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214491-07-3 molecular structure
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(2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)-1-[(2S,3S,4R,5R,6S)-2,4,5,6,7-pentahydroxy-3-(sulfonatooxy)heptyl]thiolan-1-ium

ChemBase ID: 172139
Molecular Formular: C12H24O12S2
Molecular Mass: 424.44176
Monoisotopic Mass: 424.07091821
SMILES and InChIs

SMILES:
[C@@H]1([C@@H]([C@H]([S@@+](C1)C[C@H]([C@H]([C@H](O)[C@@H]([C@@H](O)CO)O)OS(=O)(=O)[O-])O)CO)O)O
Canonical SMILES:
OC[C@@H]([C@H]([C@H]([C@@H]([C@@H](C[S@@+]1C[C@H]([C@@H]([C@H]1CO)O)O)O)OS(=O)(=O)[O-])O)O)O
InChI:
InChI=1S/C12H24O12S2/c13-1-5(15)10(19)11(20)12(24-26(21,22)23)7(17)4-25-3-6(16)9(18)8(25)2-14/h5-20H,1-4H2/t5-,6+,7+,8+,9-,10+,11+,12+,25-/m0/s1
InChIKey:
OMKXVFDVAGCPBS-QTIKZJLFSA-N

Cite this record

CBID:172139 http://www.chembase.cn/molecule-172139.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)-1-[(2S,3S,4R,5R,6S)-2,4,5,6,7-pentahydroxy-3-(sulfonatooxy)heptyl]thiolan-1-ium
IUPAC Traditional name
(1S,2R,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)-1-[(2S,3S,4R,5R,6S)-2,4,5,6,7-pentahydroxy-3-(sulfonatooxy)heptyl]thiolan-1-ium
Synonyms
Kotalanol
1,4-Dideoxy-1,4-[(S)-[7-deoxy-5-O-sulfo-D-glycero-D-galacto-heptitol-7-yl]episulfoniumylidene]-D-arabinitol Inner Salt
CAS Number
214491-07-3
PubChem SID
164228049
PubChem CID
42632210

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC K655700 external link Add to cart
PubChem 42632210 external link
Data Source Data ID Price
TRC
K655700 external link Add to cart Please log in.
Data Source Data ID
PubChem 42632210 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa -1.7846687  H Acceptors 11 
H Donor LogD (pH = 5.5) -9.222177 
LogD (pH = 7.4) -9.222188  Log P -8.538528 
Molar Refractivity 83.9335 cm3 Polarizability 36.28296 Å3
Polar Surface Area 228.27 Å2 Rotatable Bonds 10 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
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Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - K655700 external link
Kotalanol is a potent natural α-glucosidase inhibitor. Kotalanol is an adiabetic agent isolated from the roots and stems of Salacia reticulata Wight. Kotalanol was found to show more potent inhibitory activity against sucrase than Salacinol (S085200) and

REFERENCES

REFERENCES

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  • • Yoshikawa, M. et al.: Chem. Pharmac. Bull., 46, 1339 (1998)
  • • Matsuda, H. et al.: Pure Appl. Chem., 74, 1301 (1998)
  • • Mohan, S. et al.: Nat. Prod. Rep., 27, 481 (1998)
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PATENTS

PATENTS

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INTERNET

INTERNET

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