(2S)-4-hydroxy-6-methoxy-7-(4-methoxyphenyl)-2-prop-1-en-2-yl-2,3-dihydrofuro[3,2-g]chromen-5-one

Details

• Internal ID: 2e15d2e3-d2e7-4013-b94c-04ef34c05216
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 6-prenylated flavones
• IUPAC Name: (2S)-4-hydroxy-6-methoxy-7-(4-methoxyphenyl)-2-prop-1-en-2-yl-2,3-dihydrofuro[3,2-g]chromen-5-one
• SMILES (Canonical): CC(=C)C1CC2=C(O1)C=C3C(=C2O)C(=O)C(=C(O3)C4=CC=C(C=C4)OC)OC
• SMILES (Isomeric): CC(=C)[C@@H]1CC2=C(O1)C=C3C(=C2O)C(=O)C(=C(O3)C4=CC=C(C=C4)OC)OC
• InChI: InChI=1S/C22H20O6/c1-11(2)15-9-14-16(27-15)10-17-18(19(14)23)20(24)22(26-4)21(28-17)12-5-7-13(25-3)8-6-12/h5-8,10,15,23H,1,9H2,2-4H3/t15-/m0/s1
• InChI Key: VXTJIBRFWJWOHR-HNNXBMFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀O₆
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.12598835 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.06
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	-	0.6490	64.90%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7123	71.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9201	92.01%
OATP1B3 inhibitior	+	0.9063	90.63%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6755	67.55%
P-glycoprotein inhibitior	+	0.8525	85.25%
P-glycoprotein substrate	-	0.6980	69.80%
CYP3A4 substrate	+	0.6239	62.39%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	+	0.6656	66.56%
CYP2C9 inhibition	-	0.6453	64.53%
CYP2C19 inhibition	+	0.8426	84.26%
CYP2D6 inhibition	-	0.9084	90.84%
CYP1A2 inhibition	+	0.5376	53.76%
CYP2C8 inhibition	+	0.6710	67.10%
CYP inhibitory promiscuity	+	0.7294	72.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5721	57.21%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.5231	52.31%
Skin irritation	-	0.7492	74.92%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4108	41.08%
Micronuclear	+	0.6159	61.59%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7606	76.06%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8613	86.13%
Acute Oral Toxicity (c)	II	0.5541	55.41%
Estrogen receptor binding	+	0.8972	89.72%
Androgen receptor binding	+	0.7844	78.44%
Thyroid receptor binding	+	0.7105	71.05%
Glucocorticoid receptor binding	+	0.8551	85.51%
Aromatase binding	+	0.7246	72.46%
PPAR gamma	+	0.8811	88.11%
Honey bee toxicity	-	0.7137	71.37%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9855	98.55%

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	99.47%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.80%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.60%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.20%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.84%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.42%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.11%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.96%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.97%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.49%	86.33%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	89.00%	80.96%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.75%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.21%	95.89%
CHEMBL1907	P15144	Aminopeptidase N	85.20%	93.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.81%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.71%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.63%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.60%	94.80%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	82.65%	90.48%
CHEMBL4208	P20618	Proteasome component C5	82.60%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.88%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.88%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.75%	91.19%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.48%	95.53%

Plants that contains it

• Vellozia stipitata

Cross-Links

• PubChem: 162902408
• LOTUS: LTS0253241
• wikiData: Q105298755