Structure Database (LMSD)

Common Name
(9Z)-Bacterioruberin
Systematic Name
(9Z,2S,2'S)-2,2'-Bis-(3-hydroxy-3-methylbutyl)-3,4,3',4'-tetrahydro-1,2,1',2'-tetrahydro-psi,psi-carotene-1,1'-diol
Synonyms
LM ID
LMPR01080034
Formula
C50H76O4
Exact Mass
Calculate m/z
740.57436
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

String Representations

InChiKey (Click to copy)
UVCQMCCIAHQDAF-RCXYORFASA-N
InChi (Click to copy)
InChI=1S/C50H76O4/c1-39(23-17-25-41(3)27-19-29-43(5)31-33-45(49(11,12)53)35-37-47(7,8)51)21-15-16-22-40(2)24-18-26-42(4)28-20-30-44(6)32-34-46(50(13,14)54)36-38-48(9,10)52/h15-34,45-46,51-54H,35-38H2,1-14H3/b16-15+,23-17+,24-18+,27-19+,28-20+,33-31+,34-32+,39-21+,40-22+,41-25-,42-26+,43-29+,44-30+/t45-,46-/m1/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)\C=C\[C@H](CCC(O)(C)C)C(C)(O)C

Other Databases

PubChem CID
15677169
Carotenoid ID
CA01005

Calculated Physicochemical Properties

Heavy Atoms 54
Rings
Aromatic Rings
Rotatable Bonds 22
Van der Waals Molecular Volume 874.40
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 13.58
Molar Refractivity 239.21

Admin

Created at
17th Nov 2021
Updated at
4th Dec 2021