(4R,5S,6S,7R,9R,11E,13E,15R,16R)-6-[(2R,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-16-ethyl-4-hydroxy-15-[[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl]oxymethyl]-7-(2-hydroxyethyl)-5,9,13-trimethyl-1-oxacyclohexadeca-11,13-diene-2,10-dione

Details

• Internal ID: 606cfe8d-8768-4a83-8c24-05551eb1320e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
• IUPAC Name: (4R,5S,6S,7R,9R,11E,13E,15R,16R)-6-[(2R,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-16-ethyl-4-hydroxy-15-[[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl]oxymethyl]-7-(2-hydroxyethyl)-5,9,13-trimethyl-1-oxacyclohexadeca-11,13-diene-2,10-dione
• SMILES (Canonical): CCC1C(C=C(C=CC(=O)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)CCO)C)C)COC4C(C(C(C(O4)C)O)OC)OC
• SMILES (Isomeric): CC[C@@H]1[C@H](/C=C(/C=C/C(=O)[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)CCO)C)\C)CO[C@H]4[C@@H]([C@@H]([C@@H]([C@H](O4)C)O)OC)OC
• InChI: InChI=1S/C46H79NO17/c1-13-33-30(22-58-45-42(57-12)41(56-11)37(52)26(5)60-45)18-23(2)14-15-31(49)24(3)19-29(16-17-48)39(25(4)32(50)20-34(51)62-33)64-44-38(53)36(47(9)10)40(27(6)61-44)63-35-21-46(8,55)43(54)28(7)59-35/h14-15,18,24-30,32-33,35-45,48,50,52-55H,13,16-17,19-22H2,1-12H3/b15-14+,23-18+/t24-,25+,26-,27-,28+,29+,30-,32-,33-,35+,36-,37-,38-,39-,40-,41-,42-,43+,44+,45-,46-/m1/s1
• InChI Key: QDAVFUSCCPXZTE-VMXQISHHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₉NO₁₇
• Molecular Weight: 918.10 g/mol
• Exact Mass: 917.53480005 g/mol
• Topological Polar Surface Area (TPSA): 242.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 18
• H-Bond Donor: 6
• Rotatable Bonds: 13

Synonyms

• orb1701706
• SCHEMBL29365116
• CS-0082589
• (4R,5S,6S,7R,9R,11E,13E,15R,16R)-6-[(2R,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-16-ethyl-4-hydroxy-15-[[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl]oxymethyl]-7-(2-hydroxyethyl)-5,9,13-trimethyl-1-oxacyclohexadeca-11,13-diene-2,10-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5133	51.33%
Caco-2	-	0.8695	86.95%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6470	64.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8983	89.83%
OATP1B3 inhibitior	+	0.8572	85.72%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9556	95.56%
P-glycoprotein inhibitior	+	0.7437	74.37%
P-glycoprotein substrate	+	0.8146	81.46%
CYP3A4 substrate	+	0.7245	72.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8838	88.38%
CYP3A4 inhibition	-	0.7186	71.86%
CYP2C9 inhibition	-	0.8846	88.46%
CYP2C19 inhibition	-	0.8840	88.40%
CYP2D6 inhibition	-	0.9177	91.77%
CYP1A2 inhibition	-	0.8946	89.46%
CYP2C8 inhibition	+	0.6783	67.83%
CYP inhibitory promiscuity	-	0.9742	97.42%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4658	46.58%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9089	90.89%
Skin irritation	-	0.7456	74.56%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7026	70.26%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8554	85.54%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8964	89.64%
Acute Oral Toxicity (c)	III	0.7758	77.58%
Estrogen receptor binding	+	0.7158	71.58%
Androgen receptor binding	+	0.6582	65.82%
Thyroid receptor binding	+	0.5897	58.97%
Glucocorticoid receptor binding	+	0.7466	74.66%
Aromatase binding	-	0.5498	54.98%
PPAR gamma	+	0.7949	79.49%
Honey bee toxicity	-	0.6079	60.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8701	87.01%

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	97.98%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.21%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.11%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.40%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.35%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.20%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.13%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.10%	95.93%
CHEMBL1951	P21397	Monoamine oxidase A	92.19%	91.49%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.58%	97.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.06%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.85%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	86.03%	97.79%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.86%	86.92%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.49%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.50%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.74%	96.90%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.50%	83.00%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	83.18%	95.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.98%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.39%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	81.41%	94.73%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.16%	82.38%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.08%	95.83%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 13043637
• LOTUS: LTS0085266
• wikiData: Q105218705