Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 01:49:18 UTC
Update Date2022-08-31 18:24:44 UTC
Metabolite IDMMDBc0031787
Metabolite Identification
Common NameCyclic di-3',5'-guanylate
DescriptionCyclic di-3',5'-guanylate or Cyclic-di-GMP is a second messenger which controls cell surface-associated traits in bacteria. It is a substrate for the enzyme Cyclic di-GMP phosphodiesterase which catalyzes the reaction Cyclic di-3',5'-guanylate + H2O = 5'-phosphoguanylyl(3'->5')guanosine.
Structure
Synonyms
ValueSource
3',5'-Cyclic di-GMPChEBI
3',5'-Cyclic diguanylic acidChEBI
Bis(3',5')-cyclic diguanylic acidChEBI
Bis-(3',5')-cyclic digmpChEBI
Bis-(3'-5')-cyclic dimeric guanosine monophosphateChEBI
c-(GPGP)ChEBI
CdiGMPChEBI
CGPGPChEBI
Cyclic di-3',5'-guanylic acidChEBI
Cyclic di-GMPChEBI
Cyclic diguanylic acidChEBI
Cyclic dinucleotide di-GMPChEBI
Cyclic-bis(3',5')diguanylic acidChEBI
Cyclic-bis(3'->5') dimeric GMPChEBI
Guanylyl-(3'->5')-3'-guanylic acid, cyclic 3'->5'''-nucleotideChEBI
3',5'-Cyclic diguanylateGenerator
Bis(3',5')-cyclic diguanylateGenerator
Bis-(3'-5')-cyclic dimeric guanosine monophosphoric acidGenerator
Cyclic diguanylateGenerator
Cyclic-bis(3',5')diguanylateGenerator
Guanylyl-(3'->5')-3'-guanylate, cyclic 3'->5'''-nucleotideGenerator
Bis-(3'-5')-cyclic-GMPMeSH
Bis-(3',5')-cyclic-di-guanosine monophosphateMeSH
Cyclic-di-GMPMeSH
Bis-(3'-5')-cyclic dimeric GMPMeSH
Molecular FormulaC20H24N10O14P2
Average Mass690.4107
Monoisotopic Mass690.09486855
IUPAC Name(1S,6R,8R,9R,10S,15R,17R,18R)-3,9,12,18-tetrahydroxy-8,17-bis(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)-2,4,7,11,13,16-hexaoxa-3λ⁵,12λ⁵-diphosphatricyclo[13.3.0.0⁶,¹⁰]octadecane-3,12-dione
Traditional Namecyclic di-GMP
CAS Registry NumberNot Available
SMILES
[H][C@@]12COP(O)(=O)O[C@]3([H])[C@@]([H])(COP(O)(=O)O[C@@]1([H])[C@@]([H])(O)[C@@]([H])(O2)N1C=NC2=C1NC(=N)N=C2O)O[C@@]([H])(N1C=NC2=C1NC(=N)N=C2O)[C@]3([H])O
InChI Identifier
InChI=1S/C20H24N10O14P2/c21-19-25-13-7(15(33)27-19)23-3-29(13)17-9(31)11-5(41-17)1-39-45(35,36)44-12-6(2-40-46(37,38)43-11)42-18(10(12)32)30-4-24-8-14(30)26-20(22)28-16(8)34/h3-6,9-12,17-18,31-32H,1-2H2,(H,35,36)(H,37,38)(H3,21,25,27,33)(H3,22,26,28,34)/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1
InChI KeyPKFDLKSEZWEFGL-MHARETSRSA-N