2,6,8-Trihydroxy-3-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: 6241d672-0e69-48d6-b901-7e2b931a904b
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanols
• IUPAC Name: 2,6,8-trihydroxy-3-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C15H12O6/c16-8-3-1-7(2-4-8)12-13(19)10-5-9(17)6-11(18)14(10)21-15(12)20/h1-6,12,15-18,20H
• InChI Key: RAYJUFCFJUVJBB-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: 1.50
• Atomic LogP (AlogP): 1.48
• 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	+	0.9208	92.08%
Caco-2	-	0.7578	75.78%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6202	62.02%
OATP2B1 inhibitior	-	0.7054	70.54%
OATP1B1 inhibitior	+	0.8486	84.86%
OATP1B3 inhibitior	-	0.7476	74.76%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7528	75.28%
P-glycoprotein inhibitior	-	0.8517	85.17%
P-glycoprotein substrate	-	0.9419	94.19%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.7960	79.60%
CYP3A4 inhibition	-	0.5569	55.69%
CYP2C9 inhibition	+	0.7017	70.17%
CYP2C19 inhibition	-	0.7752	77.52%
CYP2D6 inhibition	-	0.9543	95.43%
CYP1A2 inhibition	-	0.6009	60.09%
CYP2C8 inhibition	-	0.6032	60.32%
CYP inhibitory promiscuity	-	0.5098	50.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7022	70.22%
Eye corrosion	-	0.9918	99.18%
Eye irritation	+	0.9417	94.17%
Skin irritation	+	0.6077	60.77%
Skin corrosion	-	0.9674	96.74%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8456	84.56%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8260	82.60%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4620	46.20%
Acute Oral Toxicity (c)	II	0.6217	62.17%
Estrogen receptor binding	-	0.4753	47.53%
Androgen receptor binding	+	0.7266	72.66%
Thyroid receptor binding	+	0.6151	61.51%
Glucocorticoid receptor binding	-	0.4783	47.83%
Aromatase binding	+	0.7005	70.05%
PPAR gamma	+	0.6892	68.92%
Honey bee toxicity	-	0.8501	85.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9395	93.95%

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	97.52%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.29%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.30%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.83%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.25%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.33%	98.95%
CHEMBL3194	P02766	Transthyretin	86.52%	90.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.33%	96.12%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.14%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.60%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.47%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.40%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.16%	97.09%
CHEMBL4530	P00488	Coagulation factor XIII	81.34%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	80.25%	94.73%

Plants that contains it

• Echinocereus triglochidiatus

Cross-Links

• PubChem: 163075393
• LOTUS: LTS0084134
• wikiData: Q105232961