Saccharocin

Details

• Internal ID: a0659be4-e2ba-4934-bbad-fca1b3d3d1e9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides > Aminocyclitol glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(2R,3S,4R,4aR,6S,7R,8aS)-7-amino-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-4-hydroxy-3-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CNC1C(C2C(CC(C(O2)OC3C(CC(C(C3O)O)N)N)N)OC1OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): CN[C@H]1[C@H]([C@@H]2[C@H](C[C@H]([C@H](O2)O[C@@H]3[C@H](C[C@H]([C@@H]([C@H]3O)O)N)N)N)O[C@@H]1O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• InChI: InChI=1S/C21H40N4O12/c1-25-10-13(29)18-8(33-20(10)37-21-16(32)14(30)12(28)9(4-26)34-21)3-7(24)19(36-18)35-17-6(23)2-5(22)11(27)15(17)31/h5-21,25-32H,2-4,22-24H2,1H3/t5-,6+,7-,8+,9-,10+,11+,12-,13-,14+,15-,16-,17-,18+,19+,20-,21-/m1/s1
• InChI Key: WKKBQRRWYZAXFF-VJCYLLSFSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₄₀N₄O₁₂
• Molecular Weight: 540.60 g/mol
• Exact Mass: 540.26427272 g/mol
• Topological Polar Surface Area (TPSA): 278.00 Ų
• XlogP: -6.80
• Atomic LogP (AlogP): -6.92
• H-Bond Acceptor: 16
• H-Bond Donor: 11
• Rotatable Bonds: 6

Synonyms

• CHEMBL4555425
• CHEBI:81449
• C17998
• Q27155383
• (2R,3R,4S,5S,6R)-2-[[(2R,3S,4R,4aR,6S,7R,8aS)-7-amino-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-4-hydroxy-3-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9361	93.61%
Caco-2	-	0.8962	89.62%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Lysosomes	0.4869	48.69%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.9153	91.53%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9470	94.70%
P-glycoprotein inhibitior	-	0.7716	77.16%
P-glycoprotein substrate	-	0.7079	70.79%
CYP3A4 substrate	+	0.6178	61.78%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.7329	73.29%
CYP3A4 inhibition	-	0.9234	92.34%
CYP2C9 inhibition	-	0.9196	91.96%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.4851	48.51%
CYP inhibitory promiscuity	-	0.8708	87.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6360	63.60%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9607	96.07%
Skin irritation	-	0.8145	81.45%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7804	78.04%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5934	59.34%
skin sensitisation	-	0.8904	89.04%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5679	56.79%
Acute Oral Toxicity (c)	III	0.4674	46.74%
Estrogen receptor binding	-	0.5057	50.57%
Androgen receptor binding	-	0.6222	62.22%
Thyroid receptor binding	+	0.5487	54.87%
Glucocorticoid receptor binding	+	0.5514	55.14%
Aromatase binding	+	0.5601	56.01%
PPAR gamma	+	0.6505	65.05%
Honey bee toxicity	-	0.7037	70.37%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.9782	97.82%

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	96.87%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.21%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.10%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.29%	95.58%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.21%	96.21%
CHEMBL226	P30542	Adenosine A1 receptor	86.75%	95.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.68%	95.83%
CHEMBL2996	Q05655	Protein kinase C delta	86.48%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.36%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.71%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	83.13%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.53%	99.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.15%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.66%	96.61%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.35%	94.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15588758
• LOTUS: LTS0255740
• wikiData: Q27155383