Gentamicinsulfate salt

Details

• Internal ID: 2fff0017-2ab8-461a-bb3a-45bce934e171
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides > Aminocyclitol glycosides
• IUPAC Name: (2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,6S)-3-amino-6-(1-aminoethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol;(2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,6S)-3-amino-6-(aminomethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol;(2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,6S)-3-amino-6-[1-(methylamino)ethyl]oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol
• SMILES (Canonical): CC(C1CCC(C(O1)OC2C(CC(C(C2O)OC3C(C(C(CO3)(C)O)NC)O)N)N)N)N.CC(C1CCC(C(O1)OC2C(CC(C(C2O)OC3C(C(C(CO3)(C)O)NC)O)N)N)N)NC.CC1(COC(C(C1NC)O)OC2C(CC(C(C2O)OC3C(CCC(O3)CN)N)N)N)O
• SMILES (Isomeric): CC([C@@H]1CC[C@H]([C@H](O1)O[C@@H]2[C@H](C[C@H]([C@@H]([C@H]2O)O[C@@H]3[C@@H]([C@H]([C@@](CO3)(C)O)NC)O)N)N)N)N.CC([C@@H]1CC[C@H]([C@H](O1)O[C@@H]2[C@H](C[C@H]([C@@H]([C@H]2O)O[C@@H]3[C@@H]([C@H]([C@@](CO3)(C)O)NC)O)N)N)N)NC.C[C@@]1(CO[C@@H]([C@@H]([C@H]1NC)O)O[C@H]2[C@@H](C[C@@H]([C@H]([C@@H]2O)O[C@@H]3[C@@H](CC[C@H](O3)CN)N)N)N)O
• InChI: InChI=1S/C21H43N5O7.C20H41N5O7.C19H39N5O7/c1-9(25-3)13-6-5-10(22)19(31-13)32-16-11(23)7-12(24)17(14(16)27)33-20-15(28)18(26-4)21(2,29)8-30-20;1-8(21)12-5-4-9(22)18(30-12)31-15-10(23)6-11(24)16(13(15)26)32-19-14(27)17(25-3)20(2,28)7-29-19;1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h9-20,25-29H,5-8,22-24H2,1-4H3;8-19,25-28H,4-7,21-24H2,1-3H3;8-18,24-27H,3-7,20-23H2,1-2H3/t9?,10-,11+,12-,13+,14+,15-,16-,17+,18-,19-,20-,21+;8?,9-,10+,11-,12+,13+,14-,15-,16+,17-,18-,19-,20+;8-,9+,10-,11+,12-,13+,14+,15-,16+,17+,18+,19-/m110/s1
• InChI Key: NPEFREDMMVQEPL-RWPARATISA-N
• Popularity: 442 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₁₂₃N₁₅O₂₁
• Molecular Weight: 1390.70 g/mol
• Exact Mass: 1389.90179599 g/mol
• Topological Polar Surface Area (TPSA): 627.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -10.89
• H-Bond Acceptor: 36
• H-Bond Donor: 24
• Rotatable Bonds: 19

Synonyms

• Gentamicinsulfate salt
• CHEMBL3039597
• BDBM50476074
• G-2419
• Gentamycin, Antibiotic for Culture Media Use Only

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9808	98.08%
Caco-2	-	0.8579	85.79%
Blood Brain Barrier	-	1.0000	100.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Lysosomes	0.6596	65.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9383	93.83%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9320	93.20%
P-glycoprotein inhibitior	+	0.5792	57.92%
P-glycoprotein substrate	-	0.7390	73.90%
CYP3A4 substrate	+	0.6963	69.63%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.6940	69.40%
CYP3A4 inhibition	-	0.9705	97.05%
CYP2C9 inhibition	-	0.9235	92.35%
CYP2C19 inhibition	-	0.9011	90.11%
CYP2D6 inhibition	-	0.9051	90.51%
CYP1A2 inhibition	-	0.9315	93.15%
CYP2C8 inhibition	+	0.5947	59.47%
CYP inhibitory promiscuity	-	0.9515	95.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6023	60.23%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.9262	92.62%
Skin irritation	-	0.7449	74.49%
Skin corrosion	-	0.9188	91.88%
Ames mutagenesis	-	0.5919	59.19%
Human Ether-a-go-go-Related Gene inhibition	+	0.6538	65.38%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5501	55.01%
skin sensitisation	-	0.8427	84.27%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.7210	72.10%
Acute Oral Toxicity (c)	III	0.4746	47.46%
Estrogen receptor binding	+	0.5864	58.64%
Androgen receptor binding	+	0.7142	71.42%
Thyroid receptor binding	-	0.5826	58.26%
Glucocorticoid receptor binding	+	0.6918	69.18%
Aromatase binding	+	0.6701	67.01%
PPAR gamma	+	0.6580	65.80%
Honey bee toxicity	-	0.8890	88.90%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.8670	86.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.21%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.76%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.67%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.46%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	96.80%	95.58%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.34%	96.38%
CHEMBL4040	P28482	MAP kinase ERK2	93.43%	83.82%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	92.35%	91.03%
CHEMBL204	P00734	Thrombin	92.01%	96.01%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.66%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.14%	96.77%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	90.80%	87.16%
CHEMBL4581	P52732	Kinesin-like protein 1	90.68%	93.18%
CHEMBL2243	O00519	Anandamide amidohydrolase	89.44%	97.53%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.36%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.16%	96.95%
CHEMBL3437	Q16853	Amine oxidase, copper containing	88.70%	94.00%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	86.71%	97.03%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.51%	95.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.47%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.40%	96.47%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.23%	97.25%
CHEMBL284	P27487	Dipeptidyl peptidase IV	86.02%	95.69%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.61%	96.21%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.25%	89.50%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	84.61%	82.86%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.42%	97.14%
CHEMBL237	P41145	Kappa opioid receptor	83.73%	98.10%
CHEMBL2996	Q05655	Protein kinase C delta	83.51%	97.79%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.44%	82.69%
CHEMBL2581	P07339	Cathepsin D	82.98%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.21%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.17%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.96%	95.71%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.88%	85.31%
CHEMBL5028	O14672	ADAM10	81.75%	97.50%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.69%	97.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.00%	94.33%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.79%	97.31%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	80.73%	91.83%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.25%	98.75%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.00%	98.05%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9898639
• LOTUS: LTS0012816
• wikiData: Q105182996