11alpha,13-dihydro-13-hydroxydehydrocostus lactone

ID: ALA2270295

PubChem CID: 10634296

Max Phase: Preclinical

Molecular Formula: C15H20O3

Molecular Weight: 248.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1CC[C@H]2C(=C)CC[C@@H]3[C@H](OC(=O)[C@H]3CO)[C@@H]12

Standard InChI:  InChI=1S/C15H20O3/c1-8-3-6-11-12(7-16)15(17)18-14(11)13-9(2)4-5-10(8)13/h10-14,16H,1-7H2/t10-,11-,12-,13-,14-/m0/s1

Standard InChI Key:  JACOXIUOTHSYLC-PEDHHIEDSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    9.4876  -24.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1087  -24.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8002  -23.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8091  -24.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6126  -23.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1113  -22.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9281  -22.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4486  -23.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7406  -22.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0450  -25.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2836  -24.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5520  -24.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6757  -25.3187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4875  -25.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8623  -24.7216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8534  -26.1785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6795  -24.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0928  -25.4211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  4  2  1  1
  5  3  1  1
  3  1  1  0
  4  5  1  0
  5  6  1  0
  4 12  1  0
  6  7  1  0
  7  8  1  0
 11  8  1  1
  6  9  2  0
  2 10  2  0
 11 12  1  0
 12 13  1  6
 13 14  1  0
 14 15  1  0
 11 15  1  0
 14 16  2  0
 15 17  1  6
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2270295

   (3R,3aS,6aR,9aR,9bS)-3-(hydroxymethyl)-6,9-dimethylidene-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2-one

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: 248.32

Molecular Weight (Monoisotopic): 248.1412

AlogP: 2.07

#Rotatable Bonds: 1

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.65

CX LogD: 1.65

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.57

Np Likeness Score: 3.03

References

1. Macías FA, Galindo JC, Castellano D, Velasco RF..  (2000)  Sesquiterpene lactones with potential use as natural herbicide models. 2. guaianolides.,  48  (11): [PMID:11087474] [10.1021/jf0005364]

Source

Source(1):

• Scientific Literature