3-[2-(5-Amino-6-methyloxan-2-yl)oxy-2-(1,6-dihydroxy-3-methyl-5-oxocyclohex-3-en-1-yl)ethyl]-4,5-dihydroxy-6-[5-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]naphthalene-1,2-dione

Details

• Internal ID: 17636b9a-78cc-4c4a-a4c8-d236daba1dc2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
• IUPAC Name: 3-[2-(5-amino-6-methyloxan-2-yl)oxy-2-(1,6-dihydroxy-3-methyl-5-oxocyclohex-3-en-1-yl)ethyl]-4,5-dihydroxy-6-[5-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]naphthalene-1,2-dione
• SMILES (Canonical): CC1C(CCC(O1)OC(CC2=C(C3=C(C=CC(=C3O)C4CCC(C(O4)C)OC5CCC(C(O5)C)O)C(=O)C2=O)O)C6(CC(=CC(=O)C6O)C)O)N
• SMILES (Isomeric): CC1C(CCC(O1)OC(CC2=C(C3=C(C=CC(=C3O)C4CCC(C(O4)C)OC5CCC(C(O5)C)O)C(=O)C2=O)O)C6(CC(=CC(=O)C6O)C)O)N
• InChI: InChI=1S/C37H49NO13/c1-16-13-25(40)36(45)37(46,15-16)28(51-30-11-7-23(38)17(2)48-30)14-22-33(42)31-21(34(43)35(22)44)6-5-20(32(31)41)27-10-9-26(19(4)47-27)50-29-12-8-24(39)18(3)49-29/h5-6,13,17-19,23-24,26-30,36,39,41-42,45-46H,7-12,14-15,38H2,1-4H3
• InChI Key: WTGIIZMZZKBZQF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₉NO₁₃
• Molecular Weight: 715.80 g/mol
• Exact Mass: 715.32039062 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7835	78.35%
Caco-2	-	0.8759	87.59%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Nucleus	0.6661	66.61%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8359	83.59%
OATP1B3 inhibitior	+	0.8982	89.82%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8100	81.00%
P-glycoprotein inhibitior	+	0.6891	68.91%
P-glycoprotein substrate	+	0.8018	80.18%
CYP3A4 substrate	+	0.7300	73.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8517	85.17%
CYP3A4 inhibition	-	0.9080	90.80%
CYP2C9 inhibition	-	0.8289	82.89%
CYP2C19 inhibition	-	0.8030	80.30%
CYP2D6 inhibition	-	0.9002	90.02%
CYP1A2 inhibition	-	0.7215	72.15%
CYP2C8 inhibition	+	0.6923	69.23%
CYP inhibitory promiscuity	-	0.7837	78.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5663	56.63%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9222	92.22%
Skin irritation	-	0.7267	72.67%
Skin corrosion	-	0.9244	92.44%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4410	44.10%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.5579	55.79%
skin sensitisation	-	0.8382	83.82%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.5051	50.51%
Acute Oral Toxicity (c)	III	0.4031	40.31%
Estrogen receptor binding	+	0.8437	84.37%
Androgen receptor binding	+	0.7775	77.75%
Thyroid receptor binding	-	0.5186	51.86%
Glucocorticoid receptor binding	+	0.7269	72.69%
Aromatase binding	+	0.6666	66.66%
PPAR gamma	+	0.7476	74.76%
Honey bee toxicity	-	0.7207	72.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9801	98.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.12%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.97%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.06%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.85%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.60%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.35%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.00%	96.38%
CHEMBL226	P30542	Adenosine A1 receptor	94.65%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.74%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.52%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.32%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.27%	90.71%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.66%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.28%	99.23%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	87.13%	95.52%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.40%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.33%	95.17%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.18%	96.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.63%	94.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.41%	97.33%
CHEMBL284	P27487	Dipeptidyl peptidase IV	84.96%	95.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.65%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.37%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.16%	93.56%
CHEMBL4581	P52732	Kinesin-like protein 1	84.12%	93.18%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.64%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.14%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.42%	94.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.11%	96.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.95%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	80.74%	94.73%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.02%	92.88%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75152989
• LOTUS: LTS0183161
• wikiData: Q104200616