(2R)-6-[[(1S,7S,10S)-10,16-dimethyl-15,21-dioxahexacyclo[11.6.1.11,16.02,11.05,10.017,20]henicosan-7-yl]oxy]-4-methoxy-2-methyloxan-3-amine

Details

• Internal ID: 88884a04-8523-4b7c-bb26-e1af2d7fb2c7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
• IUPAC Name: (2R)-6-[[(1S,7S,10S)-10,16-dimethyl-15,21-dioxahexacyclo[11.6.1.11,16.02,11.05,10.017,20]henicosan-7-yl]oxy]-4-methoxy-2-methyloxan-3-amine
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CC5COC6(C7C5C4(O6)CC7)C)C)OC)N
• SMILES (Isomeric): C[C@@H]1C(C(CC(O1)O[C@H]2CC[C@]3(C(C2)CCC4C3CC5COC6(C7C5[C@]4(O6)CC7)C)C)OC)N
• InChI: InChI=1S/C28H45NO5/c1-15-25(29)22(30-4)13-23(32-15)33-18-7-9-26(2)17(12-18)5-6-19-21(26)11-16-14-31-27(3)20-8-10-28(19,34-27)24(16)20/h15-25H,5-14,29H2,1-4H3/t15-,16?,17?,18+,19?,20?,21?,22?,23?,24?,25?,26+,27?,28+/m1/s1
• InChI Key: WWFKELYBJISZRC-FTDLEJDISA-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: 3.60
• Atomic LogP (AlogP): 4.24
• 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	+	0.9083	90.83%
Caco-2	-	0.6951	69.51%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.5958	59.58%
OATP2B1 inhibitior	-	0.7174	71.74%
OATP1B1 inhibitior	+	0.8832	88.32%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7977	79.77%
P-glycoprotein inhibitior	-	0.5200	52.00%
P-glycoprotein substrate	+	0.6469	64.69%
CYP3A4 substrate	+	0.7273	72.73%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.7027	70.27%
CYP3A4 inhibition	-	0.8437	84.37%
CYP2C9 inhibition	-	0.8505	85.05%
CYP2C19 inhibition	-	0.8042	80.42%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	-	0.8395	83.95%
CYP2C8 inhibition	+	0.5739	57.39%
CYP inhibitory promiscuity	-	0.8252	82.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6091	60.91%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9131	91.31%
Skin irritation	-	0.7790	77.90%
Skin corrosion	-	0.9183	91.83%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7017	70.17%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.7262	72.62%
skin sensitisation	-	0.8656	86.56%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5537	55.37%
Acute Oral Toxicity (c)	III	0.5346	53.46%
Estrogen receptor binding	+	0.5717	57.17%
Androgen receptor binding	+	0.6640	66.40%
Thyroid receptor binding	+	0.5687	56.87%
Glucocorticoid receptor binding	+	0.6845	68.45%
Aromatase binding	+	0.6463	64.63%
PPAR gamma	+	0.5889	58.89%
Honey bee toxicity	-	0.5925	59.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.7480	74.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	96.68%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.15%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.87%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.49%	96.09%
CHEMBL2243	O00519	Anandamide amidohydrolase	93.12%	97.53%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.02%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.90%	96.38%
CHEMBL1871	P10275	Androgen Receptor	91.28%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.59%	100.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	89.00%	98.99%
CHEMBL3920	Q04759	Protein kinase C theta	88.87%	97.69%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	87.76%	97.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.01%	95.89%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	86.25%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.10%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.67%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.39%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	82.42%	97.79%
CHEMBL3759	Q9H3N8	Histamine H4 receptor	81.35%	93.81%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.10%	99.18%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.29%	96.77%

Plants that contains it

• Holarrhena pubescens

Cross-Links

• PubChem: 6325345
• NPASS: NPC231590