4,6,9-Trimethyl-furo[2,3-h]chromen-2-one

ID: ALA173365

Chembl Id: CHEMBL173365

Cas Number: 90370-29-9

PubChem CID: 107731

Max Phase: Preclinical

Molecular Formula: C14H12O3

Molecular Weight: 228.25

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 4,6,4'-Trimethylangelicin | 4,4',6-Trimethylangelicin|90370-29-9|4,6,4'-Trimethylangelicin|4,6,9-trimethylfuro[2,3-h]chromen-2-one|4,4,6-Trimethylangelicin|4,6,9-Trimethyl-2H-furo(2,3-h)-1-benzopyran-2-one|T2MYR3390L|CHEBI:82543|2H-Furo(2,3-h)-1-benzopyran-2-one, 4,6,9-trimethyl-|CCRIS 4277|4,6,9-trimethyl-2h-furo[2,3-h]chromen-2-one|BRN 4467945|4,4',6-Trimethylangelicin plus ultraviolet A radiation|4-Hydroxy-beta,3,7-trimethyl-5-benzofuranacrylic acid delta-lactone|4,6,9-Trimethyl-2H-furo(2,3-hShow More⌵

Canonical SMILES:  Cc1cc(=O)oc2c1cc(C)c1occ(C)c12

Standard InChI:  InChI=1S/C14H12O3/c1-7-5-11(15)17-14-10(7)4-8(2)13-12(14)9(3)6-16-13/h4-6H,1-3H3

Standard InChI Key:  ZARUKNQGJBWWBA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA173365

   4,4',6-Trimethylangelicin

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: 228.25

Molecular Weight (Monoisotopic): 228.0786

AlogP: 3.46

#Rotatable Bonds: ┄

Polar Surface Area: 43.35

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.27

CX LogD: 3.27

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.55

Np Likeness Score: 0.56

References

1. Guiotto A, Rodighiero P, Manzini P, Pastorini G, Bordin F, Baccichetti F, Carlassare F, Vedaldi D, Dall'Acqua F, Tamaro M..  (1984)  6-Methylangelicins: a new series of potential photochemotherapeutic agents for the treatment of psoriasis.,  27  (8): [PMID:6540313] [10.1021/jm00374a005]

2. Borgatti M, Chilin A, Piccagli L, Lampronti I, Bianchi N, Mancini I, Marzaro G, dall'Acqua F, Guiotto A, Gambari R..  (2011)  Development of a novel furocoumarin derivative inhibiting NF-κB dependent biological functions: design, synthesis and biological effects.,  46  (10): [PMID:21864947] [10.1016/j.ejmech.2011.07.032]

3. Marzaro G, Lampronti I, D'Aversa E, Sacchetti G, Miolo G, Vaccarin C, Cabrini G, Dechecchi MC, Gambari R, Chilin A..  (2018)  Design, synthesis and biological evaluation of novel trimethylangelicin analogues targeting nuclear factor kB (NF-kB).,  151  [PMID:29627723] [10.1016/j.ejmech.2018.03.080]

Source

Source(1):

• Scientific Literature