2-[(4S,5S,6R,7R,9R,10R,11Z,13E,15S,16R)-6-[(2S,3S,4R,5R,6R)-5-[(2S,4R,5R,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-10-[(2R,5S,6R)-5-(dimethylamino)-6-methyloxan-2-yl]oxy-16-ethyl-4-hydroxy-5,9,13,15-tetramethyl-2-oxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde

Details

• Internal ID: 3b026850-381a-4e3e-b446-23bfeef3723f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
• IUPAC Name: 2-[(4S,5S,6R,7R,9R,10R,11Z,13E,15S,16R)-6-[(2S,3S,4R,5R,6R)-5-[(2S,4R,5R,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-10-[(2R,5S,6R)-5-(dimethylamino)-6-methyloxan-2-yl]oxy-16-ethyl-4-hydroxy-5,9,13,15-tetramethyl-2-oxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
• SMILES (Canonical): CCC1C(C=C(C=CC(C(CC(C(C(C(CC(=O)O1)O)C)OC2C(C(C(C(O2)C)OC3CC(C(C(O3)C)O)(C)O)N(C)C)O)CC=O)C)OC4CCC(C(O4)C)N(C)C)C)C
• SMILES (Isomeric): CC[C@@H]1[C@H](/C=C(/C=C\[C@@H]([C@@H](C[C@@H]([C@H]([C@H]([C@H](CC(=O)O1)O)C)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)O)(C)O)N(C)C)O)CC=O)C)O[C@H]4CC[C@@H]([C@H](O4)C)N(C)C)\C)C
• InChI: InChI=1S/C46H80N2O13/c1-14-35-26(3)21-25(2)15-17-36(59-38-18-16-33(47(10)11)29(6)55-38)27(4)22-32(19-20-49)42(28(5)34(50)23-37(51)58-35)61-45-41(52)40(48(12)13)43(30(7)57-45)60-39-24-46(9,54)44(53)31(8)56-39/h15,17,20-21,26-36,38-45,50,52-54H,14,16,18-19,22-24H2,1-13H3/b17-15-,25-21+/t26-,27+,28-,29+,30+,31-,32-,33-,34-,35+,36-,38-,39-,40+,41-,42-,43-,44+,45+,46+/m0/s1
• InChI Key: WPKBMQYWWGHYSV-VXWADZCHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₈₀N₂O₁₃
• Molecular Weight: 869.10 g/mol
• Exact Mass: 868.56604061 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.97
• 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	+	0.7935	79.35%
Caco-2	-	0.8656	86.56%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.9571	95.71%
Subcellular localzation	Mitochondria	0.6165	61.65%
OATP2B1 inhibitior	-	0.8671	86.71%
OATP1B1 inhibitior	+	0.8874	88.74%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9447	94.47%
P-glycoprotein inhibitior	+	0.7529	75.29%
P-glycoprotein substrate	+	0.7923	79.23%
CYP3A4 substrate	+	0.7110	71.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.8431	84.31%
CYP2C9 inhibition	-	0.8799	87.99%
CYP2C19 inhibition	-	0.8655	86.55%
CYP2D6 inhibition	-	0.9184	91.84%
CYP1A2 inhibition	-	0.9064	90.64%
CYP2C8 inhibition	+	0.6457	64.57%
CYP inhibitory promiscuity	-	0.9670	96.70%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5127	51.27%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9112	91.12%
Skin irritation	-	0.7454	74.54%
Skin corrosion	-	0.9133	91.33%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6710	67.10%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.7324	73.24%
skin sensitisation	-	0.8634	86.34%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8918	89.18%
Acute Oral Toxicity (c)	III	0.6169	61.69%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6692	66.92%
Thyroid receptor binding	+	0.5613	56.13%
Glucocorticoid receptor binding	+	0.7190	71.90%
Aromatase binding	-	0.6394	63.94%
PPAR gamma	+	0.7772	77.72%
Honey bee toxicity	-	0.5798	57.98%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7900	79.00%
Fish aquatic toxicity	+	0.8278	82.78%

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	97.43%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.11%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.46%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.10%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.77%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.60%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.00%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.53%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.02%	90.08%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.37%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	87.08%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.52%	95.89%
CHEMBL1902	P62942	FK506-binding protein 1A	85.97%	97.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.93%	92.94%
CHEMBL4208	P20618	Proteasome component C5	84.62%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.28%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.26%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.55%	97.25%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.90%	82.38%
CHEMBL226	P30542	Adenosine A1 receptor	82.80%	95.93%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.32%	93.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.84%	94.75%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.82%	85.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.03%	99.17%

Plants that contains it

• Foeniculum vulgare

Cross-Links

• PubChem: 163020191
• LOTUS: LTS0106847
• wikiData: Q105327297