TETRONASIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C35H54O8
Molecular Weight	602.7985
Optical Activity	UNSPECIFIED
Defined Stereocenters	12 / 12
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CO[C@@H](C)[C@H]1C[C@H](C)[C@@H](O1)[C@@H](C)\C=C\[C@@H]2CC[C@@H](C)[C@@H](O2)C(\CO)=C\[C@H]3CCC[C@@H](C)[C@@H]3[C@H](C)C(=O)C4=C(O)COC4=O

InChI

InChIKey=BJUFZCRLMQPLMO-RHKPWOOXSA-N

InChI=1S/C35H54O8/c1-19-9-8-10-25(30(19)23(5)32(38)31-28(37)18-41-35(31)39)16-26(17-36)34-21(3)12-14-27(42-34)13-11-20(2)33-22(4)15-29(43-33)24(6)40-7/h11,13,16,19-25,27,29-30,33-34,36-37H,8-10,12,14-15,17-18H2,1-7H3/b13-11+,26-16+/t19-,20+,21-,22+,23+,24+,25-,27-,29-,30-,33+,34-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C35H54O8
Molecular Weight	602.7985
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	12 / 12
E/Z Centers	2
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9178132 | https://www.ncbi.nlm.nih.gov/pubmed/1368785 | https://www.ncbi.nlm.nih.gov/pubmed/1541602

Tetronasin is a furanone derivative patented by Imperial Chemical Industries Ltd. as antibiotic and feed additive for ruminants. Tetronasin acts as divalent antiporter that binds preferentially with Ca2+ or Mg2+ and inhibits anaerobic fungi and Gram-negative bacteria in vitro.

Originator

Approval Year

PubMed

Title	Date	PubMed
Effect of nigericin, monensin, and tetronasin on biohydrogenation in continuous flow-through ruminal fermenters.	1997-05	9178132

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:00:04 GMT 2025` Edited by `admin` on `Mon Mar 31 18:00:04 GMT 2025`
Record UNII	BZ5N591H97
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ANTIBIOTIC M-139603 FREE ACID

Preferred Name

English

TETRONASIN

Official Name

English

ICI-139603 FREE ACID

Code

English

M-139603 FREE ACID

Code

English

TETRONASIN [MI]

Common Name

English

tetronasin [INN]

Common Name

English

2(5H)-FURANONE, 4-HYDROXY-3-((2S)-2-((1S,2S,6R)-2-((1E)-3-HYDROXY-2-((2R,3R,6S)-TETRAHYDRO-3-METHYL-6-((1E,3S)-3-((2R,3S,5R)-TETRAHYDRO-5-((1S)-1-METHOXYETHYL)-3-METHYL-2-FURANYL)-1-BUTEN-1-YL)-2H-PYRAN-2-YL)-1-PROPEN-1-YL)-6-METHYLCYCLOHEXYL)-1-OXOPROPY

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C258