ID: ALA448874

Max Phase: Preclinical

Molecular Formula: C13H8O4

Molecular Weight: 228.20

Molecule Type: Small molecule

Representations

Synonyms (1): Euxanthone
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=c1c2cc(O)ccc2oc2ccc(O)cc12

Standard InChI:  InChI=1S/C13H8O4/c14-7-1-3-11-9(5-7)13(16)10-6-8(15)2-4-12(10)17-11/h1-6,14-15H

Standard InChI Key:  JXMFQSCZNDSWSX-UHFFFAOYSA-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: 228.20

Molecular Weight (Monoisotopic): 228.0423

AlogP: 2.36

#Rotatable Bonds: 0

Polar Surface Area: 70.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.81

CX Basic pKa:

CX LogP: 2.35

CX LogD: 2.34

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.58

Np Likeness Score: 0.61

References

1. Gopalakrishnan G, Banumathi B, Suresh G..  (1997)  Evaluation of the antifungal activity of natural xanthones from Garcinia mangostana and their synthetic derivatives.,  60  (5): [PMID:9213587] [10.1021/np970165u]

2. Shi TX, Wang S, Zeng KW, Tu PF, Jiang Y..  (2013)  Inhibitory constituents from the aerial parts of Polygala tenuifolia on LPS-induced NO production in BV2 microglia cells.,  23  (21): [PMID:24042007] [10.1016/j.bmcl.2013.08.085]

3. Zhang H, Tao L, Fu WW, Liang S, Yang YF, Yuan QH, Yang DJ, Lu AP, Xu HX..  (2014)  Prenylated benzoylphloroglucinols and xanthones from the leaves of Garcinia oblongifolia with antienteroviral activity.,  77  (4): [PMID:24679044] [10.1021/np500124e]

4. Liu J, Zhang J, Wang H, Liu Z, Zhang C, Jiang Z, Chen H..  (2017)  Synthesis of xanthone derivatives and studies on the inhibition against cancer cells growth and synergistic combinations of them.,  133  [PMID:28376372] [10.1016/j.ejmech.2017.03.068]

Source

Source(1):

• Scientific Literature