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c-di-GMP

Structure via PubChem · Public domain (PubChem)

EntityQ2649761· pop 10· linked from 98 articles

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

In the Vinony graph

Vinony's link graph records 98 inbound references to c-di-GMP, and connects out to deoxyribonucleotide, extracellular polymeric substance and Komagataeibacter xylinus.

It is catalogued under topics including Chembox image size set, Cyclic nucleotides and Nucleotides.

Vinony links it to 10 Wikipedia language editions.

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 Ų
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

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)

via Wikidata · CC0

Available in 10 languages

via Wikidata sitelinks · CC0

Connections

Categories