9-(1,2-Dihydroxy-2-methylpropyl)-2-phenyl-8,9-dihydrofuro[2,3-h]chromen-4-one

Details

• Internal ID: 85f89cfa-5858-4389-ae04-9cab68d415b5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 8-prenylated flavones
• IUPAC Name: 9-(1,2-dihydroxy-2-methylpropyl)-2-phenyl-8,9-dihydrofuro[2,3-h]chromen-4-one
• SMILES (Canonical): CC(C)(C(C1COC2=C1C3=C(C=C2)C(=O)C=C(O3)C4=CC=CC=C4)O)O
• SMILES (Isomeric): CC(C)(C(C1COC2=C1C3=C(C=C2)C(=O)C=C(O3)C4=CC=CC=C4)O)O
• InChI: InChI=1S/C21H20O5/c1-21(2,24)20(23)14-11-25-16-9-8-13-15(22)10-17(26-19(13)18(14)16)12-6-4-3-5-7-12/h3-10,14,20,23-24H,11H2,1-2H3
• InChI Key: HZOUYLWYGYACJZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₅
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.13107373 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.07
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9541	95.41%
Caco-2	-	0.6205	62.05%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8722	87.22%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.9448	94.48%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9212	92.12%
P-glycoprotein inhibitior	+	0.6642	66.42%
P-glycoprotein substrate	+	0.5074	50.74%
CYP3A4 substrate	+	0.5577	55.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7938	79.38%
CYP3A4 inhibition	-	0.6074	60.74%
CYP2C9 inhibition	+	0.6435	64.35%
CYP2C19 inhibition	+	0.5616	56.16%
CYP2D6 inhibition	-	0.8315	83.15%
CYP1A2 inhibition	+	0.5636	56.36%
CYP2C8 inhibition	-	0.5778	57.78%
CYP inhibitory promiscuity	-	0.5709	57.09%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5397	53.97%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9407	94.07%
Skin irritation	-	0.7871	78.71%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4359	43.59%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.6833	68.33%
skin sensitisation	-	0.8317	83.17%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.9213	92.13%
Acute Oral Toxicity (c)	III	0.6015	60.15%
Estrogen receptor binding	+	0.9204	92.04%
Androgen receptor binding	+	0.9150	91.50%
Thyroid receptor binding	+	0.5753	57.53%
Glucocorticoid receptor binding	+	0.8395	83.95%
Aromatase binding	+	0.7211	72.11%
PPAR gamma	+	0.8079	80.79%
Honey bee toxicity	-	0.8353	83.53%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9441	94.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.14%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.84%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.42%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.19%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.27%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.69%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.87%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.41%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.12%	97.14%
CHEMBL5028	O14672	ADAM10	81.35%	97.50%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.98%	85.94%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.36%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74323642
• LOTUS: LTS0275550
• wikiData: Q105035773