TETRONASIN SODIUM

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C35H53O8.Na
Molecular Weight	624.7803
Optical Activity	UNSPECIFIED
Defined Stereocenters	12 / 12
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Na+].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=ZEYWPYADRMDNKP-ZAEMEXADSA-M

InChI=1S/C35H54O8.Na/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;/q;+1/p-1/b13-11+,26-16+;/t19-,20+,21-,22+,23+,24+,25-,27-,29-,30-,33+,34-;/m1./s1

HIDE SMILES / InChI

Molecular Formula	Na
Molecular Weight	22.98976928
Charge	1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C35H53O8
Molecular Weight	601.7905
Charge	-1
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 18:29:10 GMT 2025` Edited by `admin` on `Mon Mar 31 18:29:10 GMT 2025`
Record UNII	IH245EI7CP
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TETRONASIN SODIUM

Official Name

English

ANTIBIOTIC M 139603

Preferred Name

English

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-furyl]-1-butenyl]-2H-pyran-2-yl]propenyl]-6-methylcyclohexyl]propionyl]-2-(5H)-furanone, monosodium

Systematic Name

English

ICI-139603

Code

English

TETRONASIN SODIUM [USAN]

Common Name

English

ICI 139603

Code

English

CH690001

Code

English

ANTIBIOTIC M-139603

Code

English

CH-690001

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C258