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302-27-2 molecular structure
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(2R,3R,4R,5R,6R,7S,8S,9R,10R,13R,14R,16S,17S,18R)-8-(acetyloxy)-11-ethyl-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl benzoate

ChemBase ID: 159519
Molecular Formular: C34H47NO11
Molecular Mass: 645.73708
Monoisotopic Mass: 645.31491133
SMILES and InChIs

SMILES:
C1[C@H]([C@@]2([C@@H]3C4([C@H]1OC)[C@H]1[C@H]5[C@]([C@@H]([C@@H]3OC)[C@@H]4N(C2)CC)([C@H]([C@H]([C@]([C@@H]5OC(=O)c2ccccc2)(C1)O)OC)O)OC(=O)C)COC)O
Canonical SMILES:
COC[C@@]12CN(CC)[C@@H]3C4([C@@H]2[C@@H](OC)[C@@H]3[C@]2([C@@H]3[C@H]4C[C@@]([C@@H]3OC(=O)c3ccccc3)([C@@H]([C@@H]2O)OC)O)OC(=O)C)[C@H](C[C@H]1O)OC
InChI:
InChI=1S/C34H47NO11/c1-7-35-15-31(16-41-3)20(37)13-21(42-4)33-19-14-32(40)28(45-30(39)18-11-9-8-10-12-18)22(19)34(46-17(2)36,27(38)29(32)44-6)23(26(33)35)24(43-5)25(31)33/h8-12,19-29,37-38,40H,7,13-16H2,1-6H3/t19-,20-,21+,22?,23?,24+,25?,26?,27+,28-,29-,31+,32-,33?,34+/m1/s1
InChIKey:
XFSBVAOIAHNAPC-ZUWWRREYSA-N

Cite this record

CBID:159519 http://www.chembase.cn/molecule-159519.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R,3R,4R,5R,6R,7S,8S,9R,10R,13R,14R,16S,17S,18R)-8-(acetyloxy)-11-ethyl-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl benzoate
IUPAC Traditional name
(2R,3R,4R,5R,6R,7S,8S,9R,10R,13R,14R,16S,17S,18R)-8-(acetyloxy)-11-ethyl-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl benzoate
Synonyms
(1α,3α,6α,14α,15α,16β)-20-Ethyl-1,6,16-trimethoxy-4-(methoxymethyl)aconitane-3,8,13,14,15-pentol 8-Acetate 14-Benzoate
Aconitine
CAS Number
302-27-2
PubChem SID
162253654
PubChem CID
71313016

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC A189875 external link Add to cart
PubChem 71313016 external link
Data Source Data ID Price
TRC
A189875 external link Add to cart Please log in.
Data Source Data ID
PubChem 71313016 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 12.5342245  H Acceptors 10 
H Donor LogD (pH = 5.5) -3.971408 
LogD (pH = 7.4) -2.853777  Log P -0.5432204 
Molar Refractivity 161.8047 cm3 Polarizability 65.31721 Å3
Polar Surface Area 153.45 Å2 Rotatable Bonds 11 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Chloroform expand Show data source
Ethy Acetate expand Show data source
Apperance
Off-White Solid expand Show data source
Melting Point
196-198°C (dec.) expand Show data source
Storage Condition
Refrigerator expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - A189875 external link
Neurotoxin. Activates tetrodotoxin-sensitive Na+ channels, inducing presynaptic depolarization, thus blocking the nerve action potential which, in turn, blocks the release of neurotransmitters and decreases the end plate potential at the neuromuscular jun

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Derbre, S., et al.: Anal. Bioanal. Chem., 398, 1747 (2010)
  • • Li, M., et al.: J. Pharm. Biomed. Anal., 53, 1063 (2010)
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PATENTS

PATENTS

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INTERNET

INTERNET

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