(E,4S,5S)-Dihydro-4-hydroxy-5-methyl-3-octaylidenefuran-2(3H)-one

ID: ALA4203985

Chembl Id: CHEMBL4203985

PubChem CID: 145975315

Max Phase: Preclinical

Molecular Formula: C13H22O3

Molecular Weight: 226.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCC/C=C1/C(=O)O[C@@H](C)[C@H]1O

Standard InChI:  InChI=1S/C13H22O3/c1-3-4-5-6-7-8-9-11-12(14)10(2)16-13(11)15/h9-10,12,14H,3-8H2,1-2H3/b11-9+/t10-,12+/m0/s1

Standard InChI Key:  PUPAGDDJLZTHED-BJLXZBBLSA-N

Alternative Forms

1. Parent:

   

   ALA4203985

   ---

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: 226.32

Molecular Weight (Monoisotopic): 226.1569

AlogP: 2.58

#Rotatable Bonds: 6

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.31

CX Basic pKa:

CX LogP: 3.39

CX LogD: 3.39

Aromatic Rings: 0

Heavy Atoms: 16

QED Weighted: 0.43

Np Likeness Score: 2.17

References

1. Lee J, Mailar K, Yoo OK, Choi WJ, Keum YS..  (2018)  Marliolide inhibits skin carcinogenesis by activating NRF2/ARE to induce heme oxygenase-1.,  150  [PMID:29525432] [10.1016/j.ejmech.2018.02.068]

2. Ahn S, Basavana Gowda MK, Lee M, Masagalli JN, Mailar K, Choi WJ, Noh M..  (2020)  Novel linked butanolide dimer compounds increase adiponectin production during adipogenesis in human mesenchymal stem cells through peroxisome proliferator-activated receptor γ modulation.,  187  [PMID:31865018] [10.1016/j.ejmech.2019.111969]

Source

Source(1):

• Scientific Literature