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

Details

• Internal ID: b1611ff0-52d8-46f8-bacc-ffbbc8c9fc32
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 6-prenylated flavones
• IUPAC Name: (2S)-4-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-6-methoxy-2-prop-1-en-2-yl-2,3-dihydrofuro[3,2-g]chromen-5-one
• InChI: InChI=1S/C22H20O7/c1-10(2)14-8-12-15(28-14)9-17-18(19(12)24)20(25)22(27-4)21(29-17)11-5-6-13(23)16(7-11)26-3/h5-7,9,14,23-24H,1,8H2,2-4H3/t14-/m0/s1
• InChI Key: XMVZPOKNSODJHY-AWEZNQCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀O₇
• Molecular Weight: 396.40 g/mol
• Exact Mass: 396.12090297 g/mol
• Topological Polar Surface Area (TPSA): 94.50 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	-	0.6555	65.55%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7053	70.53%
OATP2B1 inhibitior	-	0.7141	71.41%
OATP1B1 inhibitior	+	0.9332	93.32%
OATP1B3 inhibitior	+	0.8932	89.32%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5344	53.44%
P-glycoprotein inhibitior	+	0.6801	68.01%
P-glycoprotein substrate	-	0.6548	65.48%
CYP3A4 substrate	+	0.6185	61.85%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	+	0.5471	54.71%
CYP2C9 inhibition	+	0.5207	52.07%
CYP2C19 inhibition	+	0.8425	84.25%
CYP2D6 inhibition	-	0.8564	85.64%
CYP1A2 inhibition	+	0.5466	54.66%
CYP2C8 inhibition	+	0.7822	78.22%
CYP inhibitory promiscuity	+	0.7895	78.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5601	56.01%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.5988	59.88%
Skin irritation	-	0.7556	75.56%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5974	59.74%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7764	77.64%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8812	88.12%
Acute Oral Toxicity (c)	II	0.4884	48.84%
Estrogen receptor binding	+	0.8956	89.56%
Androgen receptor binding	+	0.7032	70.32%
Thyroid receptor binding	+	0.6605	66.05%
Glucocorticoid receptor binding	+	0.8843	88.43%
Aromatase binding	+	0.7877	78.77%
PPAR gamma	+	0.8311	83.11%
Honey bee toxicity	-	0.6497	64.97%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9862	98.62%

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	99.27%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.02%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.76%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.38%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.28%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.77%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.64%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.74%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.27%	95.56%
CHEMBL3438	Q05513	Protein kinase C zeta	88.50%	88.48%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.32%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	85.78%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.78%	95.89%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	85.76%	80.96%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.33%	99.23%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	85.31%	95.53%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.26%	98.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.25%	99.17%
CHEMBL217	P14416	Dopamine D2 receptor	84.05%	95.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.53%	97.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.32%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	81.26%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	81.07%	91.19%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.89%	95.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.79%	92.62%

Plants that contains it

• Vellozia laevis
• Vellozia stipitata

Cross-Links

• PubChem: 163021173
• LOTUS: LTS0228516
• wikiData: Q105331461