(E,7S)-N-[3-[(1S,5R,6S)-5-[(2R,3S,4R,5S)-4-hydroxy-3,5-dimethoxyoxan-2-yl]oxy-3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]but-3-enyl]-7-methoxytetradec-4-enamide

Details

• Internal ID: 10ee9600-61f0-436d-8d7f-73b6adb323a5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (E,7S)-N-[3-[(1S,5R,6S)-5-[(2R,3S,4R,5S)-4-hydroxy-3,5-dimethoxyoxan-2-yl]oxy-3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]but-3-enyl]-7-methoxytetradec-4-enamide
• InChI: InChI=1S/C33H53NO9/c1-7-8-9-10-12-15-24(38-4)16-13-11-14-17-27(35)34-19-18-23(3)33-30(37)22(2)20-25(31(33)43-33)42-32-29(40-6)28(36)26(39-5)21-41-32/h11,13,20,24-26,28-29,31-32,36H,3,7-10,12,14-19,21H2,1-2,4-6H3,(H,34,35)/b13-11+/t24-,25+,26-,28+,29-,31-,32+,33+/m0/s1
• InChI Key: UZMVEOVJASEKLP-SRAVHFRASA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₃NO₉
• Molecular Weight: 607.80 g/mol
• Exact Mass: 607.37203227 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.95
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 20

Synonyms

• DTXSID001047338

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8834	88.34%
Caco-2	-	0.8291	82.91%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5692	56.92%
OATP2B1 inhibitior	-	0.7135	71.35%
OATP1B1 inhibitior	+	0.8287	82.87%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9743	97.43%
P-glycoprotein inhibitior	+	0.7806	78.06%
P-glycoprotein substrate	+	0.7557	75.57%
CYP3A4 substrate	+	0.7328	73.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8784	87.84%
CYP3A4 inhibition	+	0.5856	58.56%
CYP2C9 inhibition	-	0.7957	79.57%
CYP2C19 inhibition	-	0.8096	80.96%
CYP2D6 inhibition	-	0.8849	88.49%
CYP1A2 inhibition	-	0.8153	81.53%
CYP2C8 inhibition	+	0.6480	64.80%
CYP inhibitory promiscuity	-	0.9345	93.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5469	54.69%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9329	93.29%
Skin irritation	-	0.7235	72.35%
Skin corrosion	-	0.9258	92.58%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3759	37.59%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.6014	60.14%
skin sensitisation	-	0.8299	82.99%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5806	58.06%
Acute Oral Toxicity (c)	III	0.5808	58.08%
Estrogen receptor binding	+	0.8194	81.94%
Androgen receptor binding	+	0.6529	65.29%
Thyroid receptor binding	-	0.5513	55.13%
Glucocorticoid receptor binding	+	0.7165	71.65%
Aromatase binding	+	0.6376	63.76%
PPAR gamma	+	0.6341	63.41%
Honey bee toxicity	-	0.7190	71.90%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7469	74.69%
Fish aquatic toxicity	+	0.8634	86.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	98.69%	89.63%
CHEMBL2581	P07339	Cathepsin D	98.30%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.71%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.56%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	94.17%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.97%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.85%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.68%	94.45%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.63%	92.88%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.07%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.61%	96.61%
CHEMBL2996	Q05655	Protein kinase C delta	88.55%	97.79%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.90%	96.90%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.87%	90.08%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.86%	97.29%
CHEMBL340	P08684	Cytochrome P450 3A4	87.67%	91.19%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.08%	97.28%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.91%	94.08%
CHEMBL221	P23219	Cyclooxygenase-1	86.29%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.85%	93.56%
CHEMBL1937	Q92769	Histone deacetylase 2	85.44%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.86%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.72%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.40%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.96%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.86%	90.71%
CHEMBL1075317	P61964	WD repeat-containing protein 5	83.30%	96.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.69%	97.09%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.54%	91.81%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.49%	92.08%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.92%	96.47%
CHEMBL3401	O75469	Pregnane X receptor	81.53%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.31%	96.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.31%	92.86%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.99%	95.71%
CHEMBL5028	O14672	ADAM10	80.41%	97.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.30%	97.21%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.12%	89.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21673409
• LOTUS: LTS0059219
• wikiData: Q105282328