epicatechin-(4beta->8)-4'-O-methylgallocatechin

ID: ALA1814389

Chembl Id: CHEMBL1814389

PubChem CID: 53344583

Max Phase: Preclinical

Molecular Formula: C31H28O13

Molecular Weight: 608.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(O)cc([C@H]2Oc3c(c(O)cc(O)c3[C@H]3c4c(O)cc(O)cc4O[C@H](c4ccc(O)c(O)c4)[C@@H]3O)C[C@@H]2O)cc1O

Standard InChI:  InChI=1S/C31H28O13/c1-42-31-20(38)5-12(6-21(31)39)28-22(40)9-14-16(34)10-19(37)25(30(14)44-28)26-24-18(36)7-13(32)8-23(24)43-29(27(26)41)11-2-3-15(33)17(35)4-11/h2-8,10,22,26-29,32-41H,9H2,1H3/t22-,26+,27+,28+,29+/m0/s1

Standard InChI Key:  ADKHKBZKHGJXDZ-UKWJTHFESA-N

Alternative Forms

1. Parent:

   

   ALA1814389

   epicatechin-(4beta->8)-4'-O-methylgallocatechin

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: 608.55

Molecular Weight (Monoisotopic): 608.1530

AlogP: 3.00

#Rotatable Bonds: 4

Polar Surface Area: 229.99

Molecular Species: NEUTRAL

HBA: 13

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.78

CX Basic pKa: ┄

CX LogP: 2.96

CX LogD: 2.94

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.15

Np Likeness Score: 2.07

References

1. Schmidt CA, Murillo R, Heinzmann B, Laufer S, Wray V, Merfort I..  (2011)  Structural and conformational analysis of proanthocyanidins from Parapiptadenia rigida and their wound-healing properties.,  74  (6): [PMID:21553897] [10.1021/np200158g]

2. Hügel HM, de Silva NH, Siddiqui A, Blanch E, Lingham A..  (2021)  Natural spirocyclic alkaloids and polyphenols as multi target dementia leads.,  43  [PMID:34153839] [10.1016/j.bmc.2021.116270]

Source

Source(1):

• Scientific Literature