[(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-6-[[(4R,5S,6S,7R,9R,10S,11E,13E,16R)-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] 3-methylbutanoate

Details

• Internal ID: 188ecbde-8eb5-4ccb-a113-dfb1f9c78df9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
• IUPAC Name: [(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-6-[[(4R,5S,6S,7R,9R,10S,11E,13E,16R)-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] 3-methylbutanoate
• SMILES (Canonical): CC1CC=CC=CC(C(CC(C(C(C(CC(=O)O1)O)OC)OC2C(C(C(C(O2)C)OC3CC(C(C(O3)C)OC(=O)CC(C)C)(C)O)N(C)C)O)CC=O)C)O
• SMILES (Isomeric): C[C@@H]1C/C=C/C=C/[C@H]([C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)O)OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)OC(=O)CC(C)C)(C)O)N(C)C)O)CC=O)C)O
• InChI: InChI=1S/C40H67NO14/c1-22(2)18-30(45)53-38-26(6)51-32(21-40(38,7)48)54-35-25(5)52-39(34(47)33(35)41(8)9)55-36-27(16-17-42)19-23(3)28(43)15-13-11-12-14-24(4)50-31(46)20-29(44)37(36)49-10/h11-13,15,17,22-29,32-39,43-44,47-48H,14,16,18-21H2,1-10H3/b12-11+,15-13+/t23-,24-,25-,26+,27+,28-,29-,32+,33-,34-,35-,36+,37+,38+,39+,40-/m1/s1
• InChI Key: IEMDOFXTVAPVLX-COIDFVAJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₇NO₁₄
• Molecular Weight: 786.00 g/mol
• Exact Mass: 785.45615581 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 15
• H-Bond Donor: 4
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5966	59.66%
Caco-2	-	0.8651	86.51%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.9571	95.71%
Subcellular localzation	Mitochondria	0.5110	51.10%
OATP2B1 inhibitior	-	0.8649	86.49%
OATP1B1 inhibitior	+	0.8662	86.62%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8658	86.58%
P-glycoprotein inhibitior	+	0.7463	74.63%
P-glycoprotein substrate	+	0.8186	81.86%
CYP3A4 substrate	+	0.5704	57.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8853	88.53%
CYP3A4 inhibition	-	0.8953	89.53%
CYP2C9 inhibition	-	0.9170	91.70%
CYP2C19 inhibition	-	0.9118	91.18%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.9070	90.70%
CYP2C8 inhibition	+	0.6317	63.17%
CYP inhibitory promiscuity	-	0.9564	95.64%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4879	48.79%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9159	91.59%
Skin irritation	-	0.7935	79.35%
Skin corrosion	-	0.9234	92.34%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7484	74.84%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.8211	82.11%
skin sensitisation	-	0.8716	87.16%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6058	60.58%
Acute Oral Toxicity (c)	IV	0.7139	71.39%
Estrogen receptor binding	+	0.6556	65.56%
Androgen receptor binding	+	0.6595	65.95%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5420	54.20%
Aromatase binding	-	0.5245	52.45%
PPAR gamma	+	0.7703	77.03%
Honey bee toxicity	-	0.5632	56.32%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.6543	65.43%

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	97.93%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.78%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.74%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.38%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.29%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	91.04%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.32%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.91%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.89%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.84%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.76%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.89%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.74%	91.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.73%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.18%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.08%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.01%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.28%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.19%	92.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.00%	94.33%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	83.00%	91.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.72%	95.89%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	82.26%	88.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.98%	100.00%
CHEMBL4015	P41597	C-C chemokine receptor type 2	80.25%	98.57%

Plants that contains it

• Seriphidium leucodes

Cross-Links

• PubChem: 163057155
• LOTUS: LTS0072474
• wikiData: Q105111848