(+)-Lomatin

ID: ALA503137

Cas Number: 19380-05-3

PubChem CID: 759302

Max Phase: Preclinical

Molecular Formula: C14H14O4

Molecular Weight: 246.26

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (+)-Lomatin | Lomatin | 19380-05-3|2H,8H-Benzo[1,2-b:3,4-b']dipyran-2-one, 9,10-dihydro-9-hydroxy-8,8-dimethyl-, (R)-|(9R)-9-hydroxy-8,8-dimethyl-9,10-dihydropyrano[2,3-h]chromen-2-one|SMR000445662|CHEMBL503137|Jatamansinol|(+)-Lomatin|MLS000728549|MLS001163815|UJSHBYQGQRPVNO-LLVKDONJSA-N|HMS2203I19|AKOS030501953|9-Hydroxy-8,8-dimethyl-9,10-dihydro-2H,8H-pyrano[2,3-f]chromen-2-one #|(R)-9-Hydroxy-8,8-dimethyl-9,10-dihydro-2H,8H-pyrano[2,3-f]chromen-2-one|2H,8H-Benzo[1,2-b:3,4-b']dipyran-2-one, 9Show More⌵

Canonical SMILES:  CC1(C)Oc2ccc3ccc(=O)oc3c2C[C@H]1O

Standard InChI:  InChI=1S/C14H14O4/c1-14(2)11(15)7-9-10(18-14)5-3-8-4-6-12(16)17-13(8)9/h3-6,11,15H,7H2,1-2H3/t11-/m1/s1

Standard InChI Key:  UJSHBYQGQRPVNO-LLVKDONJSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    3.0083  -20.6808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0083  -21.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7215  -21.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4348  -21.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7215  -20.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4330  -20.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4479  -19.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7259  -19.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1552  -19.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1409  -20.2782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8447  -20.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5674  -20.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5819  -19.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8735  -19.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2752  -20.7314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2905  -21.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0130  -22.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7215  -22.7389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  2  0
  9 10  2  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
M  END

Alternative Forms

1. Parent:

   

   ALA503137

   (+)-LOMATIN

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: 246.26

Molecular Weight (Monoisotopic): 246.0892

AlogP: 1.87

#Rotatable Bonds: ┄

Polar Surface Area: 59.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.75

CX Basic pKa: ┄

CX LogP: 1.73

CX LogD: 1.73

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.72

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]

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays