Boholmycin

Details

• Internal ID: 931cb30c-1914-4be0-8fe7-2de71d3ff919
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides > Aminocyclitol glycosides
• IUPAC Name: [4-[4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-carbamoyloxy-2-[5-[6-(1,2-dihydroxyethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxy-3-(methylamino)oxan-2-yl]oxy-3,6-dihydroxycyclohexyl] carbamate
• SMILES (Canonical): CNC1C(C(COC1OC2C(C(C(C(C2OC(=O)N)O)OC(=O)N)OC3C(C(C(C(O3)CO)O)N)O)O)OC4C(C(C(C(O4)C(CO)O)O)O)O)O
• SMILES (Isomeric): CNC1C(C(COC1OC2C(C(C(C(C2OC(=O)N)O)OC(=O)N)OC3C(C(C(C(O3)CO)O)N)O)O)OC4C(C(C(C(O4)C(CO)O)O)O)O)O
• InChI: InChI=1S/C27H48N4O21/c1-31-9-11(36)7(47-25-15(40)13(38)14(39)18(48-25)5(34)2-32)4-45-23(9)49-19-16(41)20(22(52-27(30)44)17(42)21(19)51-26(29)43)50-24-12(37)8(28)10(35)6(3-33)46-24/h5-25,31-42H,2-4,28H2,1H3,(H2,29,43)(H2,30,44)
• InChI Key: JPGBWUBDJIISRF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₈N₄O₂₁
• Molecular Weight: 764.70 g/mol
• Exact Mass: 764.28110455 g/mol
• Topological Polar Surface Area (TPSA): 421.00 Ų
• XlogP: -9.00
• Atomic LogP (AlogP): -9.96
• H-Bond Acceptor: 23
• H-Bond Donor: 15
• Rotatable Bonds: 12

Synonyms

• 117192-99-1
• BMY 28321
• BU 2589
• [4-[4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-carbamoyloxy-2-[5-[6-(1,2-dihydroxyethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxy-3-(methylamino)oxan-2-yl]oxy-3,6-dihydroxycyclohexyl] carbamate
• DTXSID40922318
• D-scyllo-Inositol, O-3-amino-3-deoxy-alpha-D-mannopyranosyl-(1-3)-O-(O-heptopyranosyl-(1-4)-2-deoxy-2-(methylamino)-alpha-D-xylopyranosyl-(1-1))-, 4,6-dicarbamate
• D-scyllo-Inositol, O-3-amino-3-deoxy-alpha-mannopyranosyl-(1-3)-O-(O-heptopyranosyl-(1-4)-2-deoxy-2-(methylamino)-alpha-D-xylopyranosyl-(1-1))-, 4,6-dicarbamate
• [2-[4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-carbamoylox y-4-[5-[6-(1,2-dihydroxyethyl
• 4-[(3-Amino-3-deoxyhexopyranosyl)oxy]-6-{[2-deoxy-4-O-heptopyranosyl-2-(methylamino)pentopyranosyl]oxy}-2,5-dihydroxycyclohexane-1,3-diyl bis(hydrogen carbonimidate)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9767	97.67%
Caco-2	-	0.8830	88.30%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Lysosomes	0.3701	37.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9055	90.55%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8190	81.90%
P-glycoprotein inhibitior	+	0.5723	57.23%
P-glycoprotein substrate	-	0.5630	56.30%
CYP3A4 substrate	+	0.6650	66.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8063	80.63%
CYP3A4 inhibition	-	0.9098	90.98%
CYP2C9 inhibition	-	0.9105	91.05%
CYP2C19 inhibition	-	0.8925	89.25%
CYP2D6 inhibition	-	0.9016	90.16%
CYP1A2 inhibition	-	0.8871	88.71%
CYP2C8 inhibition	-	0.6175	61.75%
CYP inhibitory promiscuity	-	0.9591	95.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5942	59.42%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9181	91.81%
Skin irritation	-	0.8273	82.73%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7303	73.03%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.7069	70.69%
skin sensitisation	-	0.8847	88.47%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5662	56.62%
Acute Oral Toxicity (c)	III	0.5776	57.76%
Estrogen receptor binding	+	0.6656	66.56%
Androgen receptor binding	-	0.5682	56.82%
Thyroid receptor binding	-	0.5121	51.21%
Glucocorticoid receptor binding	+	0.6084	60.84%
Aromatase binding	+	0.5722	57.22%
PPAR gamma	+	0.6729	67.29%
Honey bee toxicity	-	0.6573	65.73%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.9241	92.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	97.90%	96.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.35%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.26%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.98%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.45%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.95%	94.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.14%	96.61%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.63%	95.58%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.16%	91.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.01%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	88.39%	83.82%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	88.32%	92.29%
CHEMBL340	P08684	Cytochrome P450 3A4	87.95%	91.19%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.98%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.97%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.67%	96.95%
CHEMBL220	P22303	Acetylcholinesterase	86.57%	94.45%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.08%	98.75%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.65%	97.47%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.58%	92.88%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.43%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.07%	95.83%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.28%	96.47%
CHEMBL1993	P26358	DNA (cytosine-5)-methyltransferase 1	82.57%	95.44%
CHEMBL4208	P20618	Proteasome component C5	82.51%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.28%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.01%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 164029
• LOTUS: LTS0085652
• wikiData: Q82895742