Autoinducer-2

ID: ALA1230903

PubChem CID: 446576

Max Phase: Preclinical

Molecular Formula: C5H10BO7-

Molecular Weight: 192.94

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Autoinducer-2 | Autoinducer-2|Autoinducer 2|AI-2|CHEBI:40646|(1R,2S,5S)-7,7-Dihydroxy-5-methyl-4,6,8-trioxa-7-boranuidabicyclo[3.3.0]octane-1,2-diol|3A-METHYL-5,6-DIHYDRO-FURO[2,3-D][1,3,2]DIOXABOROLE-2,2,6,6A-TETRAOL|AI2|Autoinducer II|(S)-THMF-borate|AI-2 (vibrio)|autoinducer-2 (vibrio)|MolMap_000059|CHEMBL1230903|ACKRRKSNOOISSG-VPENINKCSA-N|Q4826351|(2S,4S)-2-methyl-2,3,4-tetrahydroxytetrahydrofuran-borate|(2S,4S)-2-methyl-2,3,3,4-tetrahydroxytetrahydrofuran-borate|(2S,3R,4S)-2,3,3,4-TetrahydShow More⌵

Canonical SMILES:  C[C@]12OC[C@H](O)[C@@]1(O)O[B-](O)(O)O2

Standard InChI:  InChI=1S/C5H10BO7/c1-4-5(8,3(7)2-11-4)13-6(9,10)12-4/h3,7-10H,2H2,1H3/q-1/t3-,4+,5+/m0/s1

Standard InChI Key:  ACKRRKSNOOISSG-VPENINKCSA-N

Molfile:  

     RDKit          2D

 13 14  0  0  0  0  0  0  0  0999 V2000
   -0.5631   -0.5631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0480    0.1043    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6611   -0.4477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6611    0.6564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5631    0.7718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2215    0.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2215    1.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0062    0.7718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4911    0.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0062   -0.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2611   -1.3477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2215   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2215   -1.1332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
 12  1  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  6  5  1  0
  6  7  1  6
  6  8  1  0
  6 12  1  0
  9  8  1  0
  9 10  1  0
 10 11  1  6
 10 12  1  0
 12 13  1  6
M  CHG  1   2  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1230903

   Autoinducer-2

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 192.94

Molecular Weight (Monoisotopic): 193.0525

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References

1. Ascenso OS, Marques JC, Santos AR, Xavier KB, Ventura MR, Maycock CD..  (2011)  An efficient synthesis of the precursor of AI-2, the signalling molecule for inter-species quorum sensing.,  19  (3): [PMID:21216605] [10.1016/j.bmc.2010.12.036]

Source

Source(1):

• Scientific Literature