4-[(1R)-1-Hydroxyprop-2-en-1-yl]phenol

Details

• Internal ID: ec704408-84ec-45e5-873b-1183fa3605a7
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: 4-[(1R)-1-hydroxyprop-2-enyl]phenol
• SMILES (Canonical): C=CC(C1=CC=C(C=C1)O)O
• SMILES (Isomeric): C=C[C@H](C1=CC=C(C=C1)O)O
• InChI: InChI=1S/C9H10O2/c1-2-9(11)7-3-5-8(10)6-4-7/h2-6,9-11H,1H2/t9-/m1/s1
• InChI Key: UGNPXYBKDPBTAZ-SECBINFHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₀O₂
• Molecular Weight: 150.17 g/mol
• Exact Mass: 150.068079557 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• (R)-4-(1-Hydroxyallyl)phenol
• 4-[(1R)-1-Hydroxyprop-2-en-1-yl]phenol
• DTXSID20665357

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.8665	86.65%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6752	67.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8316	83.16%
OATP1B3 inhibitior	+	0.9532	95.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9717	97.17%
P-glycoprotein inhibitior	-	0.9743	97.43%
P-glycoprotein substrate	-	0.9670	96.70%
CYP3A4 substrate	-	0.7682	76.82%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	+	0.3567	35.67%
CYP3A4 inhibition	-	0.6093	60.93%
CYP2C9 inhibition	-	0.8312	83.12%
CYP2C19 inhibition	-	0.6605	66.05%
CYP2D6 inhibition	-	0.9652	96.52%
CYP1A2 inhibition	-	0.7150	71.50%
CYP2C8 inhibition	-	0.8631	86.31%
CYP inhibitory promiscuity	-	0.6186	61.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5529	55.29%
Carcinogenicity (trinary)	Non-required	0.5907	59.07%
Eye corrosion	+	0.9089	90.89%
Eye irritation	+	0.9973	99.73%
Skin irritation	+	0.8706	87.06%
Skin corrosion	+	0.7024	70.24%
Ames mutagenesis	-	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8428	84.28%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	+	0.9804	98.04%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	-	0.5833	58.33%
Acute Oral Toxicity (c)	II	0.5324	53.24%
Estrogen receptor binding	-	0.6434	64.34%
Androgen receptor binding	-	0.5879	58.79%
Thyroid receptor binding	-	0.8048	80.48%
Glucocorticoid receptor binding	-	0.7726	77.26%
Aromatase binding	-	0.8454	84.54%
PPAR gamma	-	0.6720	67.20%
Honey bee toxicity	-	0.7296	72.96%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9061	90.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL242	Q92731	Estrogen receptor beta	95.92%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.68%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.02%	94.45%
CHEMBL4208	P20618	Proteasome component C5	88.16%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.88%	95.56%
CHEMBL3194	P02766	Transthyretin	81.70%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.19%	89.62%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.18%	85.00%

Plants that contains it

• Alpinia galanga

Cross-Links

• PubChem: 45082905
• LOTUS: LTS0190466
• wikiData: Q82584185