Structure Database (LMSD)

Common Name
N-Retinylidene-N-retinylethanolamine
Systematic Name
Synonyms
  • A2E
  • A2-E
  • di-retinoid-pyridinium-ethanolamine
LM ID
LMPR01090056
Status
Active
Exact Mass
Calculate m/z
592.451839
Formula
C42H58NO
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

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

String Representations

InChiKey (Click to copy)
WPWFMRDPTDEJJA-FAXVYDRBSA-N
InChi (Click to copy)
InChI=1S/C42H58NO/c1-32(20-22-39-35(4)17-12-25-41(39,6)7)14-10-16-34(3)30-38-31-37(24-27-43(38)28-29-44)19-11-15-33(2)21-23-40-36(5)18-13-26-42(40,8)9/h10-11,14-16,19-24,27,30-31,44H,12-13,17-18,25-26,28-29H2,1-9H3/q+1/b16-10+,19-11+,22-20+,23-21+,32-14+,33-15+,34-30+
SMILES (Click to copy)
C1C(C)(C)C(/C=C/C(=C/C=C/C2=CC=[N+](CCO)C(/C=C(\C)/C=C/C=C(\C)/C=C/C3C(C)(C)CCCC=3C)=C2)/C)=C(C)CC1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Ocular Age Pigment “A2-E”: An Unprecedented Pyridinium Bisretinoid,
J Am Chem Soc, 1996

Other Databases

CHEBI ID
71980
PubChem CID
11007064

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 3
Aromatic Rings 1
Rotatable Bonds 11
Van der Waals Molecular Volume 676.61
Topological Polar Surface Area 24.11
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 11.92
Molar Refractivity 194.63

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Created at
6th Jan 2021
Updated at
6th Jan 2021