2-[2',4'-dihydroxy-5'-(3-methylbut-2-enyl)phenyl]-6-hydroxy-7-(3-methylbut-2-enyl)-1-benzofuran-3-oic acid

ID: ALA1095261

Chembl Id: CHEMBL1095261

PubChem CID: 46210586

Max Phase: Preclinical

Molecular Formula: C25H26O6

Molecular Weight: 422.48

Molecule Type: Small molecule

Names and Identifiers

Synonyms: erythribyssin F | ERYTHRIBYSSIN F|CHEMBL1095261

Canonical SMILES:  CC(C)=CCc1cc(-c2oc3c(CC=C(C)C)c(O)ccc3c2C(=O)O)c(O)cc1O

Standard InChI:  InChI=1S/C25H26O6/c1-13(2)5-7-15-11-18(21(28)12-20(15)27)24-22(25(29)30)17-9-10-19(26)16(23(17)31-24)8-6-14(3)4/h5-6,9-12,26-28H,7-8H2,1-4H3,(H,29,30)

Standard InChI Key:  JMORUTGUQMSNPM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1095261

   ERYTHRIBYSSIN F

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: 422.48

Molecular Weight (Monoisotopic): 422.1729

AlogP: 5.93

#Rotatable Bonds: 6

Polar Surface Area: 111.13

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.23

CX Basic pKa: ┄

CX LogP: 5.90

CX LogD: 2.80

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.37

Np Likeness Score: 1.59

References

1. Nguyen PH, Nguyen TN, Dao TT, Kang HW, Ndinteh DT, Mbafor JT, Oh WK..  (2010)  AMP-activated protein kinase (AMPK) activation by benzofurans and coumestans isolated from Erythrina abyssinica.,  73  (4): [PMID:20337486] [10.1021/np900745g]

Source

Source(1):

• Scientific Literature