)C)=C(C)C(=O)[C@H]1O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Fritschiella tuberosa (#56004)
Chlorophyceae (#3166)
Absolute Konfiguration von α-Doradexanthin und von Fritschiellaxanthin, einem neuen Carotinoid aus Fritschiella tuberosa,
Helv Chim Acta, 1978

Other Databases

CHEBI ID
186793
LIPIDBANK ID
VCA0025
PubChem CID
16061194
Carotenoid ID
CA00638

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 2
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 670.53
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 10.16
Molar Refractivity 185.52

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Created at
-
Updated at
5th Apr 2022