Structure Database (LMSD)

Common Name
Loroxanthin dodecenoate
Systematic Name
(3R,3'R,6'R)-19-Dodec-2-enoyloxy-β,ε-carotene-3,3'-diol
Synonyms
LM ID
LMPR01070918
Formula
C52H76O4
Exact Mass
Calculate m/z
764.57436
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

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

Biological Context

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Tetraselmis (#3164)
Chlorodendrophyceae (#1524962)
OCCURRENCE OF LOROXANTHIN, LOROXANTHIN DECENOATE, AND LOROXANTHIN DODECENOATE IN TETRASELMIS SPECIES (PRASINOPHYCEAE, CHLOROPHYTA)(1).,
J Phycol, 2009
Pubmed ID: 27033815

String Representations

InChiKey (Click to copy)
TXBAOQMCVDHBKR-CEIPEQSSSA-N
InChi (Click to copy)
InChI=1S/C52H76O4/c1-11-12-13-14-15-16-17-18-19-30-50(55)56-39-45(32-34-49-44(6)36-47(54)38-52(49,9)10)29-23-28-41(3)25-21-20-24-40(2)26-22-27-42(4)31-33-48-43(5)35-46(53)37-51(48,7)8/h19-35,46-48,53-54H,11-18,36-39H2,1-10H3/b21-20+,26-22+,28-23+,30-19+,33-31+,34-32+,40-24+,41-25+,42-27+,45-29-/t46-,47+,48?/m0/s1
SMILES (Click to copy)
C1C(C)(C)C(/C=C/C(/COC(=O)/C=C/CCCCCCCCC)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C2C(C)=C[C@H](O)CC2(C)C)=C(C)C[C@H]1O

Other Databases

PubChem CID
163031174
Carotenoid ID
CA00620

Calculated Physicochemical Properties

Heavy Atoms 56
Rings 2
Aromatic Rings 0
Rotatable Bonds 22
Van der Waals Molecular Volume 884.28
Topological Polar Surface Area 66.76
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 14.48
Molar Refractivity 242.65

Admin

Created at
17th Nov 2021
Updated at
26th Dec 2021