4-(4-Hydroxy-benzyl)-3-[2-(3-hydroxy-phenyl)-ethyl]-5-methoxy-phenol

ID: ALA182906

Chembl Id: CHEMBL182906

Cas Number: 151538-57-7

PubChem CID: 11187204

Max Phase: Preclinical

Molecular Formula: C22H22O4

Molecular Weight: 350.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(O)cc(CCc2cccc(O)c2)c1Cc1ccc(O)cc1

Standard InChI:  InChI=1S/C22H22O4/c1-26-22-14-20(25)13-17(8-5-15-3-2-4-19(24)11-15)21(22)12-16-6-9-18(23)10-7-16/h2-4,6-7,9-11,13-14,23-25H,5,8,12H2,1H3

Standard InChI Key:  GSRRYHALFWAEMW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA182906

   3',5-Dihydroxy-2-(4-hydroxybenzyl)3-methoxybibenzyl

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: 350.41

Molecular Weight (Monoisotopic): 350.1518

AlogP: 4.19

#Rotatable Bonds: 6

Polar Surface Area: 69.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.49

CX Basic pKa: ┄

CX LogP: 5.53

CX LogD: 5.53

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.62

Np Likeness Score: 0.94

References

1. Morita H, Koyama K, Sugimoto Y, Kobayashi J..  (2005)  Antimitotic activity and reversal of breast cancer resistance protein-mediated drug resistance by stilbenoids from Bletilla striata.,  15  (4): [PMID:15686910] [10.1016/j.bmcl.2004.12.026]

2. Lin CW, Hwang TL, Chen FA, Huang CH, Hung HY, Wu TS..  (2016)  Chemical Constituents of the Rhizomes of Bletilla formosana and Their Potential Anti-inflammatory Activity.,  79  (8): [PMID:27525452] [10.1021/acs.jnatprod.6b00118]

3. Geske L, Baier J, Boulos JC, Efferth T, Opatz T..  (2023)  Xylochemical Synthesis and Biological Evaluation of the Orchidaceous Natural Products Isoarundinin I, Bleochrin F, Blestanol K, and Pleionol.,  86  (1.0): [PMID:36538372] [10.1021/acs.jnatprod.2c00830]

Source

Source(1):

• Scientific Literature