(5S)-3-methoxy-2-methyl-5-[(7S)-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctyl]-5,6,7,8-tetrahydro-1H-quinolin-4-one

Details

• Internal ID: 3c64e05b-2000-47c1-9f95-280640baa43f
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (5S)-3-methoxy-2-methyl-5-[(7S)-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctyl]-5,6,7,8-tetrahydro-1H-quinolin-4-one
• SMILES (Canonical): CC1=C(C(=O)C2=C(N1)CCCC2CCCCCCC(C)OC3C(C(C(C(O3)CO)O)O)O)OC
• SMILES (Isomeric): CC1=C(C(=O)C2=C(N1)CCC[C@@H]2CCCCCC[C@H](C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC
• InChI: InChI=1S/C25H41NO8/c1-14(33-25-23(31)22(30)20(28)18(13-27)34-25)9-6-4-5-7-10-16-11-8-12-17-19(16)21(29)24(32-3)15(2)26-17/h14,16,18,20,22-23,25,27-28,30-31H,4-13H2,1-3H3,(H,26,29)/t14-,16-,18+,20+,22-,23+,25+/m0/s1
• InChI Key: AAIFDTKGUYHLAI-DBJSYHFJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₁NO₈
• Molecular Weight: 483.60 g/mol
• Exact Mass: 483.28321727 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6545	65.45%
Caco-2	-	0.7754	77.54%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Nucleus	0.4202	42.02%
OATP2B1 inhibitior	-	0.7159	71.59%
OATP1B1 inhibitior	+	0.8734	87.34%
OATP1B3 inhibitior	+	0.9049	90.49%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5283	52.83%
P-glycoprotein inhibitior	-	0.5254	52.54%
P-glycoprotein substrate	-	0.5428	54.28%
CYP3A4 substrate	+	0.6588	65.88%
CYP2C9 substrate	-	0.8154	81.54%
CYP2D6 substrate	-	0.8393	83.93%
CYP3A4 inhibition	-	0.7287	72.87%
CYP2C9 inhibition	-	0.9040	90.40%
CYP2C19 inhibition	-	0.8444	84.44%
CYP2D6 inhibition	-	0.8879	88.79%
CYP1A2 inhibition	-	0.7218	72.18%
CYP2C8 inhibition	-	0.7059	70.59%
CYP inhibitory promiscuity	-	0.8791	87.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7006	70.06%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9445	94.45%
Skin irritation	-	0.7960	79.60%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.6191	61.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7213	72.13%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6581	65.81%
skin sensitisation	-	0.8646	86.46%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8088	80.88%
Acute Oral Toxicity (c)	III	0.6648	66.48%
Estrogen receptor binding	+	0.5682	56.82%
Androgen receptor binding	+	0.5256	52.56%
Thyroid receptor binding	-	0.5648	56.48%
Glucocorticoid receptor binding	-	0.5375	53.75%
Aromatase binding	+	0.5349	53.49%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8666	86.66%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7074	70.74%
Fish aquatic toxicity	-	0.4492	44.92%

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	98.00%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	97.50%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.70%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.87%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.79%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.45%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.89%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.55%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.51%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.49%	93.99%
CHEMBL4581	P52732	Kinesin-like protein 1	88.81%	93.18%
CHEMBL5255	O00206	Toll-like receptor 4	88.46%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.71%	96.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.50%	93.56%
CHEMBL220	P22303	Acetylcholinesterase	86.31%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	86.14%	83.82%
CHEMBL325	Q13547	Histone deacetylase 1	85.94%	95.92%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.85%	86.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.75%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.63%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.54%	95.89%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.90%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.74%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.50%	94.73%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.42%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.34%	96.47%
CHEMBL2885	P07451	Carbonic anhydrase III	83.16%	87.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.25%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	81.18%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.32%	94.33%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.31%	97.47%

Plants that contains it

• Antidesma membranaceum

Cross-Links

• PubChem: 21605930
• LOTUS: LTS0171268
• wikiData: Q104665488