ID: ALA448796

Max Phase: Preclinical

Molecular Formula: C34H26O23

Molecular Weight: 802.56

Molecule Type: Small molecule

Representations

Synonyms (1): Mallotinic Acid
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(Oc4c(C(=O)O)cc(O)c(O)c4O)c(O)c3O)C(=O)O[C@H]([C@H]1O)[C@@H]2O)c1cc(O)c(O)c(O)c1

Standard InChI:  InChI=1S/C34H26O23/c35-11-1-7(2-12(36)19(11)39)31(50)57-34-27(47)29-23(43)16(55-34)6-53-32(51)8-3-13(37)20(40)24(44)17(8)18-9(33(52)56-29)5-15(22(42)25(18)45)54-28-10(30(48)49)4-14(38)21(41)26(28)46/h1-5,16,23,27,29,34-47H,6H2,(H,48,49)/t16-,23-,27-,29+,34+/m1/s1

Standard InChI Key:  AJIFASHLGBHDDS-GEFDNOIESA-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: 802.56

Molecular Weight (Monoisotopic): 802.0865

AlogP: 0.61

#Rotatable Bonds: 5

Polar Surface Area: 397.65

Molecular Species: ACID

HBA: 22

HBD: 14

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.45

CX Basic pKa:

CX LogP: 1.65

CX LogD: -2.55

Aromatic Rings: 4

Heavy Atoms: 57

QED Weighted: 0.07

Np Likeness Score: 1.53

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. Fogliani B, Raharivelomanana P, Bianchini JP, Bouraïma-Madjèbi S, Hnawia E..  (2005)  Bioactive ellagitannins from Cunonia macrophylla, an endemic Cunoniaceae from New Caledonia.,  66  (2): [PMID:15652581] [10.1016/j.phytochem.2004.11.016]

Source

Source(1):

• Scientific Literature