[methyl 4-hydroxy-3-(2',3'-dihydroxy-3'-methylbutyl)benzoate]

ID: ALA451571

Cas Number: 117176-70-2

PubChem CID: 11184361

Max Phase: Preclinical

Molecular Formula: C13H18O5

Molecular Weight: 254.28

Molecule Type: Small molecule

Names and Identifiers

Synonyms: hostmaniane | hostmaniane|methyl 3-(2,3-dihydroxy-3-methylbutyl)-4-hydroxybenzoate|117176-70-2|CHEMBL451571|SCHEMBL19212021|CHEBI:138773|DTXSID101236497|EN300-37476735

Canonical SMILES:  COC(=O)c1ccc(O)c(CC(O)C(C)(C)O)c1

Standard InChI:  InChI=1S/C13H18O5/c1-13(2,17)11(15)7-9-6-8(12(16)18-3)4-5-10(9)14/h4-6,11,14-15,17H,7H2,1-3H3

Standard InChI Key:  ABFHVQPVDSMGNR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   13.3895    1.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3882    0.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1012    0.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8204    0.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8172    1.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0992    1.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0998   -0.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3848   -1.0079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8135   -1.0104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6711   -0.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6747    1.8830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0952    2.7088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9607    1.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2460    1.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9614    0.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5268    2.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6578    2.5966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8386    1.1646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  7  1  0
  4  5  1  0
  8 10  1  0
  2  3  1  0
  1 11  1  0
  5  6  2  0
  6 12  1  0
  6  1  1  0
 11 13  1  0
  1  2  2  0
 13 14  1  0
  3  4  2  0
 13 15  1  0
 14 16  1  0
  7  8  1  0
 14 17  1  0
  7  9  2  0
 14 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA451571

   HOSTMANIANE

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: 254.28

Molecular Weight (Monoisotopic): 254.1154

AlogP: 0.85

#Rotatable Bonds: 4

Polar Surface Area: 86.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.65

CX Basic pKa: ┄

CX LogP: 1.26

CX LogD: 1.24

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.69

Np Likeness Score: 1.23

References

1. Lago JH, Ramos CS, Casanova DC, Morandim Ade A, Bergamo DC, Cavalheiro AJ, Bolzani Vda S, Furlan M, Guimarães EF, Young MC, Kato MJ..  (2004)  Benzoic acid derivatives from Piper species and their fungitoxic activity against Cladosporium cladosporioides and C. sphaerospermum.,  67  (11): [PMID:15568762] [10.1021/np030530j]

Source

Source(1):

• Scientific Literature