ID: ALA3966698

Max Phase: Preclinical

Molecular Formula: C34H32O7

Molecular Weight: 552.62

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)=CCc1c(O)c(C(=O)CC(C)COC(=O)/C=C/c2ccccc2)c(O)c2c(-c3ccccc3)cc(=O)oc12

Standard InChI:  InChI=1S/C34H32O7/c1-21(2)14-16-25-32(38)31(27(35)18-22(3)20-40-28(36)17-15-23-10-6-4-7-11-23)33(39)30-26(19-29(37)41-34(25)30)24-12-8-5-9-13-24/h4-15,17,19,22,38-39H,16,18,20H2,1-3H3/b17-15+

Standard InChI Key:  RYOCGBKLTMGWME-BMRADRMJSA-N

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

Properties

Molecular Weight: 552.62

Molecular Weight (Monoisotopic): 552.2148

AlogP: 6.85

#Rotatable Bonds: 10

Polar Surface Area: 114.04

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.96

CX Basic pKa:

CX LogP: 8.30

CX LogD: 7.69

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.07

Np Likeness Score: 1.32

References

1. Franchin M, Rosalen PL, da Cunha MG, Silva RL, Colón DF, Bassi GS, de Alencar SM, Ikegaki M, Alves-Filho JC, Cunha FQ, Beutler JA, Cunha TM..  (2016)  Cinnamoyloxy-mammeisin Isolated from Geopropolis Attenuates Inflammatory Process by Inhibiting Cytokine Production: Involvement of MAPK, AP-1, and NF-κB.,  79  (7): [PMID:27367493] [10.1021/acs.jnatprod.6b00263]

2. da Cunha MG, Ramos-Junior ES, Franchin M, Taira TM, Beutler JA, Franco GCN, Ikegaki M, de Alencar SM, Fukada SY, Rosalen PL..  (2017)  Effects of Cinnamoyloxy-mammeisin from Geopropolis on Osteoclast Differentiation and Porphyromonas gingivalis-Induced Periodontitis.,  80  (6): [PMID:28570825] [10.1021/acs.jnatprod.7b00194]

Source

Source(1):

• Scientific Literature