ID: ALA450745

Max Phase: Preclinical

Molecular Formula: C41H30O26

Molecular Weight: 938.67

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C41H30O26/c42-15-1-10(2-16(43)26(15)50)36(57)65-34-33-23(9-62-39(60)13-7-21(48)29(53)31(55)24(13)25-14(40(61)64-33)8-22(49)30(54)32(25)56)63-41(67-38(59)12-5-19(46)28(52)20(47)6-12)35(34)66-37(58)11-3-17(44)27(51)18(45)4-11/h1-8,23,33-35,41-56H,9H2/t23-,33-,34+,35-,41+/m1/s1

Standard InChI Key:  JCGHAEBIBSEQAD-UUUCSUBKSA-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: 938.67

Molecular Weight (Monoisotopic): 938.1025

AlogP: 1.67

#Rotatable Bonds: 6

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: 7.16

CX Basic pKa:

CX LogP: 4.26

CX LogD: 3.56

Aromatic Rings: 5

Heavy Atoms: 67

QED Weighted: 0.07

Np Likeness Score: 0.99

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. Saito K, Matsumoto M, Sekine T, Murakoshi I, Morisaki N, Iwasaki S.  (1989)  Inhibitory Substances from Myriophyllum brasiliense on Growth of Blue-Green Algae,  52  (6): [10.1021/np50066a004]

3. 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]

4. Tamura S, Yang GM, Yasueda N, Matsuura Y, Komoda Y, Murakami N..  (2010)  Tellimagrandin I, HCV invasion inhibitor from Rosae Rugosae Flos.,  20  (5): [PMID:20144544] [10.1016/j.bmcl.2010.01.084]

5. Park SH, Yang EJ, Kim SI, Song KS..  (2014)  β-Secretase (BACE1)-inhibiting C-methylrotenoids from Abronia nana suspension cultures.,  24  (13): [PMID:24835197] [10.1016/j.bmcl.2014.04.060]

Source

Source(1):

• Scientific Literature