Epicatechin-(4beta->8)-ent-epicatechin

ID: ALA4514734

Cas Number: 82262-99-5

PubChem CID: 442677

Max Phase: Preclinical

Molecular Formula: C30H26O12

Molecular Weight: 578.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1cc(O)c2c(c1)O[C@H](c1ccc(O)c(O)c1)[C@H](O)[C@H]2c1c(O)cc(O)c2c1O[C@@H](c1ccc(O)c(O)c1)[C@@H](O)C2

Standard InChI:  InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26+,27+,28-,29+/m0/s1

Standard InChI Key:  XFZJEEAOWLFHDH-DQPHOHOGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4514734

   (2S,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-yl]chromane-3,5,7-triol

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 578.53

Molecular Weight (Monoisotopic): 578.1424

AlogP: 3.00

#Rotatable Bonds: 3

Polar Surface Area: 220.76

Molecular Species: NEUTRAL

HBA: 12

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.69

CX Basic pKa: ┄

CX LogP: 3.12

CX LogD: 3.09

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.16

Np Likeness Score: 1.93

References

1. Phansalkar RS, Nam JW, Leme-Kraus AA, Gan LS, Zhou B, McAlpine JB, Chen SN, Bedran-Russo AK, Pauli GF..  (2019)  Proanthocyanidin Dimers and Trimers from Vitis vinifera Provide Diverse Structural Motifs for the Evaluation of Dentin Biomodification.,  82  (9): [PMID:31433178] [10.1021/acs.jnatprod.8b00953]

Source

Source(1):

• Scientific Literature