c-di-GMP

Also known as cyclic diguanylate monophosphate, 3',5'-Cyclic diguanylic acid, cdiGMP, Bis-(3',5')-cyclic diGMP, Cyclic di-3',5'-guanylate, cyclic diguanylate, cyclic-di-GMP

chemical compound

Chemical data

Formula: C20H24N10O14P2
Molecular weight: 690.4 g/mol
IUPAC name: 2-amino-9-[(1S,6R,8R,9R,10S,15R,17R,18R)-17-(2-amino-6-oxo-3H-purin-9-yl)-3,9,12,18-tetrahydroxy-3,12-dioxo-2,4,7,11,13,16-hexaoxa-3lambda5,12lambda5-diphosphatricyclo[13.3.0.06,10]octadecan-8-yl]-3H-purin-6-one
SMILES: C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C3NC(=NC4=O)N)O)OP(=O)(OC[C@@H]5[C@H]([C@H]([C@@H](O5)N6C=NC7=C6NC(=NC7=O)N)O)OP(=O)(O1)O)O
InChIKey: PKFDLKSEZWEFGL-MHARETSRSA-N
XLogP: -6.8
Polar surface area: 341 Å²
H-bond donors: 8
H-bond acceptors: 16
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of: cyclic nucleotide
Mass: 690.095

Show 4 more facts

chemical formula: C₂₀H₂₄N₁₀O₁₄P₂
isomeric SMILES: C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C3NC(=NC4=O)N)O)OP(=O)(OC[C@@H]5[C@H]([C@H]([C@@H](O5)N6C=NC7=C6NC(=NC7=O)N)O)OP(=O)(O1)O)O
canonical SMILES: C1C2C(C(C(O2)N3C=NC4=C3NC(=NC4=O)N)O)OP(=O)(OCC5C(C(C(O5)N6C=NC7=C6NC(=NC7=O)N)O)OP(=O)(O1)O)O
Commons category: Cyclic di-GMP

Sources (2)

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via Wikidata sitelinks · CC0