2',3'-Dihydroxy-beta-sanshool

Details

• Internal ID: 03cf35ea-f16c-4d49-8c7f-2aec2068832a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (2E,6E,8E,10E)-N-(2,3-dihydroxy-2-methylpropyl)dodeca-2,6,8,10-tetraenamide
• SMILES (Canonical): CC=CC=CC=CCCC=CC(=O)NCC(C)(CO)O
• SMILES (Isomeric): C/C=C/C=C/C=C/CC/C=C/C(=O)NCC(C)(CO)O
• InChI: InChI=1S/C16H25NO3/c1-3-4-5-6-7-8-9-10-11-12-15(19)17-13-16(2,20)14-18/h3-8,11-12,18,20H,9-10,13-14H2,1-2H3,(H,17,19)/b4-3+,6-5+,8-7+,12-11+
• InChI Key: KJKPLXHQKKPHTL-OECSMFNUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₅NO₃
• Molecular Weight: 279.37 g/mol
• Exact Mass: 279.18344366 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7338	73.38%
Caco-2	-	0.6042	60.42%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7598	75.98%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8632	86.32%
OATP1B3 inhibitior	+	0.9338	93.38%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9088	90.88%
BSEP inhibitior	+	0.7788	77.88%
P-glycoprotein inhibitior	-	0.8924	89.24%
P-glycoprotein substrate	-	0.7893	78.93%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8867	88.67%
CYP3A4 inhibition	-	0.9252	92.52%
CYP2C9 inhibition	-	0.8357	83.57%
CYP2C19 inhibition	-	0.8654	86.54%
CYP2D6 inhibition	-	0.8924	89.24%
CYP1A2 inhibition	-	0.8190	81.90%
CYP2C8 inhibition	-	0.8503	85.03%
CYP inhibitory promiscuity	-	0.8414	84.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6939	69.39%
Eye corrosion	-	0.9702	97.02%
Eye irritation	-	0.9355	93.55%
Skin irritation	-	0.8218	82.18%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5373	53.73%
Micronuclear	-	0.5668	56.68%
Hepatotoxicity	+	0.5691	56.91%
skin sensitisation	-	0.8909	89.09%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5830	58.30%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5417	54.17%
Acute Oral Toxicity (c)	III	0.5875	58.75%
Estrogen receptor binding	+	0.7671	76.71%
Androgen receptor binding	-	0.5886	58.86%
Thyroid receptor binding	+	0.5502	55.02%
Glucocorticoid receptor binding	+	0.6477	64.77%
Aromatase binding	+	0.5677	56.77%
PPAR gamma	+	0.6195	61.95%
Honey bee toxicity	-	0.9334	93.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.9622	96.22%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL218	P21554	Cannabinoid CB1 receptor	41 nM	IC50	via Super-PRED
CHEMBL253	P34972	Cannabinoid CB2 receptor	168 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.30%	83.82%
CHEMBL2581	P07339	Cathepsin D	90.86%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.39%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	86.87%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.40%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.33%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.05%	94.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.76%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.71%	97.29%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.20%	96.90%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.98%	91.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163183808
• LOTUS: LTS0059188
• wikiData: Q105141879