ID: ALA507409

Max Phase: Preclinical

Molecular Formula: C56H42O12

Molecular Weight: 906.94

Molecule Type: Small molecule

Representations

Synonyms (1): (+)-Vitisin A
Synonyms from Alternative Forms(1):

Canonical SMILES:  Oc1ccc([C@H]2c3c(O)cc(O)cc3[C@H]3c4c(cc(O)cc4[C@@H]2c2cc(/C=C/c4cc(O)cc5c4[C@H](c4cc(O)cc(O)c4)[C@@H](c4ccc(O)cc4)O5)ccc2O)O[C@@H]3c2ccc(O)cc2)cc1

Standard InChI:  InChI=1S/C56H42O12/c57-33-10-4-28(5-11-33)49-51(42-23-40(64)26-47-53(42)54(43-22-39(63)24-45(66)52(43)49)56(68-47)30-8-14-35(59)15-9-30)41-17-27(2-16-44(41)65)1-3-31-18-38(62)25-46-48(31)50(32-19-36(60)21-37(61)20-32)55(67-46)29-6-12-34(58)13-7-29/h1-26,49-51,54-66H/b3-1+/t49-,50+,51+,54+,55-,56-/m1/s1

Standard InChI Key:  XAXVWWYPKOGXSY-DBHYGPPCSA-N

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

Properties

Molecular Weight: 906.94

Molecular Weight (Monoisotopic): 906.2676

AlogP: 10.72

#Rotatable Bonds: 7

Polar Surface Area: 220.76

Molecular Species: NEUTRAL

HBA: 12

HBD: 10

#RO5 Violations: 4

HBA (Lipinski): 12

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 8.67

CX Basic pKa:

CX LogP: 11.01

CX LogD: 10.98

Aromatic Rings: 8

Heavy Atoms: 68

QED Weighted: 0.07

Np Likeness Score: 1.06

References

1. Huang YL, Tsai WJ, Shen CC, Chen CC..  (2005)  Resveratrol derivatives from the roots of Vitis thunbergii.,  68  (2): [PMID:15730246] [10.1021/np049686p]

2. Lambert C, Bisson J, Waffo-Téguo P, Papastamoulis Y, Richard T, Corio-Costet MF, Mérillon JM, Cluzet S..  (2012)  Phenolics and their antifungal role in grapevine wood decay: focus on the Botryosphaeriaceae family.,  60  (48): [PMID:23145924] [10.1021/jf303290g]

3. Lee JH, Kim YG, Ryu SY, Cho MH, Lee J..  (2014)  Resveratrol oligomers inhibit biofilm formation of Escherichia coli O157:H7 and Pseudomonas aeruginosa.,  77  (1): [PMID:24456071] [10.1021/np400756g]

4. Mattio LM, Catinella G, Pinto A, Dallavalle S..  (2020)  Natural and nature-inspired stilbenoids as antiviral agents.,  202  [PMID:32652408] [10.1016/j.ejmech.2020.112541]

Source

Source(1):

• Scientific Literature