2,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-3-one

Details

• Internal ID: 89f9908e-d58b-42d5-a006-4743ee665832
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Hydroxyflavonoids > 7-hydroxyflavonoids
• IUPAC Name: 2,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-3-one
• SMILES (Canonical): C1C2=C(C=C(C=C2OC(C1=O)(C3=CC=C(C=C3)O)O)O)O
• SMILES (Isomeric): C1C2=C(C=C(C=C2OC(C1=O)(C3=CC=C(C=C3)O)O)O)O
• InChI: InChI=1S/C15H12O6/c16-9-3-1-8(2-4-9)15(20)14(19)7-11-12(18)5-10(17)6-13(11)21-15/h1-6,16-18,20H,7H2
• InChI Key: UTPWFCOYBGZAFI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8788	87.88%
Caco-2	-	0.6984	69.84%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6453	64.53%
OATP2B1 inhibitior	-	0.5781	57.81%
OATP1B1 inhibitior	+	0.9007	90.07%
OATP1B3 inhibitior	-	0.7743	77.43%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8370	83.70%
P-glycoprotein inhibitior	-	0.9302	93.02%
P-glycoprotein substrate	-	0.9029	90.29%
CYP3A4 substrate	-	0.5419	54.19%
CYP2C9 substrate	-	0.6040	60.40%
CYP2D6 substrate	-	0.6639	66.39%
CYP3A4 inhibition	-	0.7100	71.00%
CYP2C9 inhibition	-	0.5166	51.66%
CYP2C19 inhibition	-	0.6545	65.45%
CYP2D6 inhibition	-	0.9598	95.98%
CYP1A2 inhibition	-	0.9084	90.84%
CYP2C8 inhibition	+	0.4688	46.88%
CYP inhibitory promiscuity	-	0.8382	83.82%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6507	65.07%
Eye corrosion	-	0.9910	99.10%
Eye irritation	+	0.9410	94.10%
Skin irritation	-	0.5432	54.32%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.9028	90.28%
Micronuclear	+	0.8559	85.59%
Hepatotoxicity	+	0.5056	50.56%
skin sensitisation	-	0.8283	82.83%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.7219	72.19%
Acute Oral Toxicity (c)	II	0.3524	35.24%
Estrogen receptor binding	+	0.7980	79.80%
Androgen receptor binding	+	0.8204	82.04%
Thyroid receptor binding	+	0.7327	73.27%
Glucocorticoid receptor binding	+	0.8125	81.25%
Aromatase binding	+	0.8907	89.07%
PPAR gamma	+	0.8452	84.52%
Honey bee toxicity	-	0.9135	91.35%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8917	89.17%

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	99.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.42%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.21%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.65%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.47%	99.23%
CHEMBL4208	P20618	Proteasome component C5	88.47%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.12%	99.15%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.25%	93.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.49%	94.45%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.82%	96.12%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.77%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.11%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.03%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.62%	93.99%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.58%	85.00%

Plants that contains it

• Monarda didyma

Cross-Links

• PubChem: 162849937
• LOTUS: LTS0215309
• wikiData: Q105278981