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21967-41-9 molecular structure
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(2S,3S,4S,5R,6S)-6-[(5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

ChemBase ID: 120137
Molecular Formular: C21H18O11
Molecular Mass: 446.36102
Monoisotopic Mass: 446.0849114
SMILES and InChIs

SMILES:
[C@@H]1(O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)Oc1c(c(c2c(=O)cc(oc2c1)c1ccccc1)O)O)C(=O)O
Canonical SMILES:
OC(=O)[C@H]1O[C@@H](Oc2cc3oc(cc(=O)c3c(c2O)O)c2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O
InChI:
InChI=1S/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1
InChIKey:
IKIIZLYTISPENI-ZFORQUDYSA-N

Cite this record

CBID:120137 http://www.chembase.cn/molecule-120137.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,3S,4S,5R,6S)-6-[(5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
IUPAC Traditional name
(2S,3S,4S,5R,6S)-6-[(5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
baicalin
Synonyms
(2S,3S,4S,5R,6S)-6-((5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid
Baicalein 7-O-glucuronide
5,6-Dihydroxy-4-oxygen-2-phenyl-4H-1-benzopyran-7-beta-D-glucopyranose acid
Baicalein 7-O-β-D-glucuronide
Baicalin
Baicalin
Baicalein 7-glucuronoside
Baicaloside
黄芩苷
CAS Number
21967-41-9
MDL Number
MFCD00134418
PubChem SID
162214490
24880654
PubChem CID
64982
CHEBI ID
2981
CHEMBL
485818
Chemspider ID
58507
Unique Ingredient Identifier
347Q89U4M5
Wikipedia Title
Baicalin

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 2.6182277  H Acceptors 11 
H Donor LogD (pH = 5.5) -2.0355527 
LogD (pH = 7.4) -2.76751  Log P 0.7588956 
Molar Refractivity 104.9257 cm3 Polarizability 40.821663 Å3
Polar Surface Area 183.21 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Apperance
solid expand Show data source
Melting Point
202 - 205°C expand Show data source
202-205 °C (dec.)(lit.) expand Show data source
Optical Rotation
[α]20/D -85°, c = 1 in DMSO expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Gene Information
mouse ... Hexa(15211) expand Show data source
Mechanism of Action
Prolyl endopeptidase inhibitor; affects the GABA receptors expand Show data source
Purity
95% expand Show data source
Biological Source
Isol. from Scutellaria spp., Oroxylum indicum and other plant spp. expand Show data source
Application(s)
Diuretic expand Show data source
Empirical Formula (Hill Notation)
C21H18O11 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich Wikipedia Wikipedia
Sigma Aldrich - 572667 external link
Packaging
1 g in glass bottle

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • The Flavonoids: Advances in Research since 1980, (Ed. Harborne, J.B.), Chapman and Hall, London, 1988
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PATENTS

PATENTS

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INTERNET

INTERNET

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