Hydroxy alpha sanshool

Details

• Internal ID: e4db4e12-d773-4b01-ad95-e0fa0397870b
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty amides > N-acyl amines
• IUPAC Name: N-(2-hydroxy-2-methylpropyl)dodeca-2,6,8,10-tetraenamide
• SMILES (Canonical): CC=CC=CC=CCCC=CC(=O)NCC(C)(C)O
• SMILES (Isomeric): CC=CC=CC=CCCC=CC(=O)NCC(C)(C)O
• InChI: InChI=1S/C16H25NO2/c1-4-5-6-7-8-9-10-11-12-13-15(18)17-14-16(2,3)19/h4-9,12-13,19H,10-11,14H2,1-3H3,(H,17,18)
• InChI Key: LHFKHAVGGJJQFF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₅NO₂
• Molecular Weight: 263.37 g/mol
• Exact Mass: 263.188529040 g/mol
• Topological Polar Surface Area (TPSA): 49.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

• FT-0771987
• FT-0775935
• Q900922

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9489	94.89%
Caco-2	+	0.6446	64.46%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6825	68.25%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8740	87.40%
OATP1B3 inhibitior	+	0.9478	94.78%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7585	75.85%
P-glycoprotein inhibitior	-	0.8812	88.12%
P-glycoprotein substrate	-	0.8069	80.69%
CYP3A4 substrate	-	0.5264	52.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8887	88.87%
CYP3A4 inhibition	-	0.7996	79.96%
CYP2C9 inhibition	-	0.8297	82.97%
CYP2C19 inhibition	-	0.7914	79.14%
CYP2D6 inhibition	-	0.8815	88.15%
CYP1A2 inhibition	-	0.8272	82.72%
CYP2C8 inhibition	-	0.8815	88.15%
CYP inhibitory promiscuity	-	0.7474	74.74%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6900	69.00%
Carcinogenicity (trinary)	Non-required	0.6289	62.89%
Eye corrosion	-	0.9038	90.38%
Eye irritation	-	0.8902	89.02%
Skin irritation	-	0.7567	75.67%
Skin corrosion	-	0.8876	88.76%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5477	54.77%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8972	89.72%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.6024	60.24%
Acute Oral Toxicity (c)	III	0.7038	70.38%
Estrogen receptor binding	+	0.6755	67.55%
Androgen receptor binding	-	0.5555	55.55%
Thyroid receptor binding	+	0.5276	52.76%
Glucocorticoid receptor binding	-	0.5316	53.16%
Aromatase binding	-	0.5233	52.33%
PPAR gamma	+	0.5921	59.21%
Honey bee toxicity	-	0.9251	92.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.9381	93.81%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL218	P21554	Cannabinoid CB1 receptor	9 nM	IC50	via Super-PRED
CHEMBL253	P34972	Cannabinoid CB2 receptor	59 nM; 131 nM	IC50; IC50	via Super-PRED; via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.23%	83.82%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.10%	89.34%
CHEMBL2581	P07339	Cathepsin D	90.25%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.93%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.03%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.79%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.78%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.35%	91.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.35%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.57%	96.95%

Plants that contains it

• Zanthoxylum bungeanum
• Zanthoxylum schinifolium

Cross-Links

• PubChem: 53429684
• LOTUS: LTS0237232
• wikiData: Q105151742