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610-88-8 molecular structure
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(5S)-3-acetyl-5-[(2S)-butan-2-yl]-4-hydroxy-2,5-dihydro-1H-pyrrol-2-one

ChemBase ID: 178158
Molecular Formular: C10H15NO3
Molecular Mass: 197.231
Monoisotopic Mass: 197.10519335
SMILES and InChIs

SMILES:
C1(=O)C(=C([C@@H](N1)[C@H](CC)C)O)C(=O)C
Canonical SMILES:
CC[C@@H]([C@@H]1NC(=O)C(=C1O)C(=O)C)C
InChI:
InChI=1S/C10H15NO3/c1-4-5(2)8-9(13)7(6(3)12)10(14)11-8/h5,8,13H,4H2,1-3H3,(H,11,14)/t5-,8-/m0/s1
InChIKey:
CEIZFXOZIQNICU-XNCJUZBTSA-N

Cite this record

CBID:178158 http://www.chembase.cn/molecule-178158.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(5S)-3-acetyl-5-[(2S)-butan-2-yl]-4-hydroxy-2,5-dihydro-1H-pyrrol-2-one
IUPAC Traditional name
(5S)-3-acetyl-5-[(2S)-butan-2-yl]-4-hydroxy-1,5-dihydropyrrol-2-one
Synonyms
L-3-Acetyl-5-sec-butyl-4-hydroxy-3-pyrrolin-2-one
(5S)-3-Acetyl-1,5-dihydro-4-hydroxy-5-[(1S)-1-methylpropyl]-2H-pyrrol-2-one
AAC-toxin
L-Tenuazonic Acid
Tenuazonic Acid
CAS Number
610-88-8
PubChem SID
164234068
PubChem CID
54683011

DATA SOURCES

DATA SOURCES

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Data Source Data ID
TRC T019620 external link Add to cart
PubChem 54683011 external link
Data Source Data ID Price
TRC
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Data Source Data ID
PubChem 54683011 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 2.8067589  H Acceptors
H Donor LogD (pH = 5.5) -2.2155385 
LogD (pH = 7.4) -2.936391  Log P 0.56878227 
Molar Refractivity 52.7303 cm3 Polarizability 20.11531 Å3
Polar Surface Area 66.4 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

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 - T019620 external link
An alternaria mycotoxin, found in common edible crops. It inhibits protein synthesis in fibroblasts.

REFERENCES

REFERENCES

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  • • Andersen, B., et al.: Int. J. Food Microbiol., 111, 105 (2006)
  • • Liu, Y., et al.: J. Agric. Food Chem., 55, 5180 (2006)
  • • Aly, A., et al.: J. Nat. Prod., 71, 972 (2006)
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PATENTS

PATENTS

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INTERNET

INTERNET

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