3,3'-O-Diacetyldiorcinol

ID: ALA2332625

PubChem CID: 71665417

Max Phase: Preclinical

Molecular Formula: C18H18O5

Molecular Weight: 314.34

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 3,3'-O-Diacetyldiorcinol | Trichoderolide A|3,3'-O-Diacetyldiorcinol|CHEMBL2332625|CHEBI:225593|[3-(3-acetyloxy-5-methylphenoxy)-5-methylphenyl] acetate

Canonical SMILES:  CC(=O)Oc1cc(C)cc(Oc2cc(C)cc(OC(C)=O)c2)c1

Standard InChI:  InChI=1S/C18H18O5/c1-11-5-15(21-13(3)19)9-17(7-11)23-18-8-12(2)6-16(10-18)22-14(4)20/h5-10H,1-4H3

Standard InChI Key:  UQYGWQLTHGILND-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   13.0485  -11.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0473  -11.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7621  -12.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4785  -11.8643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4757  -11.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7603  -10.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1886  -10.6185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9046  -11.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9044  -11.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6195  -12.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3334  -11.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3276  -11.0162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6119  -10.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7619  -13.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6222  -13.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0391  -10.5985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3339  -10.6251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3337   -9.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0330   -9.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0481   -9.3874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6192   -9.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7444   -9.3559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3156   -9.3663    0.0000 C   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
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  3 14  1  0
 10 15  1  0
 12 16  1  0
  1 17  1  0
 17 18  1  0
 16 19  1  0
 18 20  2  0
 18 21  1  0
 19 22  2  0
 19 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2332625

   Trichoderolide A

Molecule Features

Natural Product: No

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: 314.34

Molecular Weight (Monoisotopic): 314.1154

AlogP: 3.95

#Rotatable Bonds: 4

Polar Surface Area: 61.83

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.71

CX LogD: 3.71

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: 0.02

References

1. Chen M, Shao CL, Fu XM, Xu RF, Zheng JJ, Zhao DL, She ZG, Wang CY..  (2013)  Bioactive indole alkaloids and phenyl ether derivatives from a marine-derived Aspergillus sp. Fungus.,  76  (4): [PMID:23527875] [10.1021/np300707x]

Source

Source(1):

• Scientific Literature