(2E,4E)-1-(2,6-dihydroxy-3,5-dimethylphenyl)hexa-2,4-dien-1-one

ID: ALA4483742

PubChem CID: 25121635

Max Phase: Preclinical

Molecular Formula: C14H16O3

Molecular Weight: 232.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C=C/C=C/C(=O)c1c(O)c(C)cc(C)c1O

Standard InChI:  InChI=1S/C14H16O3/c1-4-5-6-7-11(15)12-13(16)9(2)8-10(3)14(12)17/h4-8,16-17H,1-3H3/b5-4+,7-6+

Standard InChI Key:  QKVDPCKPCVREGL-YTXTXJHMSA-N

Molfile:  

 
     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   28.2577   -2.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2566   -3.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9646   -3.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6743   -3.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6714   -2.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9628   -2.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9604   -1.2049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3776   -2.0160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0869   -2.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3745   -1.1989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7930   -2.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5023   -2.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2084   -2.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9177   -2.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5499   -2.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9644   -4.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3826   -3.6574    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
  6  7  1  0
  5  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  1 15  1  0
  3 16  1  0
  4 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483742

   (2e,4e)-1-(2,6-Dihydroxy-3,5-dimethyl-phenyl)hexa-2,4-dien-1-one

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: 232.28

Molecular Weight (Monoisotopic): 232.1099

AlogP: 3.03

#Rotatable Bonds: 3

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.77

CX Basic pKa: ┄

CX LogP: 4.92

CX LogD: 4.76

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.48

Np Likeness Score: 0.91

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