(-)-trans-Methylkhellactone

ID: ALA463635

Cas Number: 23733-92-8

PubChem CID: 21679806

Max Phase: Preclinical

Molecular Formula: C15H16O5

Molecular Weight: 276.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@H]1c2c(ccc3ccc(=O)oc23)OC(C)(C)[C@@H]1O

Standard InChI:  InChI=1S/C15H16O5/c1-15(2)14(17)13(18-3)11-9(20-15)6-4-8-5-7-10(16)19-12(8)11/h4-7,13-14,17H,1-3H3/t13-,14+/m0/s1

Standard InChI Key:  MDDPVXHWOABQJQ-UONOGXRCSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -4.2531  -20.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2531  -21.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5399  -22.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8268  -21.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5399  -20.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8285  -20.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8136  -19.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5356  -19.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1063  -19.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1207  -20.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4168  -20.9270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6940  -20.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6797  -19.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3880  -19.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0137  -20.9555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9711  -21.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2486  -22.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5399  -22.9630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1153  -22.1417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1156  -22.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  4  6  1  0
  5  6  2  0
  1  2  1  0
  1  5  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
  2  3  1  0
 12 15  2  0
  5  8  1  0
  2 16  1  0
  6 10  1  0
  2 17  1  0
  9  7  1  0
  3 18  1  1
  7  8  2  0
  4 19  1  6
  9 10  2  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA463635

   trans-Methylkhellactone

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: 276.29

Molecular Weight (Monoisotopic): 276.0998

AlogP: 2.01

#Rotatable Bonds: 1

Polar Surface Area: 68.90

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.85

CX Basic pKa: ┄

CX LogP: 1.46

CX LogD: 1.46

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.81

Np Likeness Score: 2.31

References

1. Valencia-Islas N, Abbas H, Bye R, Toscano R, Mata R..  (2002)  Phytotoxic compounds from Prionosciadium watsoni.,  65  (6): [PMID:12088423] [10.1021/np010448t]

Source

Source(1):

• Scientific Literature