Structure Database (LMSD)

Common Name
11-cis- and 12s-trans-fixed retinal
Systematic Name
Synonyms
LM ID
LMPR01090040
Formula
C20H26O
Exact Mass
Calculate m/z
282.198365
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Isoprenoids [PR01]
Retinoids [PR0109]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Retinoids and Related Compounds. Part 9. Synthesis and Spectral Characterization of Retinal Analogues involving the 11-cis-Locked-syslopentatrienylidene Structure.,
J. Chem. Soc., Perkin Trans, 1986

String Representations

InChiKey (Click to copy)
PHPBVFJVLKEZBG-DTOWMSEUSA-N
InChi (Click to copy)
InChI=1S/C20H26O/c1-15(18-9-8-17(14-18)11-13-21)7-10-19-16(2)6-5-12-20(19,3)4/h7-11,13H,5-6,12,14H2,1-4H3/b10-7+,17-11-,18-15-
SMILES (Click to copy)
C1C(C)(C)C(/C=C/C(=C2\C/C(=C\C=O)/C=C\2)/C)=C(C)CC1

Other Databases

CHEBI ID
187164
LIPIDBANK ID
VVA0039
PubChem CID
16061327

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 2
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 322.79
Topological Polar Surface Area 17.07
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 1
logP 5.47
Molar Refractivity 90.08

Admin

Created at
-
Updated at
30th Jun 2021