N-[2-[3-hydroxy-4-(4-hydroxy-3,7-dimethyloct-6-enoxy)phenyl]ethyl]-3-methylsulfonylprop-2-enamide

Details

• Internal ID: 16ee08ae-453b-4598-a016-3e423e5e9baf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: N-[2-[3-hydroxy-4-(4-hydroxy-3,7-dimethyloct-6-enoxy)phenyl]ethyl]-3-methylsulfonylprop-2-enamide
• SMILES (Canonical): CC(CCOC1=C(C=C(C=C1)CCNC(=O)C=CS(=O)(=O)C)O)C(CC=C(C)C)O
• SMILES (Isomeric): CC(CCOC1=C(C=C(C=C1)CCNC(=O)C=CS(=O)(=O)C)O)C(CC=C(C)C)O
• InChI: InChI=1S/C22H33NO6S/c1-16(2)5-7-19(24)17(3)10-13-29-21-8-6-18(15-20(21)25)9-12-23-22(26)11-14-30(4,27)28/h5-6,8,11,14-15,17,19,24-25H,7,9-10,12-13H2,1-4H3,(H,23,26)
• InChI Key: IEWVIPWDRYCORF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₃NO₆S
• Molecular Weight: 439.60 g/mol
• Exact Mass: 439.20285895 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9804	98.04%
Caco-2	-	0.7036	70.36%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5226	52.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9152	91.52%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7192	71.92%
P-glycoprotein inhibitior	+	0.7758	77.58%
P-glycoprotein substrate	+	0.7576	75.76%
CYP3A4 substrate	+	0.6292	62.92%
CYP2C9 substrate	-	0.6096	60.96%
CYP2D6 substrate	-	0.8294	82.94%
CYP3A4 inhibition	-	0.5453	54.53%
CYP2C9 inhibition	-	0.6495	64.95%
CYP2C19 inhibition	-	0.7361	73.61%
CYP2D6 inhibition	-	0.8267	82.67%
CYP1A2 inhibition	-	0.7755	77.55%
CYP2C8 inhibition	+	0.5188	51.88%
CYP inhibitory promiscuity	-	0.8548	85.48%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5128	51.28%
Carcinogenicity (trinary)	Non-required	0.6653	66.53%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.9693	96.93%
Skin irritation	-	0.7619	76.19%
Skin corrosion	-	0.9183	91.83%
Ames mutagenesis	-	0.6274	62.74%
Human Ether-a-go-go-Related Gene inhibition	+	0.6943	69.43%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8262	82.62%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8547	85.47%
Acute Oral Toxicity (c)	III	0.6111	61.11%
Estrogen receptor binding	-	0.5418	54.18%
Androgen receptor binding	+	0.8452	84.52%
Thyroid receptor binding	+	0.5746	57.46%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5915	59.15%
PPAR gamma	-	0.5634	56.34%
Honey bee toxicity	-	0.8070	80.70%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9733	97.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.93%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.44%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	96.36%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	96.32%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.32%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.10%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.10%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.78%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.41%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	91.40%	89.67%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	91.03%	96.90%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.95%	85.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.56%	91.11%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	88.39%	92.29%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.34%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.60%	86.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.87%	94.00%
CHEMBL2535	P11166	Glucose transporter	84.68%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.00%	89.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.84%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.43%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.43%	94.33%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	83.11%	95.34%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.44%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.40%	95.56%

Plants that contains it

• Glycosmis puberula

Cross-Links

• PubChem: 162870241
• LOTUS: LTS0062199
• wikiData: Q105112015