4-Hydroxy-2-methoxydihydrochalcone

Details

• Internal ID: b01748c2-1081-49ec-8516-509fdde96bb4
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoyl derivatives
• IUPAC Name: 3-(4-hydroxy-6-methoxycyclohexa-2,4-dien-1-yl)-1-phenylprop-2-en-1-one
• SMILES (Canonical): COC1C=C(C=CC1C=CC(=O)C2=CC=CC=C2)O
• SMILES (Isomeric): COC1C=C(C=CC1C=CC(=O)C2=CC=CC=C2)O
• InChI: InChI=1S/C16H16O3/c1-19-16-11-14(17)9-7-13(16)8-10-15(18)12-5-3-2-4-6-12/h2-11,13,16-17H,1H3
• InChI Key: ZEVATWMEGGRWIA-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.30 g/mol
• Exact Mass: 256.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.07
• 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	+	0.9039	90.39%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8704	87.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9145	91.45%
OATP1B3 inhibitior	+	0.9855	98.55%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8432	84.32%
P-glycoprotein inhibitior	-	0.9104	91.04%
P-glycoprotein substrate	-	0.8478	84.78%
CYP3A4 substrate	-	0.5254	52.54%
CYP2C9 substrate	-	0.7838	78.38%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.9108	91.08%
CYP2C9 inhibition	-	0.8709	87.09%
CYP2C19 inhibition	+	0.8418	84.18%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	+	0.8098	80.98%
CYP2C8 inhibition	+	0.6876	68.76%
CYP inhibitory promiscuity	+	0.6543	65.43%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5877	58.77%
Carcinogenicity (trinary)	Non-required	0.5298	52.98%
Eye corrosion	-	0.8425	84.25%
Eye irritation	+	0.7300	73.00%
Skin irritation	+	0.5800	58.00%
Skin corrosion	-	0.9790	97.90%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6061	60.61%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6142	61.42%
skin sensitisation	-	0.6534	65.34%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	IV	0.6100	61.00%
Estrogen receptor binding	+	0.7338	73.38%
Androgen receptor binding	-	0.6110	61.10%
Thyroid receptor binding	-	0.6388	63.88%
Glucocorticoid receptor binding	-	0.7840	78.40%
Aromatase binding	+	0.6116	61.16%
PPAR gamma	-	0.5520	55.20%
Honey bee toxicity	-	0.8994	89.94%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9287	92.87%

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	91.92%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.63%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.82%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.77%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.26%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.17%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.98%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.75%	95.50%
CHEMBL2535	P11166	Glucose transporter	82.67%	98.75%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.54%	94.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.66%	99.17%

Plants that contains it

• Dracaena cinnabari

Cross-Links

• PubChem: 129684399
• LOTUS: LTS0042888
• wikiData: Q105373722