4-Hydroxy-3-methoxy-5-prenylbenzyl alcohol

Details

• Internal ID: 443ebf2c-7ea0-4c17-9586-7d2144df886b
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 4-(hydroxymethyl)-2-methoxy-6-(3-methylbut-2-enyl)phenol
• SMILES (Canonical): CC(=CCC1=C(C(=CC(=C1)CO)OC)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC(=C1)CO)OC)O)C
• InChI: InChI=1S/C13H18O3/c1-9(2)4-5-11-6-10(8-14)7-12(16-3)13(11)15/h4,6-7,14-15H,5,8H2,1-3H3
• InChI Key: GFQUNFKNQCUGEQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₃
• Molecular Weight: 222.28 g/mol
• Exact Mass: 222.125594432 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 1-[2'-hydroxy-3'-methoxy-5'-(hydroxy- methyl)phenyl]-3-methyl-but-2-ene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.6085	60.85%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8696	86.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8075	80.75%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7558	75.58%
P-glycoprotein inhibitior	-	0.9506	95.06%
P-glycoprotein substrate	-	0.8076	80.76%
CYP3A4 substrate	-	0.5532	55.32%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	+	0.3737	37.37%
CYP3A4 inhibition	-	0.5663	56.63%
CYP2C9 inhibition	-	0.5268	52.68%
CYP2C19 inhibition	+	0.5856	58.56%
CYP2D6 inhibition	-	0.8200	82.00%
CYP1A2 inhibition	+	0.6767	67.67%
CYP2C8 inhibition	+	0.5146	51.46%
CYP inhibitory promiscuity	+	0.5315	53.15%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8071	80.71%
Carcinogenicity (trinary)	Non-required	0.7401	74.01%
Eye corrosion	-	0.9678	96.78%
Eye irritation	+	0.9851	98.51%
Skin irritation	-	0.7425	74.25%
Skin corrosion	-	0.9234	92.34%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4844	48.44%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7406	74.06%
Acute Oral Toxicity (c)	III	0.7283	72.83%
Estrogen receptor binding	+	0.7415	74.15%
Androgen receptor binding	-	0.6641	66.41%
Thyroid receptor binding	-	0.6529	65.29%
Glucocorticoid receptor binding	+	0.5921	59.21%
Aromatase binding	-	0.6070	60.70%
PPAR gamma	+	0.5850	58.50%
Honey bee toxicity	-	0.8746	87.46%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9708	97.08%

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	98.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.99%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.40%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.46%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.97%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	89.40%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.22%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.01%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.68%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	83.18%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.21%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.11%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10082279
• LOTUS: LTS0210528
• wikiData: Q77279840