CID 91827561

Details

• Internal ID: fdaaddc2-6097-4471-bcd2-dd6d237d693d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
• IUPAC Name: (1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19Z,21Z,23Z,25Z,27Z,29Z,31Z,33R,35S,36R,37S)-33-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid
• SMILES (Canonical): CC1C=CC=CC=CC=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(CC(C(CCC(CC(CC(=O)OC(C(C1O)C)C)O)O)O)O)O)O)O)C(=O)O)OC3C(C(C(C(O3)C)O)N)O
• SMILES (Isomeric): C[C@H]1/C=C\C=C/C=C\C=C/C=C\C=C/C=C\[C@@H](C[C@H]2[C@@H]([C@H](C[C@](O2)(C[C@H](C[C@H]([C@@H](CC[C@H](C[C@H](CC(=O)O[C@H]([C@@H]([C@@H]1O)C)C)O)O)O)O)O)O)O)C(=O)O)O[C@H]3[C@H]([C@H]([C@@H]([C@H](O3)C)O)N)O
• InChI: InChI=1S/C47H73NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(64-46-44(58)41(48)43(57)30(4)63-46)24-38-40(45(59)60)37(54)26-47(61,65-38)25-33(51)22-36(53)35(52)20-19-31(49)21-32(50)23-39(55)62-29(3)28(2)42(27)56/h5-18,27-38,40-44,46,49-54,56-58,61H,19-26,48H2,1-4H3,(H,59,60)/b6-5-,9-7-,10-8-,13-11-,14-12-,17-15-,18-16-/t27-,28-,29-,30+,31+,32+,33-,34-,35+,36+,37-,38-,40+,41-,42+,43+,44-,46-,47+/m0/s1
• InChI Key: APKFDSVGJQXUKY-ZNVUZQDLSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₃NO₁₇
• Molecular Weight: 924.10 g/mol
• Exact Mass: 923.48784986 g/mol
• Topological Polar Surface Area (TPSA): 320.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 17
• H-Bond Donor: 12
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9659	96.59%
Caco-2	-	0.8681	86.81%
Blood Brain Barrier	-	1.0000	100.00%
Human oral bioavailability	-	1.0000	100.00%
Subcellular localzation	Mitochondria	0.4007	40.07%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.7241	72.41%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9251	92.51%
P-glycoprotein inhibitior	+	0.7177	71.77%
P-glycoprotein substrate	+	0.7308	73.08%
CYP3A4 substrate	+	0.7031	70.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8646	86.46%
CYP3A4 inhibition	-	0.9381	93.81%
CYP2C9 inhibition	-	0.9410	94.10%
CYP2C19 inhibition	-	0.9210	92.10%
CYP2D6 inhibition	-	0.9444	94.44%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	+	0.9472	94.72%
CYP inhibitory promiscuity	-	0.9840	98.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4873	48.73%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.7559	75.59%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8532	85.32%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.8750	87.50%
skin sensitisation	-	0.8667	86.67%
Respiratory toxicity	+	0.9556	95.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.7839	78.39%
Acute Oral Toxicity (c)	III	0.7227	72.27%
Estrogen receptor binding	+	0.8208	82.08%
Androgen receptor binding	-	0.8512	85.12%
Thyroid receptor binding	+	0.5795	57.95%
Glucocorticoid receptor binding	+	0.7362	73.62%
Aromatase binding	-	0.7164	71.64%
PPAR gamma	+	0.7853	78.53%
Honey bee toxicity	-	0.7101	71.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.3827	38.27%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	79.4 nM	Potency	via Super-PRED
CHEMBL1293227	O75604	Ubiquitin carboxyl-terminal hydrolase 2	631 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.46%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.14%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.86%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.48%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.85%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	90.45%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.09%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.92%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	87.81%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.75%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.53%	93.56%
CHEMBL4208	P20618	Proteasome component C5	84.77%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.93%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.68%	99.23%
CHEMBL3572	P11597	Cholesteryl ester transfer protein	83.35%	92.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.92%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.91%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.35%	91.49%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.28%	96.61%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.17%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 91827561
• LOTUS: LTS0019683
• wikiData: Q105102528