Structure Database (LMSD)

Common Name
Monoanhydrobacterioruberin
Systematic Name
2-(3-Hydroxy-3-methylbutyl)-2'-(3-methylbut-2-enyl)-3,4,3',4'-tetradehydro-1,2,1',2'-tetrahydro-psi,psi-carotene-1,1'-diol
Synonyms
LM ID
LMPR01080029
Formula
C50H74O3
Exact Mass
Calculate m/z
722.563795
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Isoprenoids [PR01]
Polyterpenes [PR0108]

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Kocuria rosea (#1275)
Actinomycetes (#1760)
Bacterial carotenoids 55. C50-carotenoids 25.† revised structures of carotenoids associated with membranes in psychrotrophic Micrococcus roseus,
Biochem Syst Ecol, 1997
Haloarcula japonica (#29282)
Halobacteria (#183963)
Complete biosynthetic pathway of the C50 carotenoid bacterioruberin from lycopene in the extremely halophilic archaeon Haloarcula japonica.,
J Bacteriol, 2015
Pubmed ID: 25712483

String Representations

InChiKey (Click to copy)
YZHIJCLHPFRXMT-KOJWWPMVSA-N
InChi (Click to copy)
InChI=1S/C50H74O3/c1-39(2)31-34-46(49(11,12)52)35-32-44(7)29-19-27-42(5)25-17-23-40(3)21-15-16-22-41(4)24-18-26-43(6)28-20-30-45(8)33-36-47(50(13,14)53)37-38-48(9,10)51/h15-33,35-36,46-47,51-53H,34,37-38H2,1-14H3/b16-15+,23-17+,24-18+,27-19+,28-20+,35-32+,36-33+,40-21+,41-22+,42-25+,43-26+,44-29+,45-30+
SMILES (Click to copy)
C(=C(/C)\C=C\C(CCC(O)(C)C)C(C)(O)C)/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C(C/C=C(\C)/C)C(C)(O)C

Other Databases

PubChem CID
87442754
Carotenoid ID
CA00919

Calculated Physicochemical Properties

Heavy Atoms 53
Rings
Aromatic Rings
Rotatable Bonds 21
Van der Waals Molecular Volume 862.97
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 14.10
Molar Refractivity 237.21

Admin

Created at
17th Nov 2021
Updated at
3rd Dec 2021