Structure Database (LMSD)

Common Name
Luteochrome
Systematic Name
(5R,6S,5'R,8'RS)-5,6:5',8'-Diepoxy-5,6,5',8'-tetrahydro-β,β-carotene
Synonyms
LM ID
LMPR01070714
Formula
C40H56O2
Exact Mass
Calculate m/z
568.42803
Status
Curated
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
Ipomoea batatas (#4120)
Magnoliopsida (#3398)
Isolation and Characterisation of (5R, 6S,5'R,8'R)- and (5R,6S,5'R,8'S)-Luteochrome from Brazilian Sweet Potatoes (Ipomoea batatas LAM.),
Helv Chim Acta, 1986

String Representations

InChiKey (Click to copy)
HSOIPJLINDKQOV-FOTQGIOVSA-N
InChi (Click to copy)
InChI=1S/C40H56O2/c1-30(19-13-20-32(3)23-28-40-37(7,8)25-16-27-39(40,10)42-40)17-11-12-18-31(2)21-14-22-33(4)34-29-35-36(5,6)24-15-26-38(35,9)41-34/h11-14,17-23,28-29,34H,15-16,24-27H2,1-10H3/b12-11+,19-13+,21-14+,28-23+,30-17+,31-18+,32-20+,33-22+/t34?,38-,39-,40+/m1/s1
SMILES (Click to copy)
C1C(C)(C)[C@@]2(O[C@]2(C)CC1)/C=C/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)CCC2)=C1

Other Databases

PubChem CID
134736435
Carotenoid ID
CA00403

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 4
Aromatic Rings
Rotatable Bonds 9
Van der Waals Molecular Volume 644.94
Topological Polar Surface Area 23.83
Hydrogen Bond Donors
Hydrogen Bond Acceptors 2
logP 12.17
Molar Refractivity 182.48

Admin

Created at
17th Nov 2021
Updated at
3rd Dec 2021