(E)-N-[2-[3-hydroxy-4-[(2E,5R)-5-hydroxy-3,7-dimethylocta-2,6-dienoxy]phenyl]ethyl]-3-methylsulfonylprop-2-enamide

Details

• Internal ID: d2cbdece-cc23-416e-bf5c-6b845681c465
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: (E)-N-[2-[3-hydroxy-4-[(2E,5R)-5-hydroxy-3,7-dimethylocta-2,6-dienoxy]phenyl]ethyl]-3-methylsulfonylprop-2-enamide
• SMILES (Canonical): CC(=CC(CC(=CCOC1=C(C=C(C=C1)CCNC(=O)C=CS(=O)(=O)C)O)C)O)C
• SMILES (Isomeric): CC(=C[C@@H](C/C(=C/COC1=C(C=C(C=C1)CCNC(=O)/C=C/S(=O)(=O)C)O)/C)O)C
• InChI: InChI=1S/C22H31NO6S/c1-16(2)13-19(24)14-17(3)8-11-29-21-6-5-18(15-20(21)25)7-10-23-22(26)9-12-30(4,27)28/h5-6,8-9,12-13,15,19,24-25H,7,10-11,14H2,1-4H3,(H,23,26)/b12-9+,17-8+/t19-/m0/s1
• InChI Key: IOVSDORWALQVLD-DWTZFPNBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₁NO₆S
• Molecular Weight: 437.60 g/mol
• Exact Mass: 437.18720888 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9619	96.19%
Caco-2	-	0.6443	64.43%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5179	51.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8838	88.38%
P-glycoprotein inhibitior	+	0.7687	76.87%
P-glycoprotein substrate	+	0.7074	70.74%
CYP3A4 substrate	+	0.6278	62.78%
CYP2C9 substrate	-	0.7935	79.35%
CYP2D6 substrate	-	0.8174	81.74%
CYP3A4 inhibition	+	0.5080	50.80%
CYP2C9 inhibition	-	0.6380	63.80%
CYP2C19 inhibition	-	0.6945	69.45%
CYP2D6 inhibition	-	0.7918	79.18%
CYP1A2 inhibition	-	0.7482	74.82%
CYP2C8 inhibition	+	0.7345	73.45%
CYP inhibitory promiscuity	-	0.7960	79.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5128	51.28%
Carcinogenicity (trinary)	Non-required	0.6590	65.90%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.9701	97.01%
Skin irritation	-	0.7595	75.95%
Skin corrosion	-	0.9171	91.71%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7786	77.86%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8209	82.09%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7578	75.78%
Acute Oral Toxicity (c)	III	0.6150	61.50%
Estrogen receptor binding	-	0.5290	52.90%
Androgen receptor binding	+	0.8194	81.94%
Thyroid receptor binding	+	0.5745	57.45%
Glucocorticoid receptor binding	+	0.6045	60.45%
Aromatase binding	-	0.6285	62.85%
PPAR gamma	+	0.5904	59.04%
Honey bee toxicity	-	0.7909	79.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7741	77.41%
Fish aquatic toxicity	+	0.9512	95.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.88%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.34%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.57%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	95.27%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	94.48%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.48%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.36%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	93.02%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.55%	91.11%
CHEMBL2535	P11166	Glucose transporter	88.73%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.87%	94.45%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.81%	85.31%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.54%	96.90%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.51%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.46%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.79%	90.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.40%	94.80%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.09%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.42%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.81%	91.19%
CHEMBL1255126	O15151	Protein Mdm4	82.50%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.48%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.85%	95.89%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	81.02%	92.29%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.39%	95.34%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.33%	94.33%

Plants that contains it

• Glycosmis mauritiana

Cross-Links

• PubChem: 163190289
• LOTUS: LTS0225603
• wikiData: Q77379864