[2,6-Dihydroxy-4-[(3-methyl-2-butenyl)oxy]phenyl]phenylmethanone

Details

• Internal ID: 0ab81e0c-62c0-4771-b6f1-592187e6f564
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: [2,6-dihydroxy-4-(3-methylbut-2-enoxy)phenyl]-phenylmethanone
• SMILES (Canonical): CC(=CCOC1=CC(=C(C(=C1)O)C(=O)C2=CC=CC=C2)O)C
• SMILES (Isomeric): CC(=CCOC1=CC(=C(C(=C1)O)C(=O)C2=CC=CC=C2)O)C
• InChI: InChI=1S/C18H18O4/c1-12(2)8-9-22-14-10-15(19)17(16(20)11-14)18(21)13-6-4-3-5-7-13/h3-8,10-11,19-20H,9H2,1-2H3
• InChI Key: DCBWDMLVLWLXIM-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.30 g/mol
• Exact Mass: 298.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.5561	55.61%
Blood Brain Barrier	-	0.5879	58.79%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8943	89.43%
OATP2B1 inhibitior	-	0.5834	58.34%
OATP1B1 inhibitior	+	0.9394	93.94%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9088	90.88%
BSEP inhibitior	+	0.7889	78.89%
P-glycoprotein inhibitior	-	0.4314	43.14%
P-glycoprotein substrate	-	0.9386	93.86%
CYP3A4 substrate	-	0.6068	60.68%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8107	81.07%
CYP3A4 inhibition	-	0.5548	55.48%
CYP2C9 inhibition	+	0.9029	90.29%
CYP2C19 inhibition	+	0.9565	95.65%
CYP2D6 inhibition	-	0.6203	62.03%
CYP1A2 inhibition	+	0.9771	97.71%
CYP2C8 inhibition	+	0.6622	66.22%
CYP inhibitory promiscuity	+	0.9387	93.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7961	79.61%
Carcinogenicity (trinary)	Non-required	0.8015	80.15%
Eye corrosion	-	0.9923	99.23%
Eye irritation	+	0.8556	85.56%
Skin irritation	-	0.8100	81.00%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4092	40.92%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5658	56.58%
skin sensitisation	+	0.5396	53.96%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6300	63.00%
Acute Oral Toxicity (c)	III	0.7006	70.06%
Estrogen receptor binding	+	0.9497	94.97%
Androgen receptor binding	+	0.7338	73.38%
Thyroid receptor binding	+	0.7049	70.49%
Glucocorticoid receptor binding	+	0.9209	92.09%
Aromatase binding	+	0.9290	92.90%
PPAR gamma	+	0.9393	93.93%
Honey bee toxicity	-	0.9431	94.31%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
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%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.30%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.86%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.11%	94.62%
CHEMBL4208	P20618	Proteasome component C5	91.32%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	91.03%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	90.79%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.61%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.36%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.86%	95.50%
CHEMBL2535	P11166	Glucose transporter	87.07%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.42%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.88%	99.15%

Plants that contains it

• Helichrysum asperum
• Helichrysum spiralepis

Cross-Links

• PubChem: 14282605
• LOTUS: LTS0197984
• wikiData: Q104975183