2',3'-Dihydrosorbicillin

ID: ALA460262

Chembl Id: CHEMBL460262

Cas Number: 79950-82-6

PubChem CID: 21676140

Max Phase: Preclinical

Molecular Formula: C14H18O3

Molecular Weight: 234.29

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 2',3'-Dihydrosorbicillin | Dihydrosorbicillin|2',3'-Dihydrosorbicillin|79950-82-6|R5UQ4Q5HUQ|2'3'-dihydrosorbicillin|UNII-R5UQ4Q5HUQ|(4E)-1-(2,4-Dihydroxy-3,5-dimethylphenyl)-4-hexen-1-one|4-Hexen-1-one, 1-(2,4-dihydroxy-3,5-dimethylphenyl)-, (4E)-|4-Hexen-1-one, 1-(2,4-dihydroxy-3,5-dimethylphenyl)-, (E)-|(E)-1-(2,4-dihydroxy-3,5-dimethylphenyl)hex-4-en-1-one|CHEMBL460262|CHEBI:221001|(E)-1-(2,4-Dihydroxy-3,5-dimethylphenyl)-4-hexen-1-one|AKOS030213188

Canonical SMILES:  C/C=C/CCC(=O)c1cc(C)c(O)c(C)c1O

Standard InChI:  InChI=1S/C14H18O3/c1-4-5-6-7-12(15)11-8-9(2)13(16)10(3)14(11)17/h4-5,8,16-17H,6-7H2,1-3H3/b5-4+

Standard InChI Key:  QQBOFNUXGPKLIK-SNAWJCMRSA-N

Alternative Forms

1. Parent:

   

   ALA460262

   Dihydrosorbicillin

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: 234.29

Molecular Weight (Monoisotopic): 234.1256

AlogP: 3.25

#Rotatable Bonds: 4

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.61

CX Basic pKa:

CX LogP: 4.27

CX LogD: 4.25

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.62

Np Likeness Score: 1.23

References

1. Maskey RP, Grün-Wollny I, Laatsch H..  (2005)  Sorbicillin analogues and related dimeric compounds from Penicillium notatum.,  68  (6): [PMID:15974609] [10.1021/np040137t]

2. Lee D, Kim J, Choi S, Choi J, Woo Lee J, Sung Kang K, Hee Shim S..  (2023)  2,3-Dihydrosorbicillin and chrysopanol stimulate insulin secretion in INS-1 cells.,  83  [PMID:36781148] [10.1016/j.bmcl.2023.129186]

Source

Source(1):

• Scientific Literature