Methyl-3,5-di-O-caffeoyl-epi-quinate

ID: ALA4125897

Max Phase: Preclinical

Molecular Formula: C26H26O12

Molecular Weight: 530.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@]1(O)C[C@@H](OC(=O)/C=C/c2ccc(O)c(O)c2)[C@H](O)[C@H](OC(=O)/C=C/c2ccc(O)c(O)c2)C1

Standard InChI:  InChI=1S/C26H26O12/c1-36-25(34)26(35)12-20(37-22(31)8-4-14-2-6-16(27)18(29)10-14)24(33)21(13-26)38-23(32)9-5-15-3-7-17(28)19(30)11-15/h2-11,20-21,24,27-30,33,35H,12-13H2,1H3/b8-4+,9-5+/t20-,21-,24-,26-/m1/s1

Standard InChI Key:  VEBNYMXKXIIGFX-OKXQOVHHSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA4125897

   ---

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: 530.48

Molecular Weight (Monoisotopic): 530.1424

AlogP: 1.12

#Rotatable Bonds: 7

Polar Surface Area: 200.28

Molecular Species: NEUTRAL

HBA: 12

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.91

CX Basic pKa: ┄

CX LogP: 2.30

CX LogD: 2.29

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.13

Np Likeness Score: 1.29

References

1. Kim TH, Ihn HJ, Kim K, Cho HS, Shin HI, Bae YC, Park EK..  (2018)  Inhibitory effects of methyl-3,5-di-O-caffeoyl-epi-quinate on RANKL-induced osteoclast differentiation.,  28  (10): [PMID:29657104] [10.1016/j.bmcl.2018.03.072]

Source

Source(1):

• Scientific Literature