1-[2-hydroxy-5-[(1R)-1-methoxyethyl]phenyl]-3-methylbut-2-en-1-one

Details

• Internal ID: f3d5f1d2-ec33-4a39-8551-676460b20826
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzylethers
• IUPAC Name: 1-[2-hydroxy-5-[(1R)-1-methoxyethyl]phenyl]-3-methylbut-2-en-1-one
• SMILES (Canonical): CC(C1=CC(=C(C=C1)O)C(=O)C=C(C)C)OC
• SMILES (Isomeric): C[C@H](C1=CC(=C(C=C1)O)C(=O)C=C(C)C)OC
• InChI: InChI=1S/C14H18O3/c1-9(2)7-14(16)12-8-11(10(3)17-4)5-6-13(12)15/h5-8,10,15H,1-4H3/t10-/m1/s1
• InChI Key: HQKJEPPUOGFLNW-SNVBAGLBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.29 g/mol
• Exact Mass: 234.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8283	82.83%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.9048	90.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9247	92.47%
OATP1B3 inhibitior	+	0.9746	97.46%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8555	85.55%
P-glycoprotein inhibitior	-	0.9329	93.29%
P-glycoprotein substrate	-	0.8909	89.09%
CYP3A4 substrate	-	0.6464	64.64%
CYP2C9 substrate	-	0.7917	79.17%
CYP2D6 substrate	-	0.8642	86.42%
CYP3A4 inhibition	-	0.7665	76.65%
CYP2C9 inhibition	-	0.8298	82.98%
CYP2C19 inhibition	+	0.7476	74.76%
CYP2D6 inhibition	-	0.9278	92.78%
CYP1A2 inhibition	+	0.7314	73.14%
CYP2C8 inhibition	-	0.9617	96.17%
CYP inhibitory promiscuity	+	0.6310	63.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6977	69.77%
Carcinogenicity (trinary)	Non-required	0.6860	68.60%
Eye corrosion	-	0.7636	76.36%
Eye irritation	+	0.9051	90.51%
Skin irritation	+	0.5357	53.57%
Skin corrosion	-	0.9746	97.46%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4824	48.24%
Micronuclear	-	0.5226	52.26%
Hepatotoxicity	+	0.5322	53.22%
skin sensitisation	-	0.5781	57.81%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.7205	72.05%
Acute Oral Toxicity (c)	III	0.8134	81.34%
Estrogen receptor binding	+	0.5699	56.99%
Androgen receptor binding	+	0.6153	61.53%
Thyroid receptor binding	+	0.5161	51.61%
Glucocorticoid receptor binding	-	0.7985	79.85%
Aromatase binding	+	0.6052	60.52%
PPAR gamma	-	0.5894	58.94%
Honey bee toxicity	-	0.7891	78.91%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7655	76.55%
Fish aquatic toxicity	+	0.9724	97.24%

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	98.30%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.44%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.09%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.08%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.65%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.36%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.94%	94.73%
CHEMBL4208	P20618	Proteasome component C5	85.38%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.22%	99.17%
CHEMBL2535	P11166	Glucose transporter	84.16%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.91%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.21%	89.00%

Plants that contains it

• Calea prunifolia
• Garcinia fusca

Cross-Links

• PubChem: 162867163
• LOTUS: LTS0038123
• wikiData: Q105264175