phenyl(2,3,4-trihydroxyphenyl)methanone

ID: ALA1527

Cas Number: 1143-72-2

PubChem CID: 70837

Product Number: T162137, Order Now?

Max Phase: Preclinical

Molecular Formula: C13H10O4

Molecular Weight: 230.22

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 2,3,4-Trihydroxybenzophenone | Phenyl(2,3,4-Trihydroxyphenyl)Methanone | 2,3,4-Trihydroxybenzophenone|1143-72-2|Phenyl(2,3,4-trihydroxyphenyl)methanone|Alizarin yellow A|Gallobenzophenone|Methanone, phenyl(2,3,4-trihydroxyphenyl)-|Alizarine Yellow A|2,3,4-Trihydroxbenzophenone|phenyl-(2,3,4-trihydroxyphenyl)methanone|Benzophenone, 2,3,4-trihydroxy-|C.I. 57005|NSC 30665|CHEMBL1527|MLS002639336|8FBX2Q800V|4-benzoylbenzene-1,2,3-triol|DTXSID6037728|NSC-30665|Alizarin Yellow A; Alizarine Yellow A|DTShow More⌵

Canonical SMILES:  O=C(c1ccccc1)c1ccc(O)c(O)c1O

Standard InChI:  InChI=1S/C13H10O4/c14-10-7-6-9(12(16)13(10)17)11(15)8-4-2-1-3-5-8/h1-7,14,16-17H

Standard InChI Key:  HTQNYBBTZSBWKL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   -5.5181   -3.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5193   -3.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8044   -4.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0880   -3.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0909   -3.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8062   -2.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3779   -2.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6619   -3.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3811   -1.8978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6622   -3.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9470   -4.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2331   -3.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2389   -3.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9546   -2.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9620   -1.8895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5274   -2.7028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5165   -4.3586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  9  2  0
  4  5  1  0
  8 10  2  0
  2  3  1  0
 10 11  1  0
  5  6  2  0
 11 12  2  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
 14  8  1  0
  5  7  1  0
 14 15  1  0
  3  4  2  0
 13 16  1  0
  7  8  1  0
 12 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1527

   2,3,4-Trihydroxybenzophenone

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: 230.22

Molecular Weight (Monoisotopic): 230.0579

AlogP: 2.03

#Rotatable Bonds: 2

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: 7.32

CX Basic pKa: ┄

CX LogP: 3.17

CX LogD: 2.83

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.54

Np Likeness Score: 0.29

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. Reinke AA, Seh HY, Gestwicki JE..  (2009)  A chemical screening approach reveals that indole fluorescence is quenched by pre-fibrillar but not fibrillar amyloid-beta.,  19  (17): [PMID:19640715] [10.1016/j.bmcl.2009.07.082]

3. PubChem BioAssay data set, 

4. 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]

5. PubChem BioAssay data set, 

6. Bulic B, Pickhardt M, Mandelkow E..  (2013)  Progress and developments in tau aggregation inhibitors for Alzheimer disease.,  56  (11): [PMID:23484434] [10.1021/jm3017317]

7. PubChem BioAssay data set, 

8. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays