(+)-cis-Methylkellactone

ID: ALA463444

Cas Number: 20107-13-5

PubChem CID: 44567006

Max Phase: Preclinical

Molecular Formula: C15H16O5

Molecular Weight: 276.29

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (+)-Cis-Methylkellactone | cis-Methylkhellactone|20107-13-5|(+)-cis-Methylkellactone|CHEMBL463444|AKOS040761511|(9R,10R)-9-hydroxy-10-methoxy-8,8-dimethyl-9,10-dihydropyrano[2,3-f]chromen-2-one

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-/m1/s1

Standard InChI Key:  MDDPVXHWOABQJQ-ZIAGYGMSSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -3.6707  -12.8389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6707  -13.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9585  -14.0693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2464  -13.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9585  -12.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2459  -12.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2401  -11.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9587  -11.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5315  -11.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5416  -12.4332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8330  -12.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1101  -12.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1000  -11.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8130  -11.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5989  -12.8744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3873  -13.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6660  -14.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9585  -14.8938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5368  -14.0747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5382  -14.8992    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  1
  9 10  2  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA463444

   cis-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