Structure Database (LMSD)

Common Name
Auroxanthin
Systematic Name
(3S,5R,8RS,3'S,5'R,8'RS)-5,8:5',8'-Diepoxy-5,8,5',8'-tetrahydro-β,β-carotene-3,3'-diol
Synonyms
LM ID
LMPR01070735
Formula
C40H56O4
Exact Mass
Calculate m/z
600.41786
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

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Citrus sinensis (#2711)
Magnoliopsida (#3398)
Liquid chromatographic profiles of major carotenoid esters in commercially processed California Navel and Valencia orange juice concentrates.,
J Chromatogr, 1988
Pubmed ID: 3417817
Auxenochlorella pyrenoidosa (#3078)
Trebouxiophyceae (#75966)
Improved high performance liquid chromatographic method for determination of carotenoids in the microalga Chlorella pyrenoidosa.,
J Chromatogr A, 2006
Pubmed ID: 16298378

String Representations

InChiKey (Click to copy)
YLUSVJDFTAATNS-RFIAJWJGSA-N
InChi (Click to copy)
InChI=1S/C40H56O4/c1-27(17-13-19-29(3)33-21-35-37(5,6)23-31(41)25-39(35,9)43-33)15-11-12-16-28(2)18-14-20-30(4)34-22-36-38(7,8)24-32(42)26-40(36,10)44-34/h11-22,31-34,41-42H,23-26H2,1-10H3/b12-11+,17-13+,18-14+,27-15+,28-16+,29-19+,30-20+/t31-,32-,33?,34?,39+,40+/m0/s1
SMILES (Click to copy)
C1C(C)(C)C2=CC(O[C@]2(C)C[C@H]1O)/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C1O[C@@]2(C)C(C(C)(C)C[C@H](O)C2)=C1

Other Databases

PubChem CID
134781708
Carotenoid ID
CA00421

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 4
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 662.52
Topological Polar Surface Area 63.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 10.69
Molar Refractivity 186.29

Admin

Created at
17th Nov 2021
Updated at
10th Dec 2021