Yangonin

ID: ALA1098658

Cas Number: 500-62-9

PubChem CID: 5281575

Product Number: Y276449, Order Now?

Max Phase: Preclinical

Molecular Formula: C15H14O4

Molecular Weight: 258.27

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Yangonin | Yangonin|500-62-9|4-Methoxy-6-(p-methoxystyryl)-2H-pyran-2-one|4-Methoxy-6-(beta-(p-anisyl)vinyl)-alpha-pyrone|4-methoxy-6-[(E)-2-(4-methoxyphenyl)ethenyl]pyran-2-one|NSC 212502|UNII-R970U49V3C|CCRIS 9372|DTXSID4034102|R970U49V3C|2H-PYRAN-2-ONE, 4-METHOXY-6-(p-METHOXYSTYRYL)-|NSC-212502|(E)-4-Methoxy-6-(4-methoxystyryl)-2H-pyran-2-one|DTXCID2014102|CHEBI:10089|2H-Pyran-2-one, 4-methoxy-6-(2-(4-methoxyphenyl)ethenyl)-, (E)-|5-Hydroxy-3-methoxy-7-(p-methoxyphenyl)-2,4,6-heptatrienoic acShow More⌵

Canonical SMILES:  COc1ccc(/C=C/c2cc(OC)cc(=O)o2)cc1

Standard InChI:  InChI=1S/C15H14O4/c1-17-12-6-3-11(4-7-12)5-8-13-9-14(18-2)10-15(16)19-13/h3-10H,1-2H3/b8-5+

Standard InChI Key:  XLHIYUYCSMZCCC-VMPITWQZSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    9.4977    0.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4964    0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2092   -0.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9283    0.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9251    0.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2072    1.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6431   -0.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3569    0.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0718   -0.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0677   -1.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7783   -1.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4945   -1.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4958   -0.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7807    0.0659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7759   -2.4106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0604   -2.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2112    0.0603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7829    1.3008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7822    2.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  2  0
  4  5  1  0
  2  3  1  0
  5  6  2  0
  6  1  1  0
  1  2  2  0
  9 14  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
  4  7  1  0
 11 15  1  0
  3  4  2  0
 15 16  1  0
  7  8  2  0
 13 17  2  0
  1 18  1  0
  8  9  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1098658

   Yangonin

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

Calculated Properties

Molecular Weight: 258.27

Molecular Weight (Monoisotopic): 258.0892

AlogP: 2.83

#Rotatable Bonds: 4

Polar Surface Area: 48.67

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.48

CX LogD: 2.48

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: 0.56

References

1. Tanaka A, Hamada N, Fujita Y, Itoh T, Nozawa Y, Iinuma M, Ito M..  (2010)  A novel kavalactone derivative protects against H2O2-induced PC12 cell death via Nrf2/ARE activation.,  18  (9): [PMID:20371185] [10.1016/j.bmc.2010.03.034]

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5. Iwai Y, Murakami K, Gomi Y, Hashimoto T, Asakawa Y, Okuno Y, Ishikawa T, Hatakeyama D, Echigo N, Kuzuhara T..  (2011)  Anti-influenza activity of marchantins, macrocyclic bisbibenzyls contained in liverworts.,  6  (5): [PMID:21625478] [10.1371/journal.pone.0019825]

6. Brunhofer G, Fallarero A, Karlsson D, Batista-Gonzalez A, Shinde P, Gopi Mohan C, Vuorela P..  (2012)  Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.,  20  (22): [PMID:23062825] [10.1016/j.bmc.2012.09.040]

7. Xuan TD, Elzaawely AA, Fukuta M, Tawata S..  (2006)  Herbicidal and Fungicidal Activities of Lactones in Kava (Piper methysticum).,  54  (3): [PMID:16448174] [10.1021/jf0519461]

8. PubChem BioAssay data set, 

9. Kumagai M, Nishikawa K, Mishima T, Yoshida I, Ide M, Koizumi K, Nakamura M, Morimoto Y..  (2017)  Synthesis of novel 5,6-dehydrokawain analogs as osteogenic inducers and their action mechanisms.,  27  (11): [PMID:28427810] [10.1016/j.bmcl.2017.04.016]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays