Ribostamycin

Details

• Internal ID: 7f922179-c959-49e5-8c69-fcf70d00ba51
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > 2-deoxystreptamine aminoglycosides > 4,5-disubstituted 2-deoxystreptamines
• IUPAC Name: (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]oxyoxane-3,4-diol
• InChI: InChI=1S/C17H34N4O10/c18-2-6-10(24)12(26)8(21)16(28-6)30-14-5(20)1-4(19)9(23)15(14)31-17-13(27)11(25)7(3-22)29-17/h4-17,22-27H,1-3,18-21H2/t4-,5+,6-,7-,8-,9+,10-,11-,12-,13-,14-,15-,16-,17+/m1/s1
• InChI Key: NSKGQURZWSPSBC-VVPCINPTSA-N
• Popularity: 353 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₃₄N₄O₁₀
• Molecular Weight: 454.50 g/mol
• Exact Mass: 454.22749329 g/mol
• Topological Polar Surface Area (TPSA): 262.00 Ų
• XlogP: -6.30
• Atomic LogP (AlogP): -6.65
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

• Vistamycin
• 25546-65-0
• Hetangmycin
• Xylostatin
• Antibiotic SF 733
• Ribostamicina
• Ribostamycine
• Ribostamycinum
• ribostamycin A
• SF-733
• Ribastamin
• SF 733
• 2Q5JOU7T53
• (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]oxyoxane-3,4-diol
• CHEBI:45257
• Bu 1709
• Dekamycin IV
• NSC138925
• Ribostamycin (INN)
• NSC-138925
• Ribostamycin sulfate salt
• RIBOSTAMYCIN [INN]
• Ribostamycin [INN:BAN]
• Ribostamycine [INN-French]
• Ribostamycinum [INN-Latin]
• Ribostamicina [INN-Spanish]
• (1R,2R,3R,4R,6S)-4,6-diamino-3-hydroxy-2-(beta-D-ribofuranosyloxy)cyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside
• EINECS 247-091-5
• NSC 138925
• BRN 1357280
• UNII-2Q5JOU7T53
• RIO
• RIBOSTAMYCIN [MI]
• D-Streptamine, O-2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1-4)-O-(beta-D-ribofuranosyl-(1-5))-2-deoxy-
• RIBOSTAMYCIN [WHO-DD]
• CHEMBL221572
• SCHEMBL1649929
• DTXSID6048541
• GTPL12161
• NSKGQURZWSPSBC-VVPCINPTSA-N
• DB03615
• D-Streptamine, O-2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1-4)- O-(beta-D-ribofuranosyl-(1-5))-2-deoxy-
• O-2,6-Diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1->4)-O-(beta-D-ribofuranosyl-(1->5))-2-deoxystreptamine
• O-2,6-Diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1-4)-O-(beta-D-ribofuranosyl-(1-5))-2-deoxystreptamine
• HY-142127
• CS-0378913
• C01759
• D08478
• EN300-19766281
• (1R,2R,3S,4R,6S)-4,6-diamino-3-hydroxy-2-(beta-D-ribofuranosyloxy)cyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside
• (2R,3S,4R,5R,6R)-5-Amino-2-(aminomethyl)-6-(((1R,2R,3S,4R,6S)-4,6-diamino-2-(((2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-3-hydroxycyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diol
• (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-3-hydroxy-cyclohexoxy]tetrahydropyran-3,4-diol
• (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-2-{[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-3-hydroxycyclohexyl]oxy}oxane-3,4-diol
• D-STREPTAMINE, O-2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-O-(.BETA.-D-RIBOFURANOSYL-(1->5))-2-DEOXY-
• O-2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-O-(.BETA.-D-RIBOFURANOSYL-(1->5))-2-DEOXYSTREPTAMINE
• O-2,6-Diamino-2,6-dideoxy-.alpha.-D-glucopyranosyl-(1->4)-O-[.beta.-D-ribofuranosyl-(1->5)]-2-deoxy-D-streptamine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9690	96.90%
Caco-2	-	0.8882	88.82%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.9857	98.57%
Subcellular localzation	Lysosomes	0.5216	52.16%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.9523	95.23%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9248	92.48%
P-glycoprotein inhibitior	-	0.9061	90.61%
P-glycoprotein substrate	-	0.9116	91.16%
CYP3A4 substrate	+	0.5216	52.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7688	76.88%
CYP3A4 inhibition	-	0.9471	94.71%
CYP2C9 inhibition	-	0.9147	91.47%
CYP2C19 inhibition	-	0.9034	90.34%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9157	91.57%
CYP2C8 inhibition	-	0.7443	74.43%
CYP inhibitory promiscuity	-	0.8446	84.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6540	65.40%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9493	94.93%
Skin irritation	-	0.7944	79.44%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6868	68.68%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.8574	85.74%
skin sensitisation	-	0.9435	94.35%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7014	70.14%
Acute Oral Toxicity (c)	IV	0.6098	60.98%
Estrogen receptor binding	-	0.5491	54.91%
Androgen receptor binding	-	0.7523	75.23%
Thyroid receptor binding	+	0.6105	61.05%
Glucocorticoid receptor binding	-	0.5500	55.00%
Aromatase binding	-	0.5071	50.71%
PPAR gamma	+	0.5547	55.47%
Honey bee toxicity	-	0.7275	72.75%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.9655	96.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	97.41%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.89%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.17%	95.58%
CHEMBL226	P30542	Adenosine A1 receptor	92.10%	95.93%
CHEMBL3589	P55263	Adenosine kinase	91.50%	98.05%
CHEMBL2996	Q05655	Protein kinase C delta	86.83%	97.79%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.02%	96.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.47%	86.92%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.42%	96.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.32%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.41%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.74%	95.89%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	80.64%	82.86%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.06%	95.83%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 33042
• LOTUS: LTS0275277
• wikiData: Q3934263