3-(2,4-Dihydroxy-5-methoxyphenyl)-7-hydroxychromen-2-one

Details

• Internal ID: 70102ccf-3461-4b1a-9f48-220a831361c5
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Hydroxyisoflavonoids
• IUPAC Name: 3-(2,4-dihydroxy-5-methoxyphenyl)-7-hydroxychromen-2-one
• InChI: InChI=1S/C16H12O6/c1-21-15-6-10(12(18)7-13(15)19)11-4-8-2-3-9(17)5-14(8)22-16(11)20/h2-7,17-19H,1H3
• InChI Key: GOLZJJBLFNFAPH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9242	92.42%
Caco-2	+	0.8290	82.90%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6501	65.01%
OATP2B1 inhibitior	-	0.5605	56.05%
OATP1B1 inhibitior	+	0.8413	84.13%
OATP1B3 inhibitior	+	0.8578	85.78%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6275	62.75%
P-glycoprotein inhibitior	-	0.6778	67.78%
P-glycoprotein substrate	-	0.6723	67.23%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8431	84.31%
CYP2D6 substrate	-	0.8139	81.39%
CYP3A4 inhibition	-	0.5425	54.25%
CYP2C9 inhibition	+	0.5148	51.48%
CYP2C19 inhibition	-	0.5073	50.73%
CYP2D6 inhibition	-	0.8450	84.50%
CYP1A2 inhibition	+	0.6469	64.69%
CYP2C8 inhibition	-	0.6007	60.07%
CYP inhibitory promiscuity	+	0.6885	68.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5854	58.54%
Eye corrosion	-	0.9787	97.87%
Eye irritation	+	0.7328	73.28%
Skin irritation	-	0.6069	60.69%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8477	84.77%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9404	94.04%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4631	46.31%
Acute Oral Toxicity (c)	III	0.6991	69.91%
Estrogen receptor binding	+	0.9118	91.18%
Androgen receptor binding	+	0.8100	81.00%
Thyroid receptor binding	+	0.6037	60.37%
Glucocorticoid receptor binding	+	0.8916	89.16%
Aromatase binding	+	0.8161	81.61%
PPAR gamma	+	0.8693	86.93%
Honey bee toxicity	-	0.8942	89.42%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6649	66.49%
Fish aquatic toxicity	+	0.9005	90.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.68%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.99%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.36%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.32%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.21%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.12%	99.17%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.09%	80.78%
CHEMBL2535	P11166	Glucose transporter	86.05%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.48%	99.23%
CHEMBL3194	P02766	Transthyretin	85.43%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.66%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.80%	99.15%
CHEMBL4208	P20618	Proteasome component C5	82.65%	90.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.01%	85.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.03%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	80.41%	94.73%

Plants that contains it

• Dalbergia louvelii

Cross-Links

• PubChem: 11289578
• NPASS: NPC130370
• LOTUS: LTS0275086
• wikiData: Q105014235