(3R,4S,5S,6R,7R,9R,11R,12S,13R,14R)-6-[4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-7,12-dihydroxy-4-(5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl)oxy-3-(hydroxymethyl)-5,7,9,11,13-pentamethyl-oxacyclotetradecane-2,10-dione

Details

• Internal ID: a6cbb0f8-0735-4132-a90d-930632aeb6f4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
• IUPAC Name: (3R,4S,5S,6R,7R,9R,11R,12S,13R,14R)-6-[4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-7,12-dihydroxy-4-(5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl)oxy-3-(hydroxymethyl)-5,7,9,11,13-pentamethyl-oxacyclotetradecane-2,10-dione
• SMILES (Canonical): CCC1C(C(C(C(=O)C(CC(C(C(C(C(C(=O)O1)CO)OC2CC(C(C(O2)C)O)(C)OC)C)OC3C(C(CC(O3)C)N(C)C)O)(C)O)C)C)O)C
• SMILES (Isomeric): CC[C@@H]1[C@@H]([C@@H]([C@H](C(=O)[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)CO)OC2CC(C(C(O2)C)O)(C)OC)C)OC3C(C(CC(O3)C)N(C)C)O)(C)O)C)C)O)C
• InChI: InChI=1S/C37H67NO13/c1-13-26-20(4)29(41)21(5)28(40)18(2)15-36(8,45)33(51-35-30(42)25(38(10)11)14-19(3)47-35)22(6)31(24(17-39)34(44)49-26)50-27-16-37(9,46-12)32(43)23(7)48-27/h18-27,29-33,35,39,41-43,45H,13-17H2,1-12H3/t18-,19?,20+,21+,22+,23?,24-,25?,26-,27?,29+,30?,31+,32?,33-,35?,36-,37?/m1/s1
• InChI Key: ZQLOQWOXRVAVOI-UOLRGNITSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₇NO₁₃
• Molecular Weight: 733.90 g/mol
• Exact Mass: 733.46124119 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 14
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7879	78.79%
Caco-2	-	0.9021	90.21%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Lysosomes	0.6596	65.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9022	90.22%
OATP1B3 inhibitior	+	0.8693	86.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7601	76.01%
P-glycoprotein inhibitior	+	0.7160	71.60%
P-glycoprotein substrate	+	0.8482	84.82%
CYP3A4 substrate	+	0.7023	70.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8812	88.12%
CYP3A4 inhibition	+	0.5076	50.76%
CYP2C9 inhibition	-	0.8783	87.83%
CYP2C19 inhibition	-	0.8941	89.41%
CYP2D6 inhibition	-	0.9244	92.44%
CYP1A2 inhibition	-	0.9124	91.24%
CYP2C8 inhibition	-	0.8600	86.00%
CYP inhibitory promiscuity	-	0.9070	90.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5615	56.15%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9190	91.90%
Skin irritation	-	0.7928	79.28%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6562	65.62%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.9089	90.89%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6992	69.92%
Acute Oral Toxicity (c)	III	0.6820	68.20%
Estrogen receptor binding	-	0.5919	59.19%
Androgen receptor binding	-	0.5215	52.15%
Thyroid receptor binding	-	0.7449	74.49%
Glucocorticoid receptor binding	+	0.6993	69.93%
Aromatase binding	+	0.6492	64.92%
PPAR gamma	+	0.6982	69.82%
Honey bee toxicity	-	0.5833	58.33%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.5874	58.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.40%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.94%	85.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.87%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.39%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.11%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.64%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.05%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.38%	97.14%
CHEMBL2996	Q05655	Protein kinase C delta	88.88%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.63%	95.56%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.25%	82.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.76%	92.94%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.70%	95.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.70%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.45%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.02%	100.00%
CHEMBL4598	Q13043	Serine/threonine-protein kinase MST1	84.41%	96.64%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.15%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.43%	86.33%
CHEMBL255	P29275	Adenosine A2b receptor	82.99%	98.59%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.76%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.63%	89.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.15%	85.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.93%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.62%	99.23%

Plants that contains it

• Hyoscyamus niger
• Pongamia pinnata

Cross-Links

• PubChem: 139584407
• LOTUS: LTS0239440
• wikiData: Q105243558