8,9,10,11,12,13-hexahydroxy-6,15-dioxo-2,3,4-tri(3,4,5-trihydroxyphenylcarbonyloxy)-2,3,4,4a,6,15,16,16a-octahydrodibenzo[f,h]pyrano[3,2-b]oxecine

ID: ALA311906

Chembl Id: CHEMBL311906

PubChem CID: 44460496

Max Phase: Preclinical

Molecular Formula: C41H30O25

Molecular Weight: 922.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(OC1C2OC(=O)c3cc(O)c(O)c(O)c3-c3c(cc(O)c(O)c3O)C(=O)CC2O[C@H](OC(=O)c2cc(O)c(O)c(O)c2)C1OC(=O)c1cc(O)c(O)c(O)c1)c1cc(O)c(O)c(O)c1

Standard InChI:  InChI=1S/C41H30O25/c42-15-9-24-34(63-40(61)14-8-23(50)31(55)33(57)26(14)25-13(15)7-22(49)30(54)32(25)56)35(64-37(58)10-1-16(43)27(51)17(44)2-10)36(65-38(59)11-3-18(45)28(52)19(46)4-11)41(62-24)66-39(60)12-5-20(47)29(53)21(48)6-12/h1-8,24,34-36,41,43-57H,9H2/t24?,34?,35?,36?,41-/m1/s1

Standard InChI Key:  CYIPISXCVJSXDV-WHYZNTSBSA-N

Alternative Forms

1. Parent:

   

   ALA311906

   [(13R)-3,4,5,20,21,22-hexahydroxy-8,17-dioxo-12,13-bis[(3,4,5-trihydroxybenzoyl)oxy]-9,14-dioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-11-yl] 3,4,5-trihydroxybenzoate

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: 922.67

Molecular Weight (Monoisotopic): 922.1076

AlogP: 2.08

#Rotatable Bonds: 6

Polar Surface Area: 434.95

Molecular Species: NEUTRAL

HBA: 25

HBD: 15

#RO5 Violations: 3

HBA (Lipinski): 25

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 6.90

CX Basic pKa: ┄

CX LogP: 4.13

CX LogD: 3.10

Aromatic Rings: 5

Heavy Atoms: 66

QED Weighted: 0.07

Np Likeness Score: 1.01

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