Structure Database (LMSD)

Common Name
Rhodoquinone-9
Systematic Name
2-amino-3-methoxy-6-methyl-5-[(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaenyl]cyclohexa-2,5-diene-1,4-dione
Synonyms
LM ID
LMPR02010048
Formula
C53H81NO3
Exact Mass
Calculate m/z
779.621644
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Quinones and hydroquinones [PR02]
Ubiquinones [PR0201]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Caenorhabditis elegans (#6239)
Chromadorea (#119089)
Free-living nematodes Caenorhabditis elegans possess in their mitochondria an additional rhodoquinone, an essential component of the eukaryotic fumarate reductase system.,
Arch Biochem Biophys, 1999
Pubmed ID: 10545216

String Representations

InChiKey (Click to copy)
GCQAFBRARRTBAO-NSCWJZNLSA-N
InChi (Click to copy)
InChI=1S/C53H81NO3/c1-39(2)21-13-22-40(3)23-14-24-41(4)25-15-26-42(5)27-16-28-43(6)29-17-30-44(7)31-18-32-45(8)33-19-34-46(9)35-20-36-47(10)37-38-49-48(11)51(55)50(54)53(57-12)52(49)56/h21,23,25,27,29,31,33,35,37H,13-20,22,24,26,28,30,32,34,36,38,54H2,1-12H3/b40-23+,41-25+,42-27+,43-29+,44-31+,45-33+,46-35+,47-37+
SMILES (Click to copy)
C1(N)C(=O)C(C)=C(C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/C)C(=O)C=1OC

Other Databases

CHEBI ID
140751
PubChem CID
25246233

Calculated Physicochemical Properties

Heavy Atoms 57
Rings 1
Aromatic Rings
Rotatable Bonds 27
Van der Waals Molecular Volume 916.15
Topological Polar Surface Area 69.39
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 15.44
Molar Refractivity 248.91

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Created at
18th Aug 2021
Updated at
18th Aug 2021