(2r,3r)-5,7,4'-Trihydroxy-8-(3-hydroxy-3-methylbutyl)dihydroflavonol

Details

• Internal ID: ad2aa4be-8760-4ee7-b7b3-61041d00461d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: (2R,3R)-3,5,7-trihydroxy-8-(3-hydroxy-3-methylbutyl)-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C20H22O7/c1-20(2,26)8-7-12-13(22)9-14(23)15-16(24)17(25)18(27-19(12)15)10-3-5-11(21)6-4-10/h3-6,9,17-18,21-23,25-26H,7-8H2,1-2H3/t17-,18+/m0/s1
• InChI Key: YUENQIMBXUVCLX-ZWKOTPCHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₇
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.13655304 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9625	96.25%
Caco-2	+	0.5137	51.37%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7107	71.07%
OATP2B1 inhibitior	-	0.5746	57.46%
OATP1B1 inhibitior	+	0.7683	76.83%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9037	90.37%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.6537	65.37%
P-glycoprotein substrate	-	0.7402	74.02%
CYP3A4 substrate	+	0.5809	58.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7927	79.27%
CYP3A4 inhibition	+	0.5912	59.12%
CYP2C9 inhibition	-	0.7073	70.73%
CYP2C19 inhibition	-	0.7711	77.11%
CYP2D6 inhibition	-	0.8293	82.93%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.5440	54.40%
CYP inhibitory promiscuity	-	0.7355	73.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6767	67.67%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.5164	51.64%
Skin irritation	-	0.7141	71.41%
Skin corrosion	-	0.8894	88.94%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5449	54.49%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6426	64.26%
skin sensitisation	-	0.8432	84.32%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6043	60.43%
Acute Oral Toxicity (c)	III	0.5875	58.75%
Estrogen receptor binding	+	0.8416	84.16%
Androgen receptor binding	+	0.7462	74.62%
Thyroid receptor binding	+	0.7206	72.06%
Glucocorticoid receptor binding	+	0.8304	83.04%
Aromatase binding	+	0.6610	66.10%
PPAR gamma	+	0.7875	78.75%
Honey bee toxicity	-	0.8730	87.30%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9445	94.45%

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	97.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.61%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.40%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.79%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.72%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.42%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.67%	90.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.63%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.63%	91.49%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.29%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.92%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	80.26%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.26%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 129844400
• LOTUS: LTS0136361
• wikiData: Q105362751