(+/-)-erythro-3,4,5-trimethoxy-7-hydroxy-1'(E)-propenyl-3'-methoxy-8.0.4'-neolignan

ID: ALA464726

Chembl Id: CHEMBL464726

PubChem CID: 44566615

Max Phase: Preclinical

Molecular Formula: C22H28O6

Molecular Weight: 388.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C/c1ccc(O[C@H](C)[C@@H](O)c2cc(OC)c(OC)c(OC)c2)c(OC)c1

Standard InChI:  InChI=1S/C22H28O6/c1-7-8-15-9-10-17(18(11-15)24-3)28-14(2)21(23)16-12-19(25-4)22(27-6)20(13-16)26-5/h7-14,21,23H,1-6H3/b8-7+/t14-,21-/m1/s1

Standard InChI Key:  LNEPYGTUEWFPKT-CUPZOLRKSA-N

Alternative Forms

1. Parent:

   

   ALA464726

   (1S,2R)-2-[2-methoxy-4-[(E)-prop-1-enyl]phenoxy]-1-(3,4,5-trimethoxyphenyl)propan-1-ol

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: 388.46

Molecular Weight (Monoisotopic): 388.1886

AlogP: 4.26

#Rotatable Bonds: 9

Polar Surface Area: 66.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.38

CX Basic pKa:

CX LogP: 3.82

CX LogD: 3.82

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.69

Np Likeness Score: 0.80

References

1. Zacchino S, Rodríguez G, Pezzenati G, Orellana G, Enriz R, Gonzalez Sierra M..  (1997)  In vitro evaluation of antifungal properties of 8.O.4'-neolignans.,  60  (7): [PMID:9249968] [10.1021/np9605504]

2. Zhang WY, Feng XL, Lu D, Gao H, Yu Y, Yao XS..  (2018)  New lignans attenuating cognitive deterioration of Aβ transgenic flies discovered in Acorus tatarinowii.,  28  (4): [PMID:29307497] [10.1016/j.bmcl.2017.08.015]

Source

Source(1):

• Scientific Literature