5,7-Dihydroxy-2-(2-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: 7971c285-3312-4342-b4be-55aaef02d91a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: 5,7-dihydroxy-2-(2-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCC1=C2C(=C(C=C1O)O)C(=O)CC(O2)C3=CC=CC=C3O)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C=C1O)O)C(=O)CC(O2)C3=CC=CC=C3O)C
• InChI: InChI=1S/C20H20O5/c1-11(2)7-8-13-15(22)9-16(23)19-17(24)10-18(25-20(13)19)12-5-3-4-6-14(12)21/h3-7,9,18,21-23H,8,10H2,1-2H3
• InChI Key: GIFKZTHWWIZJET-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	+	0.6567	65.67%
Blood Brain Barrier	-	0.5629	56.29%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7746	77.46%
OATP2B1 inhibitior	-	0.5835	58.35%
OATP1B1 inhibitior	+	0.8733	87.33%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.6266	62.66%
P-glycoprotein substrate	-	0.7899	78.99%
CYP3A4 substrate	+	0.5439	54.39%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	+	0.6075	60.75%
CYP2C9 inhibition	+	0.9007	90.07%
CYP2C19 inhibition	+	0.8993	89.93%
CYP2D6 inhibition	-	0.5927	59.27%
CYP1A2 inhibition	+	0.9107	91.07%
CYP2C8 inhibition	-	0.6902	69.02%
CYP inhibitory promiscuity	+	0.9271	92.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6821	68.21%
Eye corrosion	-	0.9917	99.17%
Eye irritation	+	0.5424	54.24%
Skin irritation	-	0.7351	73.51%
Skin corrosion	-	0.9166	91.66%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5202	52.02%
Micronuclear	+	0.5259	52.59%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	-	0.7491	74.91%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5794	57.94%
Acute Oral Toxicity (c)	III	0.4391	43.91%
Estrogen receptor binding	+	0.7532	75.32%
Androgen receptor binding	+	0.7614	76.14%
Thyroid receptor binding	+	0.5508	55.08%
Glucocorticoid receptor binding	+	0.7214	72.14%
Aromatase binding	-	0.6284	62.84%
PPAR gamma	+	0.8750	87.50%
Honey bee toxicity	-	0.8538	85.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9894	98.94%

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	99.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.69%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.02%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	92.54%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.38%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.68%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.62%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.12%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.05%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.93%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	81.85%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.42%	99.17%

Plants that contains it

• Sophora flavescens

Cross-Links

• PubChem: 85290220
• LOTUS: LTS0270916
• wikiData: Q105008925