Structure Database (LMSD)

Common Name
Sarcinaxanthin monoglucoside
Systematic Name
(2R,6R,2'R,6'R)-2-[4-(β-D-Glucopyranosyloxy)-3-methylbut-2-enyl]-2'-(4-hydroxy-3-methylbut-2-enyl)-γ,γ-carotene
Synonyms
LM ID
LMPR01080053
Formula
C56H82O7
Exact Mass
Calculate m/z
866.606056
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

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
Micrococcus luteus (#1270)
Actinomycetes (#1760)
Bacterial carotenoids. LIII. C50-carotenoids. 19. Absolute configuration of sarcinaxanthin and sarcinaxanthin mono-beta-d-glucoside. Isolation of sarcinaxanthin diglycoside,
Acta Chem Scand, 1977
Pubmed ID: 855546

String Representations

InChiKey (Click to copy)
BRWOXKPPNFPCOO-KMXUZMIRSA-N
InChi (Click to copy)
InChI=1S/C56H82O7/c1-38(19-15-21-40(3)25-33-48-44(7)27-31-46(55(48,9)10)29-23-42(5)35-57)17-13-14-18-39(2)20-16-22-41(4)26-34-49-45(8)28-32-47(56(49,11)12)30-24-43(6)37-62-54-53(61)52(60)51(59)50(36-58)63-54/h13-26,33-34,46-54,57-61H,7-8,27-32,35-37H2,1-6,9-12H3/b14-13+,19-15+,20-16+,33-25+,34-26+,38-17+,39-18+,40-21+,41-22+,42-23+,43-24+/t46-,47-,48+,49+,50+,51+,52-,53+,54+/m0/s1
SMILES (Click to copy)
[C@@H]1(C/C=C(\C)/CO[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)C(C)(C)[C@H](/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@@H]2C(=C)CC[C@H](C/C=C(\C)/CO)C2(C)C)C(=C)CC1

Other Databases

PubChem CID
102050759
Carotenoid ID
CA00943

Calculated Physicochemical Properties

Heavy Atoms 63
Rings 3
Aromatic Rings
Rotatable Bonds 19
Van der Waals Molecular Volume 967.49
Topological Polar Surface Area 121.68
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 7
logP 13.54
Molar Refractivity 266.58

Admin

Created at
17th Nov 2021
Updated at
8th Dec 2021