Zanthoxylol

Details

• Internal ID: 8d345827-4e79-4463-b838-06ce3bb54ae9
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: 4-(3-hydroxypropyl)-2-(3-methylbut-2-enyl)phenol
• SMILES (Canonical): CC(=CCC1=C(C=CC(=C1)CCCO)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC(=C1)CCCO)O)C
• InChI: InChI=1S/C14H20O2/c1-11(2)5-7-13-10-12(4-3-9-15)6-8-14(13)16/h5-6,8,10,15-16H,3-4,7,9H2,1-2H3
• InChI Key: WNGXJKHDIYTXOF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₂
• Molecular Weight: 220.31 g/mol
• Exact Mass: 220.146329876 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 13515-57-6
• 4-(3-hydroxypropyl)-2-(3-methylbut-2-enyl)phenol
• 4-Hydroxy-3-(3-methyl-2-butenyl)benzenepropanol
• Benzenepropanol, 4-hydroxy-3-(3-methyl-2-butenyl)-
• SCHEMBL6531154
• DTXSID20159266

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7151	71.51%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8802	88.02%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9141	91.41%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5891	58.91%
P-glycoprotein inhibitior	-	0.9620	96.20%
P-glycoprotein substrate	-	0.8060	80.60%
CYP3A4 substrate	-	0.6170	61.70%
CYP2C9 substrate	-	0.8110	81.10%
CYP2D6 substrate	-	0.6650	66.50%
CYP3A4 inhibition	-	0.5893	58.93%
CYP2C9 inhibition	-	0.7662	76.62%
CYP2C19 inhibition	-	0.5996	59.96%
CYP2D6 inhibition	-	0.7561	75.61%
CYP1A2 inhibition	+	0.8112	81.12%
CYP2C8 inhibition	-	0.7104	71.04%
CYP inhibitory promiscuity	-	0.5112	51.12%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.7538	75.38%
Carcinogenicity (trinary)	Non-required	0.7555	75.55%
Eye corrosion	-	0.9487	94.87%
Eye irritation	+	0.8921	89.21%
Skin irritation	-	0.6980	69.80%
Skin corrosion	-	0.8875	88.75%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6280	62.80%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.8277	82.77%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6623	66.23%
Acute Oral Toxicity (c)	III	0.7981	79.81%
Estrogen receptor binding	+	0.5951	59.51%
Androgen receptor binding	+	0.6664	66.64%
Thyroid receptor binding	-	0.5497	54.97%
Glucocorticoid receptor binding	+	0.5514	55.14%
Aromatase binding	-	0.5967	59.67%
PPAR gamma	+	0.7825	78.25%
Honey bee toxicity	-	0.9348	93.48%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9149	91.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.23%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.62%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.37%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.53%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.92%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.27%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.99%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.27%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	83.50%	95.93%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.23%	90.24%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.53%	96.37%

Plants that contains it

• Zanthoxylum zanthoxyloides

Cross-Links

• PubChem: 3080691
• LOTUS: LTS0179281
• wikiData: Q83027581