3-(3,5-Dihydroxy-4-methoxyphenyl)-1-(2,4-dihydroxyphenyl)-3-hydroxypropan-1-one

Details

• Internal ID: e29bc52b-74a7-43e3-bbbb-fe19f01f60db
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxy-dihydrochalcones
• IUPAC Name: 3-(3,5-dihydroxy-4-methoxyphenyl)-1-(2,4-dihydroxyphenyl)-3-hydroxypropan-1-one
• SMILES (Canonical): COC1=C(C=C(C=C1O)C(CC(=O)C2=C(C=C(C=C2)O)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1O)C(CC(=O)C2=C(C=C(C=C2)O)O)O)O
• InChI: InChI=1S/C16H16O7/c1-23-16-14(21)4-8(5-15(16)22)11(18)7-13(20)10-3-2-9(17)6-12(10)19/h2-6,11,17-19,21-22H,7H2,1H3
• InChI Key: GSFXRVSLBASDFL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₇
• Molecular Weight: 320.29 g/mol
• Exact Mass: 320.08960285 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• LMPK12120586

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9310	93.10%
Caco-2	+	0.6353	63.53%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7386	73.86%
OATP2B1 inhibitior	-	0.5640	56.40%
OATP1B1 inhibitior	+	0.9203	92.03%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8967	89.67%
P-glycoprotein inhibitior	-	0.9316	93.16%
P-glycoprotein substrate	-	0.8145	81.45%
CYP3A4 substrate	-	0.5647	56.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7456	74.56%
CYP3A4 inhibition	+	0.5418	54.18%
CYP2C9 inhibition	+	0.5123	51.23%
CYP2C19 inhibition	+	0.7168	71.68%
CYP2D6 inhibition	-	0.5948	59.48%
CYP1A2 inhibition	+	0.7379	73.79%
CYP2C8 inhibition	-	0.7416	74.16%
CYP inhibitory promiscuity	+	0.6125	61.25%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8411	84.11%
Carcinogenicity (trinary)	Non-required	0.7049	70.49%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.4889	48.89%
Skin irritation	-	0.6300	63.00%
Skin corrosion	-	0.8791	87.91%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5178	51.78%
Micronuclear	+	0.6294	62.94%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8200	82.00%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8126	81.26%
Acute Oral Toxicity (c)	III	0.7681	76.81%
Estrogen receptor binding	+	0.6786	67.86%
Androgen receptor binding	-	0.5433	54.33%
Thyroid receptor binding	+	0.7314	73.14%
Glucocorticoid receptor binding	+	0.8420	84.20%
Aromatase binding	+	0.5882	58.82%
PPAR gamma	+	0.6590	65.90%
Honey bee toxicity	-	0.8796	87.96%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.8408	84.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.77%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.11%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.10%	94.45%
CHEMBL2535	P11166	Glucose transporter	93.30%	98.75%
CHEMBL4208	P20618	Proteasome component C5	91.84%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.38%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.81%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.06%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.01%	95.56%

Plants that contains it

• Gliricidia sepium
• Sophora yunnanensis

Cross-Links

• PubChem: 42607727
• LOTUS: LTS0211207
• wikiData: Q105017110