Fukugetin

ID: ALA446790

Chembl Id: CHEMBL446790

PubChem CID: 44559839

Max Phase: Preclinical

Molecular Formula: C30H22O11

Molecular Weight: 558.50

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Fukugetin | CHEMBL446790|BDBM50292533

Canonical SMILES:  O=C1CC(c2ccc(O)c(O)c2)Oc2c1c(O)cc(O)c2[C@@H]1C(=O)c2c(O)cc(O)cc2O[C@H]1c1ccc(O)cc1

Standard InChI:  InChI=1S/C30H22O11/c31-14-4-1-12(2-5-14)29-27(28(39)25-18(35)8-15(32)9-23(25)41-29)26-20(37)10-19(36)24-21(38)11-22(40-30(24)26)13-3-6-16(33)17(34)7-13/h1-10,22,27,29,31-37H,11H2/t22?,27-,29+/m1/s1

Standard InChI Key:  IMIXFUXOSFSXPC-IYIVSNSKSA-N

Alternative Forms

1. Parent:

   

   ALA446790

   FUKUGETIN

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: 558.50

Molecular Weight (Monoisotopic): 558.1162

AlogP: 4.43

#Rotatable Bonds: 3

Polar Surface Area: 194.21

Molecular Species: NEUTRAL

HBA: 11

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.40

CX Basic pKa: ┄

CX LogP: 5.07

CX LogD: 4.72

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.18

Np Likeness Score: 1.87

References

1. Hayashi T, Sawa K, Kawasaki M, Arisawa M, Shimizu M, Morita N..  (1988)  Inhibition of cow's milk xanthine oxidase by flavonoids.,  51  (2): [PMID:3379415] [10.1021/np50056a030]

2. Santos JA, Kondo MY, Freitas RF, dos Santos MH, Ramalho TC, Assis DM, Juliano L, Juliano MA, Puzer L..  (2016)  The natural flavone fukugetin as a mixed-type inhibitor for human tissue kallikreins.,  26  (5): [PMID:26848109] [10.1016/j.bmcl.2016.01.039]

Source

Source(1):

• Scientific Literature