(2S,3S,4R,6R)-6-[[(1S,7S,10S,14R,17R,18S)-10,17-dimethyl-16,21-dioxahexacyclo[15.3.1.01,14.02,11.05,10.014,18]henicosan-7-yl]oxy]-4-methoxy-2-methyloxan-3-amine

Details

• Internal ID: 6066cdbe-58ba-498e-869e-3b12628e18d3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
• IUPAC Name: (2S,3S,4R,6R)-6-[[(1S,7S,10S,14R,17R,18S)-10,17-dimethyl-16,21-dioxahexacyclo[15.3.1.01,14.02,11.05,10.014,18]henicosan-7-yl]oxy]-4-methoxy-2-methyloxan-3-amine
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CCC56C47CCC5C(O7)(OC6)C)C)OC)N
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H](C[C@@H](O1)O[C@H]2CC[C@]3(C(C2)CCC4C3CC[C@@]56[C@]47CC[C@@H]5[C@@](O7)(OC6)C)C)OC)N
• InChI: InChI=1S/C28H45NO5/c1-16-24(29)21(30-4)14-23(32-16)33-18-7-10-25(2)17(13-18)5-6-20-19(25)8-11-27-15-31-26(3)22(27)9-12-28(20,27)34-26/h16-24H,5-15,29H2,1-4H3/t16-,17?,18-,19?,20?,21+,22+,23-,24-,25-,26+,27-,28-/m0/s1
• InChI Key: WBFUKUDNJLPCFA-LLFLQVHQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₅NO₅
• Molecular Weight: 475.70 g/mol
• Exact Mass: 475.32977354 g/mol
• Topological Polar Surface Area (TPSA): 72.20 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.39
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9171	91.71%
Caco-2	-	0.6999	69.99%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.5554	55.54%
OATP2B1 inhibitior	-	0.7147	71.47%
OATP1B1 inhibitior	+	0.8685	86.85%
OATP1B3 inhibitior	+	0.9339	93.39%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7019	70.19%
P-glycoprotein inhibitior	-	0.5059	50.59%
P-glycoprotein substrate	+	0.5900	59.00%
CYP3A4 substrate	+	0.7275	72.75%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.7027	70.27%
CYP3A4 inhibition	-	0.8217	82.17%
CYP2C9 inhibition	-	0.8624	86.24%
CYP2C19 inhibition	-	0.8197	81.97%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	-	0.8512	85.12%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8087	80.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5899	58.99%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9138	91.38%
Skin irritation	-	0.7793	77.93%
Skin corrosion	-	0.9163	91.63%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3798	37.98%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6512	65.12%
skin sensitisation	-	0.8692	86.92%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7495	74.95%
Acute Oral Toxicity (c)	III	0.5465	54.65%
Estrogen receptor binding	+	0.6693	66.93%
Androgen receptor binding	+	0.7473	74.73%
Thyroid receptor binding	+	0.5243	52.43%
Glucocorticoid receptor binding	+	0.6652	66.52%
Aromatase binding	+	0.6509	65.09%
PPAR gamma	+	0.5712	57.12%
Honey bee toxicity	-	0.5000	50.00%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.7205	72.05%

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	97.38%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	96.28%	95.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.98%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.78%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.61%	91.11%
CHEMBL2243	O00519	Anandamide amidohydrolase	92.53%	97.53%
CHEMBL204	P00734	Thrombin	92.01%	96.01%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	91.80%	97.31%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	90.53%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.29%	100.00%
CHEMBL1871	P10275	Androgen Receptor	89.49%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.94%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.32%	94.45%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	86.98%	98.99%
CHEMBL3920	Q04759	Protein kinase C theta	86.58%	97.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.54%	97.25%
CHEMBL233	P35372	Mu opioid receptor	85.24%	97.93%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.46%	99.18%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.26%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.76%	95.89%
CHEMBL2052031	Q13451	Peptidyl-prolyl cis-trans isomerase FKBP5	83.19%	88.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.81%	96.95%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	82.80%	95.27%
CHEMBL2996	Q05655	Protein kinase C delta	82.73%	97.79%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.71%	96.77%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	82.51%	92.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.64%	94.23%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.37%	95.58%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.01%	86.33%

Plants that contains it

• Holarrhena pubescens

Cross-Links

• PubChem: 24884040
• NPASS: NPC218180