4',7-Dihydroxyflavanol

Details

• Internal ID: f7c275a4-bf63-4ccd-ab0c-7e786774e046
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavan-3-ols
• IUPAC Name: 2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,7-diol
• InChI: InChI=1S/C15H14O4/c16-11-4-1-9(2-5-11)15-13(18)7-10-3-6-12(17)8-14(10)19-15/h1-6,8,13,15-18H,7H2
• InChI Key: RHYGXRGFSFQNLC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 4',7-dihydroxyflavanol
• SCHEMBL16150544
• CHEBI:184817
• Q5615369
• 2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-3,7-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9746	97.46%
Caco-2	-	0.7483	74.83%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6635	66.35%
OATP2B1 inhibitior	-	0.7321	73.21%
OATP1B1 inhibitior	-	0.3374	33.74%
OATP1B3 inhibitior	+	0.8946	89.46%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8479	84.79%
P-glycoprotein inhibitior	-	0.9087	90.87%
P-glycoprotein substrate	-	0.8659	86.59%
CYP3A4 substrate	-	0.5603	56.03%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	+	0.6005	60.05%
CYP3A4 inhibition	-	0.9049	90.49%
CYP2C9 inhibition	+	0.7650	76.50%
CYP2C19 inhibition	+	0.5223	52.23%
CYP2D6 inhibition	-	0.8674	86.74%
CYP1A2 inhibition	-	0.5985	59.85%
CYP2C8 inhibition	-	0.7427	74.27%
CYP inhibitory promiscuity	-	0.5584	55.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5268	52.68%
Eye corrosion	-	0.9905	99.05%
Eye irritation	+	0.9404	94.04%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5595	55.95%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.6466	64.66%
skin sensitisation	-	0.7969	79.69%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7142	71.42%
Acute Oral Toxicity (c)	II	0.3753	37.53%
Estrogen receptor binding	+	0.5340	53.40%
Androgen receptor binding	+	0.5380	53.80%
Thyroid receptor binding	+	0.6006	60.06%
Glucocorticoid receptor binding	-	0.5225	52.25%
Aromatase binding	+	0.6726	67.26%
PPAR gamma	+	0.6932	69.32%
Honey bee toxicity	-	0.8936	89.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.7276	72.76%

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	98.35%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.47%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.01%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.47%	97.09%
CHEMBL217	P14416	Dopamine D2 receptor	87.81%	95.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.31%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	84.78%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.56%	95.56%
CHEMBL2581	P07339	Cathepsin D	82.24%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.16%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.53%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.30%	95.89%

Plants that contains it

• Habranthus brachyandrus

Cross-Links

• PubChem: 71308214
• LOTUS: LTS0141589
• wikiData: Q105236707