Structure Database (LMSD)

Common Name
(11Z)-8,18-propano-retinal
Systematic Name
Synonyms
LM ID
LMPR01090045
Formula
C23H32O
Exact Mass
Calculate m/z
324.245315
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 26.1 Synthesis of (11Z)-8,18-propano- and methano-retinals and conformational study of the rhodopsin chromophore,
J. Chem. Soc., Perkin Trans, 2001

String Representations

InChiKey (Click to copy)
RGGWFVJDHYDPGV-BOVRYGTNSA-N
InChi (Click to copy)
InChI=1S/C23H32O/c1-18(14-16-24)9-7-10-19(2)21-12-6-5-11-20-13-8-15-23(3,4)22(20)17-21/h7,9-10,14,16-17H,5-6,8,11-13,15H2,1-4H3/b9-7-,18-14+,19-10+,21-17+
SMILES (Click to copy)
C/C(=C\C=O)/C=C\C=C(/C)\C1=CC2=C(CCCC1)CCCC2(C)C

Other Databases

CHEBI ID
188063
LIPIDBANK ID
VVA0044
PubChem CID
10404001

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 2
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 374.69
Topological Polar Surface Area 17.07
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 1
logP 6.64
Molar Refractivity 103.93

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Created at
-
Updated at
30th Jun 2021