[2,6-Dihydroxy-4-(4-hydroxy-3-methylbut-2-enoxy)phenyl]-phenylmethanone

Details

• Internal ID: 309a44f9-cb26-4989-becb-6581558e9bb8
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: [2,6-dihydroxy-4-(4-hydroxy-3-methylbut-2-enoxy)phenyl]-phenylmethanone
• SMILES (Canonical): CC(=CCOC1=CC(=C(C(=C1)O)C(=O)C2=CC=CC=C2)O)CO
• SMILES (Isomeric): CC(=CCOC1=CC(=C(C(=C1)O)C(=O)C2=CC=CC=C2)O)CO
• InChI: InChI=1S/C18H18O5/c1-12(11-19)7-8-23-14-9-15(20)17(16(21)10-14)18(22)13-5-3-2-4-6-13/h2-7,9-10,19-21H,8,11H2,1H3
• InChI Key: FPRYATYNTXXMLP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9723	97.23%
Caco-2	+	0.4937	49.37%
Blood Brain Barrier	-	0.6629	66.29%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8483	84.83%
OATP2B1 inhibitior	-	0.5782	57.82%
OATP1B1 inhibitior	+	0.9281	92.81%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8088	80.88%
BSEP inhibitior	+	0.6936	69.36%
P-glycoprotein inhibitior	-	0.5615	56.15%
P-glycoprotein substrate	-	0.9008	90.08%
CYP3A4 substrate	-	0.5645	56.45%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8214	82.14%
CYP3A4 inhibition	-	0.6182	61.82%
CYP2C9 inhibition	+	0.5487	54.87%
CYP2C19 inhibition	+	0.6937	69.37%
CYP2D6 inhibition	-	0.6816	68.16%
CYP1A2 inhibition	+	0.8571	85.71%
CYP2C8 inhibition	+	0.7070	70.70%
CYP inhibitory promiscuity	+	0.8875	88.75%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8150	81.50%
Carcinogenicity (trinary)	Non-required	0.7195	71.95%
Eye corrosion	-	0.9905	99.05%
Eye irritation	+	0.5671	56.71%
Skin irritation	-	0.7794	77.94%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4279	42.79%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5217	52.17%
skin sensitisation	-	0.6619	66.19%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5663	56.63%
Acute Oral Toxicity (c)	III	0.6572	65.72%
Estrogen receptor binding	+	0.9533	95.33%
Androgen receptor binding	+	0.7460	74.60%
Thyroid receptor binding	+	0.6013	60.13%
Glucocorticoid receptor binding	+	0.9246	92.46%
Aromatase binding	+	0.9330	93.30%
PPAR gamma	+	0.9379	93.79%
Honey bee toxicity	-	0.9471	94.71%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6055	60.55%
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
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.60%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.49%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.22%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.82%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.59%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.82%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.91%	94.73%
CHEMBL4208	P20618	Proteasome component C5	88.78%	90.00%
CHEMBL2535	P11166	Glucose transporter	88.34%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.15%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.41%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.66%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.02%	91.71%

Plants that contains it

• Helichrysum asperum

Cross-Links

• PubChem: 163095327
• LOTUS: LTS0169424
• wikiData: Q104999351