Structure Database (LMSD)

Common Name
Loroxanthin ester
Systematic Name
(3R,3'R,6'R)-19-(trans-Dodec-2-enoyloxy)-b,e-carotene-3,3'-diol
Synonyms
  • Loroxanthin dodecenoate
LM ID
LMPR01070157
Formula
C52H76O4
Exact Mass
Calculate m/z
764.57436
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pyramimonas parkeae (#36894)
Pyramimonadophyceae (#2704063)
A Novel Carotenoid Ester, Loroxanthin Dodecenoate, from Pyramimonas parkeae (Prasinophyceae) and a Chlorarachniophycean Alga,
Plant Cell Physiol, 1992

String Representations

InChiKey (Click to copy)
TXBAOQMCVDHBKR-MHQWOFPGSA-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-/m1/s1
SMILES (Click to copy)
C1(=C(C)C[C@H](O)CC1(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/[C@@H]1C(C)=C[C@@H](O)CC1(C)C

Other Databases

CHEBI ID
166689
LIPIDBANK ID
VCA1075
PubChem CID
16061272

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

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Created at
-
Updated at
19th Jan 2022