[2-Hydroxy-4-(7-hydroxy-4-oxo-2-phenyl-2,3-dihydrochromen-8-yl)-2-methylbut-3-enyl] acetate

Details

• Internal ID: 1b9cf984-1568-427d-929d-ade96d9a0114
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: [2-hydroxy-4-(7-hydroxy-4-oxo-2-phenyl-2,3-dihydrochromen-8-yl)-2-methylbut-3-enyl] acetate
• SMILES (Canonical): CC(=O)OCC(C)(C=CC1=C(C=CC2=C1OC(CC2=O)C3=CC=CC=C3)O)O
• SMILES (Isomeric): CC(=O)OCC(C)(C=CC1=C(C=CC2=C1OC(CC2=O)C3=CC=CC=C3)O)O
• InChI: InChI=1S/C22H22O6/c1-14(23)27-13-22(2,26)11-10-17-18(24)9-8-16-19(25)12-20(28-21(16)17)15-6-4-3-5-7-15/h3-11,20,24,26H,12-13H2,1-2H3
• InChI Key: HHIQHUHYZFQZME-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₆
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9775	97.75%
Caco-2	-	0.7855	78.55%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7463	74.63%
OATP2B1 inhibitior	-	0.8630	86.30%
OATP1B1 inhibitior	+	0.8820	88.20%
OATP1B3 inhibitior	+	0.8207	82.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8750	87.50%
P-glycoprotein inhibitior	-	0.5177	51.77%
P-glycoprotein substrate	-	0.7583	75.83%
CYP3A4 substrate	+	0.6071	60.71%
CYP2C9 substrate	-	0.8022	80.22%
CYP2D6 substrate	-	0.8372	83.72%
CYP3A4 inhibition	-	0.8134	81.34%
CYP2C9 inhibition	-	0.7122	71.22%
CYP2C19 inhibition	-	0.7753	77.53%
CYP2D6 inhibition	-	0.8899	88.99%
CYP1A2 inhibition	-	0.7650	76.50%
CYP2C8 inhibition	+	0.5774	57.74%
CYP inhibitory promiscuity	-	0.7478	74.78%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6397	63.97%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8663	86.63%
Skin irritation	-	0.7997	79.97%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6443	64.43%
Micronuclear	+	0.5374	53.74%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8546	85.46%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4893	48.93%
Acute Oral Toxicity (c)	III	0.5580	55.80%
Estrogen receptor binding	+	0.8067	80.67%
Androgen receptor binding	+	0.7605	76.05%
Thyroid receptor binding	+	0.6305	63.05%
Glucocorticoid receptor binding	+	0.8213	82.13%
Aromatase binding	+	0.5992	59.92%
PPAR gamma	+	0.7728	77.28%
Honey bee toxicity	-	0.8384	83.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9912	99.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.42%	95.56%
CHEMBL2581	P07339	Cathepsin D	97.37%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.37%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.75%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	92.41%	94.73%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.83%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.75%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.40%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.86%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.95%	89.00%
CHEMBL5028	O14672	ADAM10	85.11%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.21%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.20%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74323641
• LOTUS: LTS0140182
• wikiData: Q105028306