2'-Hydroxyisolupalbigenin

Details

• Internal ID: 845ae3b9-8c69-4826-8393-985d449ff23c
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 3-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-enyl)chromen-4-one
• InChI: InChI=1S/C25H26O6/c1-13(2)5-7-16-19(26)10-9-15(23(16)29)18-12-31-25-17(8-6-14(3)4)20(27)11-21(28)22(25)24(18)30/h5-6,9-12,26-29H,7-8H2,1-4H3
• InChI Key: VHWHNZUORPFYQI-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₆
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.17293854 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.30
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• CHEMBL3810262
• 5,7,2',4'-Tetrahydroxy-8,3'-diprenylisoflavone
• 121747-94-2
• orb2893517
• BDBM50253187
• LMPK12050303

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	-	0.6699	66.99%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7312	73.12%
OATP2B1 inhibitior	+	0.5780	57.80%
OATP1B1 inhibitior	+	0.8906	89.06%
OATP1B3 inhibitior	+	0.8971	89.71%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8670	86.70%
P-glycoprotein inhibitior	-	0.4358	43.58%
P-glycoprotein substrate	-	0.8151	81.51%
CYP3A4 substrate	+	0.5205	52.05%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.6240	62.40%
CYP2C9 inhibition	+	0.9192	91.92%
CYP2C19 inhibition	+	0.9276	92.76%
CYP2D6 inhibition	-	0.7701	77.01%
CYP1A2 inhibition	+	0.9040	90.40%
CYP2C8 inhibition	-	0.6974	69.74%
CYP inhibitory promiscuity	+	0.9389	93.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6761	67.61%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7236	72.36%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7390	73.90%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7381	73.81%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7258	72.58%
Acute Oral Toxicity (c)	III	0.6621	66.21%
Estrogen receptor binding	+	0.9380	93.80%
Androgen receptor binding	+	0.8317	83.17%
Thyroid receptor binding	+	0.6662	66.62%
Glucocorticoid receptor binding	+	0.8570	85.70%
Aromatase binding	+	0.5956	59.56%
PPAR gamma	+	0.8815	88.15%
Honey bee toxicity	-	0.8691	86.91%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9946	99.46%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	500 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.63%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.88%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.02%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.59%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.03%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.11%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.80%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.56%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.15%	99.15%
CHEMBL4208	P20618	Proteasome component C5	82.72%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.22%	94.00%

Plants that contains it

• Lupinus albus

Cross-Links

• PubChem: 14237659
• LOTUS: LTS0214581
• wikiData: Q105286659