ID: ALA446979

Max Phase: Preclinical

Molecular Formula: C41H28O26

Molecular Weight: 936.65

Molecule Type: Small molecule

Representations

Synonyms (1): 1(Beta)-O-Galloylpedunculagin
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(O)c(O)c3-c3c(cc(O)c(O)c3O)C(=O)O[C@H]2[C@@H]2OC(=O)c3cc(O)c(O)c(O)c3-c3c(cc(O)c(O)c3O)C(=O)O[C@@H]12)c1cc(O)c(O)c(O)c1

Standard InChI:  InChI=1S/C41H28O26/c42-13-1-8(2-14(43)24(13)48)36(57)67-41-35-34(65-39(60)11-5-17(46)27(51)31(55)22(11)23-12(40(61)66-35)6-18(47)28(52)32(23)56)33-19(63-41)7-62-37(58)9-3-15(44)25(49)29(53)20(9)21-10(38(59)64-33)4-16(45)26(50)30(21)54/h1-6,19,33-35,41-56H,7H2/t19-,33-,34+,35-,41+/m1/s1

Standard InChI Key:  SWRFKGRMQVLMKA-JIZJWZDPSA-N

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

Properties

Molecular Weight: 936.65

Molecular Weight (Monoisotopic): 936.0869

AlogP: 1.65

#Rotatable Bonds: 2

Polar Surface Area: 444.18

Molecular Species: NEUTRAL

HBA: 26

HBD: 15

#RO5 Violations: 3

HBA (Lipinski): 26

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 6.86

CX Basic pKa:

CX LogP: 3.54

CX LogD: 2.57

Aromatic Rings: 5

Heavy Atoms: 67

QED Weighted: 0.07

Np Likeness Score: 0.90

References

1. Abe I, Kashiwagi Y, Noguchi H, Tanaka T, Ikeshiro Y, Kashiwada Y..  (2001)  Ellagitannins and hexahydroxydiphenoyl esters as inhibitors of vertebrate squalene epoxidase.,  64  (8): [PMID:11520216] [10.1021/np010100y]

2. Kashiwada Y, Nonaka G, Nishioka I, Chang JJ, Lee KH..  (1992)  Antitumor agents, 129. Tannins and related compounds as selective cytotoxic agents.,  55  (8): [PMID:1431932] [10.1021/np50086a002]

3. Song JH, Kim SY, Hwang GS, Kim YS, Kim HY, Kang KS..  (2019)  Sanguiin H-11 from Sanguisorbae radix protects HT22 murine hippocampal cells against glutamate-induced death.,  29  (2): [PMID:30497912] [10.1016/j.bmcl.2018.11.042]

Source

Source(1):

• Scientific Literature