1-[4-Hydroxy-3,5-bis(4-hydroxy-3-methylbut-2-enyl)phenyl]ethanone

Details

• Internal ID: 56e3cd5f-8c5a-44b5-ae85-3c74b4d003c7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[4-hydroxy-3,5-bis(4-hydroxy-3-methylbut-2-enyl)phenyl]ethanone
• SMILES (Canonical): CC(=CCC1=CC(=CC(=C1O)CC=C(C)CO)C(=O)C)CO
• SMILES (Isomeric): CC(=CCC1=CC(=CC(=C1O)CC=C(C)CO)C(=O)C)CO
• InChI: InChI=1S/C18H24O4/c1-12(10-19)4-6-15-8-17(14(3)21)9-16(18(15)22)7-5-13(2)11-20/h4-5,8-9,19-20,22H,6-7,10-11H2,1-3H3
• InChI Key: HDHOHRKSYLNELS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₄
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.16745924 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.6600	66.00%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.9007	90.07%
OATP2B1 inhibitior	-	0.7006	70.06%
OATP1B1 inhibitior	+	0.8717	87.17%
OATP1B3 inhibitior	+	0.9352	93.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5528	55.28%
P-glycoprotein inhibitior	-	0.8117	81.17%
P-glycoprotein substrate	-	0.9165	91.65%
CYP3A4 substrate	-	0.6350	63.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7801	78.01%
CYP3A4 inhibition	+	0.7589	75.89%
CYP2C9 inhibition	-	0.6408	64.08%
CYP2C19 inhibition	+	0.5221	52.21%
CYP2D6 inhibition	-	0.7162	71.62%
CYP1A2 inhibition	+	0.7398	73.98%
CYP2C8 inhibition	-	0.8478	84.78%
CYP inhibitory promiscuity	-	0.5716	57.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7070	70.70%
Carcinogenicity (trinary)	Non-required	0.7218	72.18%
Eye corrosion	-	0.9791	97.91%
Eye irritation	+	0.7910	79.10%
Skin irritation	-	0.8024	80.24%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4435	44.35%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5322	53.22%
skin sensitisation	-	0.5975	59.75%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7222	72.22%
Acute Oral Toxicity (c)	III	0.5736	57.36%
Estrogen receptor binding	+	0.5755	57.55%
Androgen receptor binding	-	0.5646	56.46%
Thyroid receptor binding	-	0.4884	48.84%
Glucocorticoid receptor binding	+	0.6104	61.04%
Aromatase binding	+	0.6541	65.41%
PPAR gamma	+	0.7975	79.75%
Honey bee toxicity	-	0.9646	96.46%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.83%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.76%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	88.42%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.08%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	87.04%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.73%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.19%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	80.03%	91.19%

Plants that contains it

• Artemisia campestris

Cross-Links

• PubChem: 608779
• LOTUS: LTS0192119
• wikiData: Q105026350