Structure Database (LMSD)

Common Name
Cryptoxanthin 5',6'-epoxide
Systematic Name
(3R,5'R,6'S)-5',6'-Epoxy-5',6'-dihydro-β,β-caroten-3-ol
Synonyms
LM ID
LMPR01070712
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
synthetic construct (#32630)
Partial Synthesis and Characterization of the Mono-and Diepoxides of β-Cryptoxanthin,
Helc Chim Acta, 1997

String Representations

InChiKey (Click to copy)
LLQCIZOXARRMDO-HGTNRAFMSA-N
InChi (Click to copy)
InChI=1S/C40H56O2/c1-30(18-13-20-32(3)22-23-36-34(5)28-35(41)29-37(36,6)7)16-11-12-17-31(2)19-14-21-33(4)24-27-40-38(8,9)25-15-26-39(40,10)42-40/h11-14,16-24,27,35,41H,15,25-26,28-29H2,1-10H3/b12-11+,18-13+,19-14+,23-22+,27-24+,30-16+,31-17+,32-20+,33-21+/t35-,39-,40+/m1/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@@]23O[C@]2(C)CCCC3(C)C)=C(C)C[C@H]1O

Other Databases

PubChem CID
21587177
Carotenoid ID
CA00430

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 3
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 654.66
Topological Polar Surface Area 32.76
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 11.65
Molar Refractivity 183.84

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