3,5,7-trihydroxy-3-[(3-hydroxy-4-methoxyphenyl)methyl]-2H-chromen-4-one

Details

• Internal ID: ad8892d6-d042-4aa2-8f17-f8485d1e810f
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans
• IUPAC Name: 3,5,7-trihydroxy-3-[(3-hydroxy-4-methoxyphenyl)methyl]-2H-chromen-4-one
• SMILES (Canonical): COC1=C(C=C(C=C1)CC2(COC3=CC(=CC(=C3C2=O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)CC2(COC3=CC(=CC(=C3C2=O)O)O)O)O
• InChI: InChI=1S/C17H16O7/c1-23-13-3-2-9(4-11(13)19)7-17(22)8-24-14-6-10(18)5-12(20)15(14)16(17)21/h2-6,18-20,22H,7-8H2,1H3
• InChI Key: WTIBULSVMJZVIB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₇
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.08960285 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8722	87.22%
Caco-2	+	0.7371	73.71%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5854	58.54%
OATP2B1 inhibitior	-	0.5614	56.14%
OATP1B1 inhibitior	+	0.9449	94.49%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5701	57.01%
P-glycoprotein inhibitior	-	0.8564	85.64%
P-glycoprotein substrate	-	0.7051	70.51%
CYP3A4 substrate	+	0.5595	55.95%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.7559	75.59%
CYP3A4 inhibition	-	0.5265	52.65%
CYP2C9 inhibition	-	0.6253	62.53%
CYP2C19 inhibition	-	0.5269	52.69%
CYP2D6 inhibition	-	0.6665	66.65%
CYP1A2 inhibition	+	0.5380	53.80%
CYP2C8 inhibition	+	0.6257	62.57%
CYP inhibitory promiscuity	-	0.5381	53.81%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6271	62.71%
Eye corrosion	-	0.9876	98.76%
Eye irritation	+	0.8395	83.95%
Skin irritation	-	0.7757	77.57%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7931	79.31%
Micronuclear	+	0.6618	66.18%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8728	87.28%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6527	65.27%
Acute Oral Toxicity (c)	III	0.6803	68.03%
Estrogen receptor binding	+	0.8769	87.69%
Androgen receptor binding	+	0.7176	71.76%
Thyroid receptor binding	+	0.6241	62.41%
Glucocorticoid receptor binding	+	0.8200	82.00%
Aromatase binding	+	0.7298	72.98%
PPAR gamma	+	0.7004	70.04%
Honey bee toxicity	-	0.8237	82.37%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	-	0.4559	45.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.91%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.54%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.83%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.17%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.21%	86.33%
CHEMBL4208	P20618	Proteasome component C5	88.15%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.56%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.51%	95.17%
CHEMBL2535	P11166	Glucose transporter	84.83%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	84.35%	90.20%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.56%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.53%	89.00%
CHEMBL3194	P02766	Transthyretin	82.62%	90.71%

Plants that contains it

• Pseudoprospero firmifolium

Cross-Links

• PubChem: 91551865
• LOTUS: LTS0049712
• wikiData: Q105312557