2-(4-hydroxyphenyl)-2H-chromene-3,5,7-triol

Details

• Internal ID: 2da5c8db-c28c-407f-879e-17f6a6996010
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Hydroxyflavonoids > 7-hydroxyflavonoids
• IUPAC Name: 2-(4-hydroxyphenyl)-2H-chromene-3,5,7-triol
• InChI: InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15/h1-7,15-19H
• InChI Key: HKUHOPQRJKPJCJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.06847348 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 5
• 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	+	0.9633	96.33%
Caco-2	-	0.7793	77.93%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4270	42.70%
OATP2B1 inhibitior	-	0.7069	70.69%
OATP1B1 inhibitior	+	0.8151	81.51%
OATP1B3 inhibitior	+	0.8079	80.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5465	54.65%
P-glycoprotein inhibitior	-	0.8578	85.78%
P-glycoprotein substrate	-	0.9217	92.17%
CYP3A4 substrate	-	0.5884	58.84%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.6677	66.77%
CYP3A4 inhibition	+	0.6518	65.18%
CYP2C9 inhibition	+	0.9000	90.00%
CYP2C19 inhibition	+	0.7637	76.37%
CYP2D6 inhibition	-	0.8809	88.09%
CYP1A2 inhibition	+	0.8165	81.65%
CYP2C8 inhibition	+	0.5791	57.91%
CYP inhibitory promiscuity	+	0.9506	95.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5854	58.54%
Eye corrosion	-	0.9884	98.84%
Eye irritation	+	0.9876	98.76%
Skin irritation	+	0.5141	51.41%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7321	73.21%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.6476	64.76%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.4568	45.68%
Acute Oral Toxicity (c)	II	0.5561	55.61%
Estrogen receptor binding	+	0.7492	74.92%
Androgen receptor binding	+	0.6940	69.40%
Thyroid receptor binding	+	0.7907	79.07%
Glucocorticoid receptor binding	+	0.6607	66.07%
Aromatase binding	+	0.8911	89.11%
PPAR gamma	+	0.8724	87.24%
Honey bee toxicity	-	0.8754	87.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9571	95.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.21%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.90%	91.11%
CHEMBL3194	P02766	Transthyretin	89.43%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.99%	93.40%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.78%	93.99%
CHEMBL242	Q92731	Estrogen receptor beta	85.26%	98.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.09%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.58%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	84.36%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.70%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.59%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.08%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.25%	95.89%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.59%	85.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.52%	96.12%
CHEMBL3438	Q05513	Protein kinase C zeta	80.41%	88.48%

Plants that contains it

• Ephedra frustillata

Cross-Links

• PubChem: 100966244
• LOTUS: LTS0060873
• wikiData: Q105029975