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Eprinomectin
Also known as: Avermectin b1, 4''-(acetylamino)-4''-deoxy-, (4''r)-, Unii-75kp30fd8o, 75kp30fd8o, Eprinomectin [usan:usp:inn], Zinc306122586, Db11405
Molecular Formula
C49H73NO14
Molecular Weight
900.1  g/mol
InChI Key
WPNHOHPRXXCPRA-TVXIRPTOSA-N

1 2D Structure

Eprinomectin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-[(2S,3R,4R,6S)-6-[(2S,3R,4S,6R)-6-[(1'R,2R,3S,4'S,6S,8'R,10'Z,12'S,13'S,14'Z,16'Z,20'R,21'R,24'S)-21',24'-dihydroxy-3,11',13',22'-tetramethyl-2'-oxo-2-propan-2-ylspiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-12'-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]acetamide
2.1.2 InChI
InChI=1S/C49H73NO14/c1-25(2)43-28(5)17-18-48(64-43)23-35-20-34(63-48)16-15-27(4)44(26(3)13-12-14-33-24-57-46-42(52)29(6)19-36(47(53)60-35)49(33,46)54)61-40-22-38(56-11)45(31(8)59-40)62-39-21-37(55-10)41(30(7)58-39)50-32(9)51/h12-15,17-19,25-26,28,30-31,34-46,52,54H,16,20-24H2,1-11H3,(H,50,51)/b13-12-,27-15-,33-14-/t26-,28-,30-,31-,34+,35-,36-,37+,38-,39-,40-,41+,42+,43+,44-,45+,46+,48+,49+/m0/s1
2.1.3 InChI Key
WPNHOHPRXXCPRA-TVXIRPTOSA-N
2.1.4 Canonical SMILES
CC1C=CC=C2COC3C2(C(C=C(C3O)C)C(=O)OC4CC(CC=C(C1OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)NC(=O)C)OC)OC)C)OC7(C4)C=CC(C(O7)C(C)C)C)O
2.1.5 Isomeric SMILES
C[C@H]1/C=C\C=C/2\CO[C@H]3[C@@]2([C@@H](C=C([C@H]3O)C)C(=O)O[C@H]4C[C@@H](C/C=C(\[C@H]1O[C@H]5C[C@@H]([C@@H]([C@@H](O5)C)O[C@H]6C[C@H]([C@@H]([C@@H](O6)C)NC(=O)C)OC)OC)/C)O[C@]7(C4)C=C[C@@H]([C@H](O7)C(C)C)C)O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. 4''-epi-methylamino-4''-deoxyavermectin B1

2. 4''-epiacetylamino-4''-deoxyavermectin B1

3. 4''-epiacetylamino-4''-deoxyavermectin B1, (4''r)-isomer

4. Avermectin B1, 4''-(acetylamino)-4''-deoxy-, (4''r)-

5. Emamectin

6. Gwn-1972

7. Mk 243

8. Mk-243

2.2.2 Depositor-Supplied Synonyms

1. Avermectin B1, 4''-(acetylamino)-4''-deoxy-, (4''r)-

2. Unii-75kp30fd8o

3. 75kp30fd8o

4. Eprinomectin [usan:usp:inn]

5. Zinc306122586

6. Db11405

7. A Mixture Of Two Components Having A Ratio Of 90% Or More Of Epinometin Component B1a And 10% Or Less Of Eprinometin Component B1b

8. A Mixture Of Two Components Having A Ratio Of 90% Or More Of Eprinomectin Component B1a And 10% Or Less Of Eprinomectin Component B1b

9. N-[(2s,3r,4r,6s)-6-[(2s,3r,4s,6r)-6-[(1'r,2r,3s,4's,6s,8'r,10'z,12's,13's,14'z,16'z,20'r,21'r,24's)-21',24'-dihydroxy-3,11',13',22'-tetramethyl-2'-oxo-2-propan-2-ylspiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-12'-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]acetamide

2.3 Create Date
2006-04-29
3 Chemical and Physical Properties
Molecular Weight 900.1 g/mol
Molecular Formula C49H73NO14
XLogP33.5
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count14
Rotatable Bond Count8
Exact Mass899.50310600 g/mol
Monoisotopic Mass899.50310600 g/mol
Topological Polar Surface Area179 Ų
Heavy Atom Count64
Formal Charge0
Complexity1830
Isotope Atom Count0
Defined Atom Stereocenter Count19
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Insecticides

Pesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics. (See all compounds classified as Insecticides.)


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