Dehydrodiconiferyl alcohol

ID: ALA4163889

Chembl Id: CHEMBL4163889

Cas Number: 4263-87-0

PubChem CID: 5372367

Max Phase: Preclinical

Molecular Formula: C20H22O6

Molecular Weight: 358.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C2Oc3c(OC)cc(/C=C/CO)cc3C2CO)ccc1O

Standard InChI:  InChI=1S/C20H22O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h3-6,8-10,15,19,21-23H,7,11H2,1-2H3/b4-3+

Standard InChI Key:  KUSXBOZNRPQEON-ONEGZZNKSA-N

Alternative Forms

1. Parent:

   

   ALA4163889

   Dehydrodiconiferyl alcohol

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: 358.39

Molecular Weight (Monoisotopic): 358.1416

AlogP: 2.62

#Rotatable Bonds: 6

Polar Surface Area: 88.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.91

CX Basic pKa: ┄

CX LogP: 1.83

CX LogD: 1.83

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.74

Np Likeness Score: 1.98

References

1. Lee W, Ko KR, Kim HK, Lee DS, Nam IJ, Lim S, Kim S..  (2018)  Dehydrodiconiferyl Alcohol Inhibits Osteoclast Differentiation and Ovariectomy-Induced Bone Loss through Acting as an Estrogen Receptor Agonist.,  81  (6): [PMID:29869503] [10.1021/acs.jnatprod.7b00927]

2. Lou LL, Yao GD, Wang J, Zhao WY, Wang XB, Huang XX, Song SJ..  (2018)  Enantiomeric neolignans from Picrasma quassioides exhibit distinctive cytotoxicity on hepatic carcinoma cells through ROS generation and apoptosis induction.,  28  (8): [PMID:29567344] [10.1016/j.bmcl.2018.03.043]

Source

Source(1):

• Scientific Literature