Chemical Components in the PDB

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SCG : Summary

Code

SCG

One-letter code

X

Molecule name

METHYL (2S,3R,4S)-2-(BETA-D-GLUCOPYRANOSYLOXY)-4-(2-OXOETHYL)-3-VINYL-3,4-DIHYDRO-2H-PYRAN-5-CARBOXYLATE

Synonyms

SECOLOGANIN

Systematic names

ProgramVersionName
ACDLabs 10.04 methyl (2S,3R,4S)-3-ethenyl-2-(beta-D-glucopyranosyloxy)-4-(2-oxoethyl)-3,4-dihydro-2H-pyran-5-carboxylate
OpenEye OEToolkits 1.5.0 methyl (4S,5R,6S)-5-ethenyl-4-(2-oxoethyl)-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6-dihydro-4H-pyran-3-carboxylate

Formula

C17 H24 O10

Formal charge

0

Molecular weight

388.366 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=CCC2C(C(=O)OC)=COC(OC1OC(C(O)C(O)C1O)CO)C2\C=C
SMILES CACTVS 3.341 COC(=O)C1=CO[CH](O[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2O)[CH](C=C)[CH]1CC=O
SMILES OpenEye OEToolkits 1.5.0 COC(=O)C1=COC(C(C1CC=O)C=C)OC2C(C(C(C(O2)CO)O)O)O
Canonical SMILES CACTVS 3.341 COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](C=C)[C@@H]1CC=O
Canonical SMILES OpenEye OEToolkits 1.5.0 COC(=O)C1=CO[C@H]([C@@H]([C@@H]1CC=O)C=C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

IUPAC InChI

InChI=1S/C17H24O10/c1-3-8-9(4-5-18)10(15(23)24-2)7-25-16(8)27-17-14(22)13(21)12(20)11(6-19)26-17/h3,5,7-9,11-14,16-17,19-22H,1,4,6H2,2H3/t8-,9+,11-,12-,13+,14-,16+,17+/m1/s1

IUPAC InChI key

CSKKDSFETGLMSB-NRZPKYKESA-N
SCG

wwPDB Information

Atom count

51 (27 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

ATOMS

Is modified

No

Standard parent

Not Assigned

Defined at

2006-01-19

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned