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10083-24-6 molecular structure
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4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol

ChemBase ID: 6015
Molecular Formular: C14H12O4
Molecular Mass: 244.24268
Monoisotopic Mass: 244.07355886
SMILES and InChIs

SMILES:
c1(cc(cc(c1)/C=C/c1cc(c(cc1)O)O)O)O
Canonical SMILES:
Oc1cc(/C=C/c2ccc(c(c2)O)O)cc(c1)O
InChI:
InChI=1S/C14H12O4/c15-11-5-10(6-12(16)8-11)2-1-9-3-4-13(17)14(18)7-9/h1-8,15-18H/b2-1+
InChIKey:
CDRPUGZCRXZLFL-OWOJBTEDSA-N

Cite this record

CBID:6015 http://www.chembase.cn/molecule-6015.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol
5-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]benzene-1,3-diol
IUPAC Traditional name
4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol
piceatannol
Synonyms
4-[(1E)-2-(3,5-Dihydroxyphenyl)ethenyl]-1,2-benzenediol
(E)-3,3',4,5'-Stilbenetetrol
Piceatannol
Astringenin
trans-3,3',4,5'-Tetrahydroxystilbene
(E)-Piceatannol
trans-Piceatannol
3',4',3,5-tetrahydroxy-trans-stilbene
Astringinin
(E)-4-[2-(3,5Dihydroxyphenyl)ethenyl]1,2-benzenediol
3,3′,4,5′-Tetrahydroxy-trans-stilbene
Piceatannol
PICEATANNOL
3,3',4,5'-Tetrahydroxystilbene
CAS Number
10083-24-6
MDL Number
MFCD00221715
PubChem SID
24278620
99444870
160969440
PubChem CID
667639
Chemspider ID
581006
Wikipedia Title
Piceatannol

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 8.905793  H Acceptors
H Donor LogD (pH = 5.5) 3.098656 
LogD (pH = 7.4) 3.0854614  Log P 3.0988255 
Molar Refractivity 69.4364 cm3 Polarizability 25.926823 Å3
Polar Surface Area 80.92 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P 2.12  LOG S -3.4 
Solubility (Water) 9.70e-02 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
DMSO: soluble10 mg/mL expand Show data source
ethanol: soluble10 mg/mL expand Show data source
H2O: soluble0.5 mg/mL expand Show data source
Apperance
Light tan to yellow powder expand Show data source
light tan to yellow powder expand Show data source
Powder expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
2-8°C expand Show data source
Target
Others expand Show data source
Gene Information
human ... CDK2(1017) expand Show data source
Salt Data
Free Base expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

DrugBank DrugBank Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
DrugBank - DB08399 external link
Drug information: experimental
Sigma Aldrich - P0453 external link
Biochem/physiol Actions
A plant metabolite possessing anti-leukemic activity; inhibits the non-receptor kinases, Syk and Lck.
Physical form
Photosensitive powder
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. P0453.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Toronto Research Chemicals - P436300 external link
A human metabolite of Resveratrol (R150000).

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Athar, M., et al.: Toxicol. Appl. Pharmacol., 224, 274 (2007)
  • • Bernhardt, R., et al.: J. Biotechnol., 124, 128 (2007)
  • • Fairman, D.A., et al.: Drug Metab. Dispos., 35, 2159 (2007)
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PATENTS

PATENTS

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INTERNET

INTERNET

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