(E)-6-(2,4-dihydroxy-5-methylphenyl)-6-oxohex-2-enoic acid

ID: ALA4514493

PubChem CID: 54576569

Max Phase: Preclinical

Molecular Formula: C13H14O5

Molecular Weight: 250.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)CC/C=C/C(=O)O)c(O)cc1O

Standard InChI:  InChI=1S/C13H14O5/c1-8-6-9(12(16)7-11(8)15)10(14)4-2-3-5-13(17)18/h3,5-7,15-16H,2,4H2,1H3,(H,17,18)/b5-3+

Standard InChI Key:  GVLNMYQUWRBNBY-HWKANZROSA-N

Molfile:  

 
     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   19.5369   -2.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5357   -3.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2438   -4.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9534   -3.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9506   -2.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2420   -2.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8277   -4.0588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2396   -1.6052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6568   -2.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3660   -2.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6537   -1.5992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0722   -2.4110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7814   -2.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4876   -2.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1968   -2.8116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2436   -4.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1999   -3.6288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9030   -2.4004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  6  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  3 16  1  0
 15 17  2  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514493

   (E)-6-(2,4-dihydroxyl-5-methylphenyl)-6-oxo-2-hexenoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 250.25

Molecular Weight (Monoisotopic): 250.0841

AlogP: 2.01

#Rotatable Bonds: 5

Polar Surface Area: 94.83

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.60

CX Basic pKa: ┄

CX LogP: 2.80

CX LogD: -0.61

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.55

Np Likeness Score: 1.25

References

1. Zhang P, Deng Y, Lin X, Chen B, Li J, Liu H, Chen S, Liu L..  (2019)  Anti-inflammatory Mono- and Dimeric Sorbicillinoids from the Marine-Derived Fungus Trichoderma reesei 4670.,  82  (4): [PMID:30920218] [10.1021/acs.jnatprod.8b01029]

Source

Source(1):

• Scientific Literature