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17090-79-8

Basic Information
CAS No.: 17090-79-8
Name: Monensin
Molecular Structure:
Molecular Structure of 17090-79-8 (Monensin)
Formula: C36H62O11
Molecular Weight: 670.98
Synonyms: Monensic acid;Monensin A;Rumensin CRC;1,6-Dioxaspiro[4.5]decane-7-butyricacid,2-[5-ethyltetrahydro-5-[tetrahydro-3-methyl-5-[tetrahydro-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-2H-pyran-2-yl]-2-furyl]-2-furyl]-9-hydroxy-b-methoxy-a,g,2,8-tetramethyl- (8CI);A 3823A;Elancoban;Monelan;
EINECS: 241-154-0
Density: 1.21 g/cm3
Melting Point: 103-105 °C
Boiling Point: 766.3 °C at 760 mmHg
Flash Point: 229.2 °C
Solubility:
Appearance: Crystallin solid
Hazard Symbols: ToxicT
Risk Codes: 25
Safety: 36/37/39-45
Transport Information: UN 3462 6.1/PG 2
PSA: 156.20000
LogP: 2.93820
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Chemistry

Molecular Formula: C36H62O11
Molar mass: 670.88 g/mol
EINECS: 244-941-7
Density: 1.21 g/cm3
Flash Point: 229.2 °C
Index of Refraction: 1.545
Boiling Point: 766.3 °C at 760 mmHg
Vapour Pressure: 4.13E-27 mmHg at 25°C
Melting point: 111-114 °C(lit.)
Storage temp: 2-8°C
Appearance: Crystallin Solid
Product categories: Pharmaceuticals;Chiral Reagents;Intermediates & Fine Chemicals
Structure of Monensin (17090-79-8):

XLogP3-AA: 4.2
H-Bond Donor: 4
H-Bond Acceptor: 11
IUPAC Name: (2S,3R,4S)-4-[(2S,5R,7S,8R,9S)-2-[(2R,5S)-5-Ethyl-5-[(2R,3S,5R)-5-[(2S,
3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]oxolan-2-yl]-9-hydroxy-2,8-dimethyl-1,6-dioxaspiro[4.5]decan-7-yl]-3-methoxy-2-methylpentanoicacid
Canonical SMILES: CCC1(CCC(O1)C2(CCC3(O2)CC(C(C(O3)C(C)C(C(C)C(=O)O)OC)C)O)C)C4C(CC(O4)C5C(CC(C(O5)(CO)O)C)C)C
Isomeric SMILES: CC[C@]1(CC[C@@H](O1)[C@@]2(CC[C@@]3(O2)C[C@@H]([C@H]([C@H](O3)[C@@H](C)[C@H]([C@H](C)C(=O)O)OC)C)O)C)[C@H]4[C@H](C[C@@H](O4)[C@@H]5[C@H](C[C@H]([C@@](O5)(CO)O)C)C)C
InChI: InChI=1S/C36H62O11/c1-10-34(31-20(3)16-26(43-31)28-19(2)15-21(4)36(41,
18-37)46-28)12-11-27(44-34)33(8)13-14-35(47-33)17-25(38)22(5)30(45-35)23(6)29(42-9)24(7)32(39)40/h19-31,37-38,41H,10-18H2,1-9H3,(H,39,40)/t19-,20-,21+,22+,23-,24-,25-,26+,27+,28-,29+,30-,31+,33-,34-,35+,36-/m0/s1 
InChIKey: GAOZTHIDHYLHMS-KEOBGNEYSA-N

History

The structure of Monensin (17090-79-8) was first described by Agtarap et al. in 1967, and was the first polyether antibiotic to have its structure elucidated in this way. The first total synthesis of momensin was reported by Kishi et al in 1979.

Uses

 Monensin (17090-79-8) is used extensively in the beef and dairy industries to increase the production of propionic acid, prevent coccidiosis and bloat.In addition, its derivatives monensin methyl ester (MME), and particularly monensin decyl ester (MDE) are widely used in ion selective electrodes.

Toxicity Data With Reference

1.    

skn-rbt 100 mg/24H MLD

    DCTODJ    Drug and Chemical Toxicology. 8 (1985),451.
2.    

eye-rbt 50 mg MOD

    DCTODJ    Drug and Chemical Toxicology. 8 (1985),451.
3.    

orl-rat LD50:100 mg/kg

    DCTODJ    Drug and Chemical Toxicology. 8 (1985),451.
4.    

ipr-rat LD50:15 mg/kg

    DCTODJ    Drug and Chemical Toxicology. 8 (1985),451.
5.    

orl-mus LD50:43,800 µg/kg

    85GDA2    CRC Handbook of Antibiotic Compounds, Volumes 1-9. 5 (1981),472.
6.    

ipr-mus LD50:10 mg/kg

    DCTODJ    Drug and Chemical Toxicology. 8 (1985),451.
7.    

orl-hor LD50:2 mg/kg

    AJVRAH    American Journal of Veterinary Research. 42 (1981),456.
8.    

orl-dom LD50:12 mg/kg

    AJVRAH    American Journal of Veterinary Research. 45 (1984),1142.

Carcinogenicity of Monensin (17090-79-8) hasn't been listed as a carcinogen by NTP, IARC,ACGIH, or CA Prop 65. You can see actual entry in RTECS for complete information.

Safety Profile

Poison by ingestion and intraperitoneal routes. An eye and skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
 

Hazard Codes: T
Risk Statements:
25:  Toxic if swallowed
Safety Statements:
36:  Wear suitable protective clothing 
37:  Wear suitable gloves
39:  Wear eye/face protection
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)

Specification

 3-Nitroaniline (99-09-2) also can be called Elancoban ; Rumensin ; monensin A .It is a well-known representative of naturally polyether ionophore antibiotics.It is hazardous,so the first aid measures and others should be known.Such as: When on the skin: first,should  flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing. Secondly,Get shoesmedical aid . Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product : If victim is conscious and alert, give 2-4 cupfuls of milk or water, and get medical aid immediately.
In addition,it can be stable under normal temperature and pressure conditions.You must not take it with strong oxidants.And also prevent it to broken down into hazardous decomposition products: irritating and toxic fumes and gases.