Monensin

Details

• Internal ID: 64aee23f-9380-4b94-b3da-84eeb60de8ca
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Heterocyclic fatty acids
• 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]-7-hydroxy-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-3-methoxy-2-methylpentanoic acid
• 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
• InChI Key: GAOZTHIDHYLHMS-KEOBGNEYSA-N
• Popularity: 7,826 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₂O₁₁
• Molecular Weight: 670.90 g/mol
• Exact Mass: 670.42921279 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

• monensin A
• Monensic acid
• Monensina
• Monensinum
• 17090-79-8
• Elancoban
• Monelan
• Rumensin 90
• A 3823A
• Coban (as sodium salt)
• Rumensin (as sodium salt)
• Lilly 673140
• A-3823A
• 906O0YJ6ZP
• ATCC 15413
• DTXSID4048561
• CHEBI:27617
• (2S,3R,4S)-4-[(2S,5R,7S,8R,9S)-2-{(2S,2'R,3'S,5R,5'R)-2-ethyl-5'-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyltetrahydro-2H-pyran-2-yl]-3'-methyloctahydro-2,2'-bifuran-5-yl}-9-hydroxy-2,8-dimethyl-1,6-dioxaspiro[4.5]dec-7-yl]-3-methoxy-2-methylpentanoic acid
• 1,6-Dioxaspiro(4.5)decane-7-butyric acid, 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-beta-methoxy-alpha,gamma,2,8-tetramethyl-
• 4-(2-(2-ETHYL-3'-METHYL-5'-(TETRAHYDRO-6-HYDROXY-6-HYDROXYMETHYL-3,5-DIMETHYLPYRAN-2-YL)PERHYDRO-2,2'-BIFURAN-5-YL)-9-HYDROXY-2,8-DIMETHYL-1,6-DIOXASPIRO(4.5)DEC-7-YL)3-METHOXY-2-METHYLPENTANOIC ACID
• Monensin Granulated
• (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)-7-hydroxy-2,8-dimethyl-1,10-dioxaspiro(4.5)decan-9-yl)-3-methoxy-2-methylpentanoic acid
• (2S,3R,4S)-4-((2S,5R,7S,8R,9S)-2-((2S,2'R,3'S,5R,5'R)-2-ethyl-5'-((2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyltetrahydro-2H-pyran-2-yl)-3'-methyloctahydro-2,2'-bifuran-5-yl)-9-hydroxy-2,8-dimethyl-1,6-dioxaspiro(4.5)dec-7-yl)-3-methoxy-2-methylpentanoic acid
• (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]-7-hydroxy-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-3-methoxy-2-methylpentanoic acid
• Coxidin 90
• Monovet 90
• Coban 90
• CycleGuard and Monovet
• RefChem:57076
• GlyTouCan:G49969XG
• DTXCID7028190
• monensin Type A medicated article
• G49969XG
• 241-154-0
• Pasture Gainer Block 20 R350, Pasture Gainer Block 20 R350 No SE, Pasture Gainer Block 37 R350, Pasture Gainer Block 37 R350 No SE
• Monensin (INN)
• MONENSIN [INN]
• Monensinum [INN-Latin]
• Monensina [INN-Spanish]
• UNII-906O0YJ6ZP
• Monensine
• HSDB 7031
• Monensin [USAN:USP:INN:BAN]
• 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-.BETA.-METHOXY-.ALPHA.,.GAMMA.,2,8-TETRAMETHYL-1,6-DIOXASPIRO(4.5)DECANE-7-BUTYRIC ACID
• 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-.beta.-methoxy-.alpha.,.gamma.,2,8-tetramethyl-1,6-dioxaspiro[4.5]decane-7-butyric acid
• EINECS 241-154-0
• MFCD00799192
• MONENSIN [HSDB]
• MONENSIN [USAN]
• MONENSIN [MI]
• Prestwick3_000748
• MONENSIN [MART.]
• SCHEMBL55367
• BSPBio_000736
• Elancoban [veterinary] (TN)
• MONENSIN [GREEN BOOK]
• BPBio1_000810
• CHEMBL256105
• orb1710412
• MONENSIN [USP IMPURITY]
• MONENSIN [USP MONOGRAPH]
• GTPL14126
• HY-N4302
• AKOS015964837
• DB11430
• E714
• Stereoisomer of 2-(2-ethyloctahydro-3'-methyl-5'-(tetrahydro-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-2H-pyran-2-yl)(2,2'-bifuran-5-yl))-9-hydroxy-beta-methoxy-alpha,gamma,2,8-tetramethyl-1,6-dioxaspiro(4.5)decan-7-butanoic acid
• SY248013
• CS-0032703
• NS00000169
• C06693
• D08228
• Q3493048
• SR-05000013702-2
• BRD-K55375480-236-03-0
• (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-methylpentanoic acid
• (2S,3R,4S)-4-[(3S,5R,7S,8R,9S)-3-[(2R,5S)-5-ethyl-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-tetrahydropyran-2-yl]-3-methyl-tetrahydrofuran-2-yl]tetrahydrofuran-2-yl]-7-hydroxy-3,8-dimethyl-4,10-dioxaspiro[4.5]decan-9-yl]-3-methoxy-2-methyl-pentanoic acid
• 2-(2-ETHYLOCTAHYDRO-3'-METHYL-5'-(TETRAHYDRO-6-HYDROXY-6-(HYDROXYMETHYL)-3,5-DIMETHYL-2H-PYRAN-2-YL)(2,2'-BIFURAN-5-YL))-9-HYDROXY-.BETA.-METHOXY-.ALPHA.,.GAMMA.,2,8-TETRAMETHYL-1,6-DIOXASPIRO(4.5)DECAN-7-BUTANOIC ACID

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8519	85.19%
Caco-2	-	0.8632	86.32%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7806	78.06%
OATP2B1 inhibitior	-	0.8644	86.44%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5683	56.83%
P-glycoprotein inhibitior	+	0.9511	95.11%
P-glycoprotein substrate	+	0.9344	93.44%
CYP3A4 substrate	+	0.7144	71.44%
CYP2C9 substrate	-	0.5951	59.51%
CYP2D6 substrate	-	0.8752	87.52%
CYP3A4 inhibition	-	0.7288	72.88%
CYP2C9 inhibition	-	0.8615	86.15%
CYP2C19 inhibition	-	0.9009	90.09%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	-	0.9065	90.65%
CYP2C8 inhibition	+	0.6386	63.86%
CYP inhibitory promiscuity	-	0.9479	94.79%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6406	64.06%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9131	91.31%
Skin irritation	-	0.6455	64.55%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4018	40.18%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5051	50.51%
skin sensitisation	-	0.9281	92.81%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7105	71.05%
Acute Oral Toxicity (c)	II	0.7684	76.84%
Estrogen receptor binding	+	0.6046	60.46%
Androgen receptor binding	+	0.6924	69.24%
Thyroid receptor binding	-	0.6102	61.02%
Glucocorticoid receptor binding	+	0.6937	69.37%
Aromatase binding	+	0.6886	68.86%
PPAR gamma	+	0.6832	68.32%
Honey bee toxicity	-	0.7568	75.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8610	86.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.60%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.17%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.57%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.59%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	93.52%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.00%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.76%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.31%	97.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.27%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.12%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.08%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.73%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.66%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.95%	96.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.54%	89.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.47%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.21%	85.30%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.14%	94.08%
CHEMBL226	P30542	Adenosine A1 receptor	87.09%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.21%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.30%	96.77%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.93%	89.50%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.56%	92.32%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.07%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.83%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.34%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.00%	99.23%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.41%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.46%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.05%	92.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.82%	93.04%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.66%	92.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.44%	100.00%
CHEMBL4072	P07858	Cathepsin B	80.02%	93.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 441145
• LOTUS: LTS0165084
• wikiData: Q3493048