(7R,9R)-7-hydroxy-9-propyl-5-nonen-9-olide

ID: ALA448932

PubChem CID: 643678

Max Phase: Preclinical

Molecular Formula: C12H20O3

Molecular Weight: 212.29

Molecule Type: Small molecule

Names and Identifiers

Synonyms: herbarumin III | Herbarumin III|(2R,4R,5E)-4-hydroxy-2-propyl-2,3,4,7,8,9-hexahydrooxecin-10-one|CHEMBL448932|IWZXZFNLDPFUKQ-NAJRYUOPSA-|CHEBI:205802|InChI=1/C12H20O3/c1-2-6-11-9-10(13)7-4-3-5-8-12(14)15-11/h4,7,10-11,13H,2-3,5-6,8-9H2,1H3/b7-4+/t10-,11+/m0/s1

Canonical SMILES:  CCC[C@@H]1C[C@@H](O)/C=C/CCCC(=O)O1

Standard InChI:  InChI=1S/C12H20O3/c1-2-6-11-9-10(13)7-4-3-5-8-12(14)15-11/h4,7,10-11,13H,2-3,5-6,8-9H2,1H3/b7-4+/t10-,11+/m0/s1

Standard InChI Key:  IWZXZFNLDPFUKQ-NAJRYUOPSA-N

Molfile:  

     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
   11.5916    0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5916   -0.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3047   -0.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3047    0.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0209    0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0226   -0.2427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7366   -0.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4564   -0.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4546    0.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7331    1.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7365   -1.4769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3024   -1.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0143   -1.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0120   -2.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8769    0.9977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  2  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  2  0
  3 12  1  6
 12 13  1  0
 13 14  1  0
  1 15  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA448932

   HERBARUMIN III

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: 212.29

Molecular Weight (Monoisotopic): 212.1412

AlogP: 2.19

#Rotatable Bonds: 2

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: 2.09

CX LogD: 2.09

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.56

Np Likeness Score: 2.51

References

1. Rivero-Cruz JF, Macías M, Cerda-García-Rojas CM, Mata R..  (2003)  A new phytotoxic nonenolide from Phoma herbarum.,  66  (4): [PMID:12713403] [10.1021/np020501t]

Source

Source(1):

• Scientific Literature