4,5-dihydroxy-3,6-di(3,4,5-trihydroxyphenylcarbonyloxy)-2-(3,4,5-trihydroxyphenylcarbonyloxymethyl)tetrahydro-2H-pyran

ID: ALA1159462

PubChem CID: 10349127

Max Phase: Preclinical

Molecular Formula: C27H24O18

Molecular Weight: 636.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(OC[C@H]1O[C@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@H](O)[C@@H](O)[C@@H]1OC(=O)c1cc(O)c(O)c(O)c1)c1cc(O)c(O)c(O)c1

Standard InChI:  InChI=1S/C27H24O18/c28-11-1-8(2-12(29)18(11)34)24(39)42-7-17-23(44-25(40)9-3-13(30)19(35)14(31)4-9)21(37)22(38)27(43-17)45-26(41)10-5-15(32)20(36)16(33)6-10/h1-6,17,21-23,27-38H,7H2/t17-,21-,22-,23-,27-/m1/s1

Standard InChI Key:  SUAXOYITDJNGFM-HDCOVYJKSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1159462

   galloyl(-4)[galloyl(-6)]Glc(a)-O-galloyl

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: 636.47

Molecular Weight (Monoisotopic): 636.0963

AlogP: -0.28

#Rotatable Bonds: 7

Polar Surface Area: 310.66

Molecular Species: NEUTRAL

HBA: 18

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.67

CX Basic pKa: ┄

CX LogP: 1.82

CX LogD: 1.59

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.09

Np Likeness Score: 1.10

References

1. Kashiwada Y, Nonaka G, Nishioka I, Ballas LM, Jiang JB, Janzen WP, Lee K.  (1992)  Tannins as selective inhibitors of protein kinase C,  2  (3): [10.1016/S0960-894X(01)81072-6]

Source

Source(1):

• Scientific Literature