2,3,4-trihydroxybenzaldehyde

ID: ALA254077

Cas Number: 2144-08-3

PubChem CID: 75064

Product Number: T107278, Order Now?

Max Phase: Preclinical

Molecular Formula: C7H6O4

Molecular Weight: 154.12

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 2,3,4-Trihydroxybenzaldehyde | 2,3,4-Trihydroxybenzaldehyde|2144-08-3|Pyrogallol-4-carboxaldehyde|Benzaldehyde, 2,3,4-trihydroxy-|MFCD00003325|CHEMBL254077|DTXSID9057684|NSC-22595|Pyrogallolaldehyd|NSC22595|EINECS 218-404-2|NSC 22595|BRN 2328658|2,4-Trihydroxybenzaldehyde|Benzaldehyde,3,4-trihydroxy-|SCHEMBL177256|2,3,4-trihydroxy benzaldehyde|2,3,4-trihydroxy-benzaldehyde|7UGV46Q4M2|DTXCID0031473|Tox21_113928|BDBM50234648|AKOS004907179|CCG-231105|CS-W018058|NCGC00262933-01|AC-11255|AS-12854|BP-Show More⌵

Canonical SMILES:  O=Cc1ccc(O)c(O)c1O

Standard InChI:  InChI=1S/C7H6O4/c8-3-4-1-2-5(9)7(11)6(4)10/h1-3,9-11H

Standard InChI Key:  CRPNQSVBEWWHIJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 11 11  0  0  0  0  0  0  0  0999 V2000
   -3.3720   -4.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3734   -4.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6610   -5.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9423   -4.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9453   -4.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6629   -3.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0862   -3.6137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6668   -2.7886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2336   -3.6056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2280   -5.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2272   -6.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
  6  1  1  0
  1  2  2  0
  1  7  1  0
  3  4  2  0
  6  8  1  0
  5  9  1  0
  4  5  1  0
  4 10  1  0
  2  3  1  0
 10 11  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA254077

   2,3,4-Trihydroxybenzaldehyde

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: 154.12

Molecular Weight (Monoisotopic): 154.0266

AlogP: 0.62

#Rotatable Bonds: 1

Polar Surface Area: 77.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.57

CX Basic pKa: ┄

CX LogP: 1.43

CX LogD: 1.20

Aromatic Rings: 1

Heavy Atoms: 11

QED Weighted: 0.41

Np Likeness Score: 1.15

References

1. Ni N, Choudhary G, Li M, Wang B..  (2008)  Pyrogallol and its analogs can antagonize bacterial quorum sensing in Vibrio harveyi.,  18  (5): [PMID:18262415] [10.1016/j.bmcl.2008.01.081]

2. Lowery CA, Salzameda NT, Sawada D, Kaufmann GF, Janda KD..  (2010)  Medicinal chemistry as a conduit for the modulation of quorum sensing.,  53  (21): [PMID:20669927] [10.1021/jm901742e]

3. PubChem BioAssay data set, 

4. Correia C, Leite C, Proença MF, Carvalho MA..  (2014)  Synthesis and radical scavenging activity of phenol-imidazole conjugates.,  24  (12): [PMID:24803365] [10.1016/j.bmcl.2014.04.026]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays