Lupinisoflavone A

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	a7baf390-7bc5-499e-a865-704f94a4c993
Taxonomy	Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
IUPAC Name	6-(2,4-dihydroxyphenyl)-4-hydroxy-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(=CO3)C4=C(C=C(C=C4)O)O
SMILES (Isomeric)	CC(=C)C1CC2=C(O1)C=C3C(=C2O)C(=O)C(=CO3)C4=C(C=C(C=C4)O)O
InChI	InChI=1S/C20H16O6/c1-9(2)15-6-12-16(26-15)7-17-18(19(12)23)20(24)13(8-25-17)11-4-3-10(21)5-14(11)22/h3-5,7-8,15,21-23H,1,6H2,2H3
InChI Key	DOGAHANJPKBCGB-UHFFFAOYSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₁₆O₆
Molecular Weight	352.30 g/mol
Exact Mass	352.09468823 g/mol
Topological Polar Surface Area (TPSA)	96.20 Å²
XlogP	4.00
Atomic LogP (AlogP)	3.46
H-Bond Acceptor	6
H-Bond Donor	3
Rotatable Bonds	2

Synonyms

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93373-45-6

CHEMBL332078

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

(+)-Lupinisoflavone A

CHEBI:175503

DTXSID201314808

BDBM50473405

LMPK12050278

XL161801

6-(2,4-dihydroxyphenyl)-4-hydroxy-2-prop-1-en-2-yl-2,3-dihydrouro[3,2-g]chromen-5-one

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	-	0.6692	66.92%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7441	74.41%
OATP2B1 inhibitior	-	0.5651	56.51%
OATP1B1 inhibitior	+	0.8717	87.17%
OATP1B3 inhibitior	+	0.9271	92.71%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7953	79.53%
P-glycoprotein inhibitior	-	0.5629	56.29%
P-glycoprotein substrate	-	0.5967	59.67%
CYP3A4 substrate	+	0.5992	59.92%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	+	0.6362	63.62%
CYP2C9 inhibition	+	0.8218	82.18%
CYP2C19 inhibition	+	0.8085	80.85%
CYP2D6 inhibition	-	0.8717	87.17%
CYP1A2 inhibition	+	0.8087	80.87%
CYP2C8 inhibition	+	0.4929	49.29%
CYP inhibitory promiscuity	+	0.8744	87.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5354	53.54%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.5665	56.65%
Skin irritation	-	0.6828	68.28%
Skin corrosion	-	0.9119	91.19%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6358	63.58%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7100	71.00%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6205	62.05%
Acute Oral Toxicity (c)	II	0.3480	34.80%
Estrogen receptor binding	+	0.7492	74.92%
Androgen receptor binding	+	0.7911	79.11%
Thyroid receptor binding	+	0.6025	60.25%
Glucocorticoid receptor binding	+	0.6740	67.40%
Aromatase binding	+	0.6684	66.84%
PPAR gamma	+	0.8244	82.44%
Honey bee toxicity	-	0.7175	71.75%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9908	99.08%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.17%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.90%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.65%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.32%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.19%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.17%	99.23%
CHEMBL4208	P20618	Proteasome component C5	84.84%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.80%	90.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.69%	85.11%
CHEMBL217	P14416	Dopamine D2 receptor	83.65%	95.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.53%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.05%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.69%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	82.11%	94.73%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	81.33%	95.72%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.45%	100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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