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137908-81-7 molecular structure
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(2S,3S,4S,5R,6R)-6-{dimethyl[1-(10H-phenothiazin-10-yl)propan-2-yl]azaniumyl}-3,4,5-trihydroxyoxane-2-carboxylate

ChemBase ID: 176977
Molecular Formular: C23H28N2O6S
Molecular Mass: 460.54322
Monoisotopic Mass: 460.16680763
SMILES and InChIs

SMILES:
c1ccc2c(c1)N(c1c(S2)cccc1)CC([N+]([C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)[O-])(C)C)C
Canonical SMILES:
[O-]C(=O)[C@@H]1O[C@H]([C@H]([C@H]([C@@H]1O)O)O)[N+](C(CN1c2ccccc2Sc2c1cccc2)C)(C)C
InChI:
InChI=1S/C23H28N2O6S/c1-13(25(2,3)22-20(28)18(26)19(27)21(31-22)23(29)30)12-24-14-8-4-6-10-16(14)32-17-11-7-5-9-15(17)24/h4-11,13,18-22,26-28H,12H2,1-3H3/t13?,18-,19-,20+,21-,22+/m0/s1
InChIKey:
ABNKYMDJQOWLOF-JGSZSWCSSA-N

Cite this record

CBID:176977 http://www.chembase.cn/molecule-176977.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,3S,4S,5R,6R)-6-{dimethyl[1-(10H-phenothiazin-10-yl)propan-2-yl]azaniumyl}-3,4,5-trihydroxyoxane-2-carboxylate
IUPAC Traditional name
(2S,3S,4S,5R,6R)-6-{dimethyl[1-(phenothiazin-10-yl)propan-2-yl]ammonio}-3,4,5-trihydroxyoxane-2-carboxylate
Synonyms
N-β-D-Glucopyranuronosyl-N,N,α-trimethyl-10H-phenothiazine-10-ethanaminium Inner Salt
Promethazine N-Glucuronide
Promethazine N-β-D-Glucuronide
CAS Number
137908-81-7
PubChem SID
164232887
PubChem CID
71751807

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC P757005 external link Add to cart
PubChem 71751807 external link
Data Source Data ID Price
TRC
P757005 external link Add to cart Please log in.
Data Source Data ID
PubChem 71751807 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.278191  H Acceptors
H Donor LogD (pH = 5.5) -1.2000779 
LogD (pH = 7.4) -1.197991  Log P -1.9684534 
Molar Refractivity 142.7851 cm3 Polarizability 47.355877 Å3
Polar Surface Area 113.29 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 - P757005 external link
Promethazine N-β-D-Glucuronide is a glucuronide metabolite of Promethazine (P757000).

REFERENCES

REFERENCES

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  • • Luo, H., et al.: Xenobiotica, 21, 1281 (1991)
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PATENTS

PATENTS

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INTERNET

INTERNET

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