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1086409-82-6 molecular structure
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(1S,4S,5R,8S,9R,12R)-11-hydroxy-1,5,9-trimethyl-14,15,16-trioxa-11-azatetracyclo[10.3.1.04,13.08,13]hexadecan-10-one

ChemBase ID: 170137
Molecular Formular: C15H23NO5
Molecular Mass: 297.34682
Monoisotopic Mass: 297.15762284
SMILES and InChIs

SMILES:
[C@@H]1([C@H]2C34[C@@H](CC1)[C@H](C(=O)N([C@@H]3O[C@@](CC2)(C)OO4)O)C)C
Canonical SMILES:
O=C1N(O)[C@@H]2O[C@]3(C)CC[C@@H]4C2([C@H]([C@H]1C)CC[C@H]4C)OO3
InChI:
InChI=1S/C15H23NO5/c1-8-4-5-11-9(2)12(17)16(18)13-15(11)10(8)6-7-14(3,19-13)20-21-15/h8-11,13,18H,4-7H2,1-3H3/t8-,9-,10+,11+,13-,14+,15?/m1/s1
InChIKey:
CIMKGYLLDNUUNG-XRNKLDBLSA-N

Cite this record

CBID:170137 http://www.chembase.cn/molecule-170137.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1S,4S,5R,8S,9R,12R)-11-hydroxy-1,5,9-trimethyl-14,15,16-trioxa-11-azatetracyclo[10.3.1.04,13.08,13]hexadecan-10-one
IUPAC Traditional name
(1S,4S,5R,8S,9R,12R)-11-hydroxy-1,5,9-trimethyl-14,15,16-trioxa-11-azatetracyclo[10.3.1.04,13.08,13]hexadecan-10-one
Synonyms
(3R,5aS,6R,8aS,9R,12R,12aR)-11-Hydroxydecahydro-3,6,9-trimethyl-3,12-epoxy-1,2-dioxepino[4,3-i]isoquinolin-10(3H)-one
N-Hydroxy-11-azaartemisinin
CAS Number
1086409-82-6
PubChem SID
164226047
PubChem CID
71748824

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC H804500 external link Add to cart
PubChem 71748824 external link
Data Source Data ID Price
TRC
H804500 external link Add to cart Please log in.
Data Source Data ID
PubChem 71748824 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 7.3893065  H Acceptors
H Donor LogD (pH = 5.5) 2.3761714 
LogD (pH = 7.4) 2.0771732  Log P 2.3817158 
Molar Refractivity 72.3961 cm3 Polarizability 29.449991 Å3
Polar Surface Area 68.23 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Chloroform expand Show data source
Methanol expand Show data source
Apperance
White Solid expand Show data source
Melting Point
187-190°C expand Show data source
Storage Condition
Amber Vial, -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 - H804500 external link
A derivative of 11-Azaartemisinin which showed a high order of activity against multidrug-resistant malaria by oral route.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Meshnick, S.R., et al.: Microbiol. Rev., 60, 301 (1996)
  • • O’Neill, P.M., et al.: J. Med. Chem., 45, 1052 (1996)
  • • Rottmann, M., et al.: J. Med. Chem., 51, 1035 (1996)
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PATENTS

PATENTS

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INTERNET

INTERNET

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