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123997-26-2 molecular structure
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N-[(2S,3R,4R,6S)-6-{[(2S,3S,4R,6R)-6-[(1'R,2S,4'S,5S,6R,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-6-[(2S)-butan-2-yl]-21',24'-dihydroxy-5,11',13',22'-tetramethyl-5,6-dihydro-3',7',19'-trioxaspiro[pyran-2,6'-tetracyclo[15.6.1.14,8.020,24]pentacosane]-10',14',16',22'-tetraen-2'-oneoxy]-4-methoxy-2-methyloxan-3-yl]oxy}-4-methoxy-2-methyloxan-3-yl]acetamide

ChemBase ID: 168134
Molecular Formular: C50H75NO14
Molecular Mass: 914.1288
Monoisotopic Mass: 913.51875609
SMILES and InChIs

SMILES:
[C@H]1(/C(=C/C[C@@H]2C[C@@H](C[C@]3(O2)O[C@@H]([C@H](C=C3)C)[C@@H](C)CC)OC(=O)[C@H]2[C@@]3(/C(=C/C=C/[C@@H]1C)/CO[C@@H]3[C@@H](C(=C2)C)O)O)/C)O[C@H]1C[C@H]([C@H]([C@@H](O1)C)O[C@H]1C[C@H]([C@@H]([C@@H](O1)C)NC(=O)C)OC)OC
Canonical SMILES:
CC[C@@H]([C@H]1O[C@@]2(C=C[C@@H]1C)O[C@@H]1C/C=C(\C)/[C@@H](O[C@H]3C[C@@H](OC)[C@H]([C@@H](O3)C)O[C@H]3C[C@@H](OC)[C@@H]([C@@H](O3)C)NC(=O)C)[C@@H](C)/C=C/C=C\3/[C@]4([C@H](C(=O)O[C@H](C2)C1)C=C(C)[C@H]([C@H]4OC3)O)O)C
InChI:
InChI=1S/C50H75NO14/c1-12-26(2)45-29(5)18-19-49(65-45)24-36-21-35(64-49)17-16-28(4)44(27(3)14-13-15-34-25-58-47-43(53)30(6)20-37(48(54)61-36)50(34,47)55)62-41-23-39(57-11)46(32(8)60-41)63-40-22-38(56-10)42(31(7)59-40)51-33(9)52/h13-16,18-20,26-27,29,31-32,35-47,53,55H,12,17,21-25H2,1-11H3,(H,51,52)/b14-13+,28-16+,34-15+/t26-,27-,29-,31-,32-,35?,36-,37-,38+,39+,40-,41-,42+,43+,44-,45+,46-,47+,49+,50+/m0/s1
InChIKey:
ZKWQQXZUCOBISE-NYCNBNIRSA-N

Cite this record

CBID:168134 http://www.chembase.cn/molecule-168134.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
N-[(2S,3R,4R,6S)-6-{[(2S,3S,4R,6R)-6-[(1'R,2S,4'S,5S,6R,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-6-[(2S)-butan-2-yl]-21',24'-dihydroxy-5,11',13',22'-tetramethyl-5,6-dihydro-3',7',19'-trioxaspiro[pyran-2,6'-tetracyclo[15.6.1.14,8.020,24]pentacosane]-10',14',16',22'-tetraen-2'-oneoxy]-4-methoxy-2-methyloxan-3-yl]oxy}-4-methoxy-2-methyloxan-3-yl]acetamide
IUPAC Traditional name
N-[(2S,3R,4R,6S)-6-{[(2S,3S,4R,6R)-6-[(1'R,2S,4'S,5S,6R,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-6-[(2S)-butan-2-yl]-21',24'-dihydroxy-5,11',13',22'-tetramethyl-5,6-dihydro-3',7',19'-trioxaspiro[pyran-2,6'-tetracyclo[15.6.1.14,8.020,24]pentacosane]-10',14',16',22'-tetraen-2'-oneoxy]-4-methoxy-2-methyloxan-3-yl]oxy}-4-methoxy-2-methyloxan-3-yl]acetamide
Synonyms
(4''R)-4''-(Acetylamino)-4''-deoxyavermectin B1
Eprinex
MK 397
Eprinomectin
CAS Number
123997-26-2
PubChem SID
162262266
PubChem CID
71316383

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC E590050 external link Add to cart
PubChem 71316383 external link
Data Source Data ID Price
TRC
E590050 external link Add to cart Please log in.
Data Source Data ID
PubChem 71316383 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 12.489648  H Acceptors 13 
H Donor LogD (pH = 5.5) 5.560397 
LogD (pH = 7.4) 5.5603943  Log P 5.5603976 
Molar Refractivity 242.2811 cm3 Polarizability 96.043625 Å3
Polar Surface Area 178.93 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Chloroform expand Show data source
DMSO expand Show data source
Methanol expand Show data source
Apperance
White Solid expand Show data source
Melting Point
169-171°C expand Show data source
Storage Condition
-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 - E590050 external link
A mixture of semi-synthetic Avermectins; containing 90% or more of component B1a and 10% or less of component B1b. Antiparasitic.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Jones, T.K., et al.: J. Agric. Food Chem., 42, 1786 (1994)
  • • Arena, J.P., et al.: J. Parasitol., 81, 286 (1994)
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PATENTS

PATENTS

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INTERNET

INTERNET

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