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Chemistry

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Also known as: Pleuromutilin, Drosophilin b, 125-65-5, 3-hydroxy-2,4,7,14-tetramethyl-9-oxo-4-vinyltricyclo[5.4.3.0~1,8~]tetradec-6-yl glycolate, (4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl) 2-hydroxyacetate, [(1s,2r,3s,4s,6r,7r,8r)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-hydroxyacetate

Molecular Formula

C₂₂H₃₄O₅

Molecular Weight

378.5 g/mol

InChI Key

ZRZNJUXESFHSIO-UHFFFAOYSA-N

1 2D Structure

Pleuromutilin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl) 2-hydroxyacetate

2.1.2 InChI

InChI=1S/C22H34O5/c1-6-20(4)11-16(27-17(25)12-23)21(5)13(2)7-9-22(14(3)19(20)26)10-8-15(24)18(21)22/h6,13-14,16,18-19,23,26H,1,7-12H2,2-5H3

2.1.3 InChI Key

ZRZNJUXESFHSIO-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1CCC23CCC(=O)C2C1(C(CC(C(C3C)O)(C)C=C)OC(=O)CO)C

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Drosophilin B

2. Octahydro-5,8-dihydroxy-4,6,9,10- Tetramethyl-6-vinyl-3a,9-propano-3ah-cyclopenta- Cycloocten-1(4h)-one 8-glycolate

3. Pleuromutilin

2.2.2 Depositor-Supplied Synonyms

1. Pleuromutilin

2. Drosophilin B

3. 125-65-5

4. 3-hydroxy-2,4,7,14-tetramethyl-9-oxo-4-vinyltricyclo[5.4.3.0~1,8~]tetradec-6-yl Glycolate

5. (4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl) 2-hydroxyacetate

6. [(1s,2r,3s,4s,6r,7r,8r)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-hydroxyacetate

7. Nsc121145

8. Dsstox_cid_28646

9. Dsstox_rid_82916

10. Dsstox_gsid_48720

11. Schembl217951

12. Chembl2360152

13. Amy22294

14. Tox21_113131

15. Cas-125-65-5

16. Ft-0650914

17. Q7204785

18. [(1s,2r,3s,4s,6r,7r,14r)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-hydroxyacetate

19. Tricyclo[5.4.3.0(1,8)]tetradecan-3-ol-9-one, 4-ethenyl-6-(2-hydroxyacetoxy)-2,4,7,14-tetramethyl-

2.3 Create Date

2005-03-27

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₃₄O₅
Molecular Weight	378.5 g/mol
XLogP3	3.5
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	4
Exact Mass	378.24062418 g/mol
Monoisotopic Mass	378.24062418 g/mol
Topological Polar Surface Area	83.8 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	645
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	8
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1