Structure Database (LMSD)

Common Name
3',4'-Dihydromonoanhydrobacterioruberin
Systematic Name
(2S,2'R)-2-(3-Hydroxy-3-methylbutyl)-2'-(3-methylbut-2-enyl)-3,4-didehydro-1,2,1',2'-tetrahydro-psi,psi-carotene-1,1'-diol
Synonyms
LM ID
LMPR01080030
Formula
C50H76O3
Exact Mass
Calculate m/z
724.579445
Sum Composition
Dihydromonoanhydrobacterioruberin
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
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)
VWIPPKPLSGQGGH-JDBNOUNMSA-N
InChi (Click to copy)
InChI=1S/C50H76O3/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/h15-31,33,36,46-47,51-53H,32,34-35,37-38H2,1-14H3/b16-15+,23-17+,24-18+,27-19+,28-20+,36-33+,40-21+,41-22+,42-25+,43-26+,44-29+,45-30+/t46-,47+/m0/s1
SMILES (Click to copy)
C(=C(/C)\C=C\[C@H](CCC(O)(C)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)/CC[C@H](C/C=C(/C)\C)C(C)(O)C

Other Databases

PubChem CID
162921051
Carotenoid ID
CA00920

Calculated Physicochemical Properties

Heavy Atoms 53
Rings
Aromatic Rings
Rotatable Bonds 22
Van der Waals Molecular Volume 865.61
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 14.32
Molar Refractivity 237.31

Admin

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