ChemComp-EQV: Loganic acid

Basic information

• Entry: Database: PDB chemical components / ID: EQV
• Name: Name: Loganic acid; Synonyms: (1S,4aS,6S,7R,7aS)-1-(beta-D-glucopyranosyloxy)-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxyl

Chemical information

Composition

Formula: C₁₆H₂₄O₁₀ / Number of atoms: 50 / Formula weight: 376.356 / Formal charge: 0

Others

6c8r

Type: D-saccharide / PDB classification: ATOMS / Three letter code: EQV / Ideal coordinates details: Corina / Model coordinates PDB-ID: 6C8R

History

Create component	Jan 29, 2018
Initial release	Feb 7, 2018
Other modification	Jul 3, 2020
Modify synonyms	Jul 17, 2020
Modify internal type	Jul 17, 2020
Modify linking type	Jul 17, 2020
Modify atom id	Jul 17, 2020
Modify component atom id	Jul 17, 2020

• External links: UniChem / ChemSpider / Wikipedia search / Google search

Details

SMILES

• ACDLabs 12.01: CC1C(CC2C(=COC(C12)OC3C(C(C(C(O3)CO)O)O)O)C(=O)O)O
• CACTVS 3.385: C[CH]1[CH](O)C[CH]2[CH]1[CH](OC=C2C(O)=O)O[CH]3O[CH](CO)[CH](O)[CH](O)[CH]3O
• OpenEye OEToolkits 2.0.6: CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O)O

SMILES CANONICAL

• CACTVS 3.385: C[C@H]1[C@@H](O)C[C@H]2[C@@H]1[C@@H](OC=C2C(O)=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O
• OpenEye OEToolkits 2.0.6: C[C@H]1[C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O

InChI

• InChI 1.03: InChI=1S/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/t5-,6+,8-,9+,10+,11+,12-,13+,15-,16-/m0/s1

InChIKey

• InChI 1.03: JNNGEAWILNVFFD-CDJYTOATSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: (1S,4aS,6S,7R,7aS)-1-(beta-D-glucopyranosyloxy)-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxyl
• OpenEye OEToolkits 2.0.6: (1~{S},4~{a}~{S},6~{S},7~{R},7~{a}~{S})-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2

PDB entries

Showing all 1 items

PDB-6c8r:
Loganic acid O-methyltransferase complexed with SAH and loganic acid