Structure Database (LMSD)

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
View MassBank spectra

Classification

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

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

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

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