Structure Database (LMSD)

HO O
Common Name
2-Hydroxy-beta-carotene 5,6-epoxide
Systematic Name
(2R,5S,6R)-5,6-Epoxy-5,6-dihydro-β,β-caroten-2-ol
Synonyms
LM ID
LMPR01070707
Formula
C40H56O2
Exact Mass
Calculate m/z
568.42803
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)
CIYCVFPIPRSGLH-FRLLEXNCSA-N
InChi (Click to copy)
InChI=1S/C40H56O2/c1-30(18-13-20-32(3)23-24-35-34(5)22-15-27-37(35,6)7)16-11-12-17-31(2)19-14-21-33(4)25-29-40-38(8,9)36(41)26-28-39(40,10)42-40/h11-14,16-21,23-25,29,36,41H,15,22,26-28H2,1-10H3/b12-11+,18-13+,19-14+,24-23+,29-25+,30-16+,31-17+,32-20+,33-21+/t36-,39+,40-/m1/s1
SMILES (Click to copy)
[C@H]1(O)C(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)/C=C/C1=C(C)CCCC1(C)C

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Trentepohlia jolithus (#208158)
Ulvophyceae (#33103)
Algal Carotenoids. XI. New Carotenoid Epoxides from Trentepohlia iolithus,
Acta Chem. Scand, 1974

Other Databases

PubChem CID
162972383
Carotenoid ID
CA00399

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 3
Aromatic Rings
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

Admin

Created at
17th Nov 2021
Updated at
2nd Dec 2021