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119733-44-7 molecular structure
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(2S,3S,4S,5R,6S)-6-({[(1S,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-yl](methyl)carbamoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

ChemBase ID: 177751
Molecular Formular: C24H25Cl2NO8
Molecular Mass: 526.3632
Monoisotopic Mass: 525.09572213
SMILES and InChIs

SMILES:
c1cccc2c1[C@H](CC[C@H]2c1ccc(c(c1)Cl)Cl)N(C)C(=O)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O
Canonical SMILES:
OC(=O)[C@@H]1O[C@@H](OC(=O)N([C@H]2CC[C@H](c3c2cccc3)c2ccc(c(c2)Cl)Cl)C)[C@H]([C@H]([C@@H]1O)O)O
InChI:
InChI=1S/C24H25Cl2NO8/c1-27(24(33)35-23-20(30)18(28)19(29)21(34-23)22(31)32)17-9-7-12(13-4-2-3-5-14(13)17)11-6-8-15(25)16(26)10-11/h2-6,8,10,12,17-21,23,28-30H,7,9H2,1H3,(H,31,32)/t12-,17-,18-,19-,20+,21-,23-/m0/s1
InChIKey:
IFPBIAXQORQOIY-BQOQXNJCSA-N

Cite this record

CBID:177751 http://www.chembase.cn/molecule-177751.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,3S,4S,5R,6S)-6-({[(1S,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-yl](methyl)carbamoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
IUPAC Traditional name
(2S,3S,4S,5R,6S)-6-({[(1S,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-yl](methyl)carbamoyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
Synonyms
(1S-cis)-1-[[4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenyl]methycarbamate]-β-D-glucopyranuronic Acid
Sertraline Carbamoyl-O-glucuronide
Sertraline Carbamoyl Glucuronide
CAS Number
119733-44-7
PubChem SID
164233661
PubChem CID
71752187

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC S279990 external link Add to cart
PubChem 71752187 external link
Data Source Data ID Price
TRC
S279990 external link Add to cart Please log in.
Data Source Data ID
PubChem 71752187 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.2914844  H Acceptors
H Donor LogD (pH = 5.5) 1.0939124 
LogD (pH = 7.4) -0.14305137  Log P 3.2848458 
Molar Refractivity 124.46 cm3 Polarizability 49.4399 Å3
Polar Surface Area 136.76 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Methanol expand Show data source
Apperance
White to Off-White Solid expand Show data source
Melting Point
173-176°C expand Show data source
Storage Condition
Hygroscopic, -20°C Freezer, Under Inert Atmosphere expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - S279990 external link
The major metabolite of the antidepressant Sertraline.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Myers, C.E., et al.: Pharmacol. Rev., 33, 1 (1981)
  • • Bosslet, K., et al.: Cancer Res., 58, 1195 (1981)
  • • Tremaine et. al.: Drug Metabolism and Disposition 17, 542 (1989)
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PATENTS

PATENTS

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INTERNET

INTERNET

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