5,7-Dihydroxy-6-(2''-Hydroxy-3''-Methylbut-3''-Enyl)-4'-Methoxylisoflavone

Details

• Internal ID: 4e566e1a-edd7-4622-8353-c207c8ba3d24
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
• IUPAC Name: 5,7-dihydroxy-6-(2-hydroxy-3-methylbut-3-enyl)-3-(4-methoxyphenyl)chromen-4-one
• InChI: InChI=1S/C21H20O6/c1-11(2)16(22)8-14-17(23)9-18-19(20(14)24)21(25)15(10-27-18)12-4-6-13(26-3)7-5-12/h4-7,9-10,16,22-24H,1,8H2,2-3H3
• InChI Key: KHRIMNSVBOMHSN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₆
• Molecular Weight: 368.40 g/mol
• Exact Mass: 368.12598835 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	-	0.5445	54.45%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6193	61.93%
OATP2B1 inhibitior	-	0.5650	56.50%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9002	90.02%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6781	67.81%
P-glycoprotein inhibitior	-	0.5511	55.11%
P-glycoprotein substrate	-	0.7950	79.50%
CYP3A4 substrate	+	0.6121	61.21%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.7986	79.86%
CYP3A4 inhibition	+	0.6431	64.31%
CYP2C9 inhibition	+	0.5089	50.89%
CYP2C19 inhibition	+	0.7511	75.11%
CYP2D6 inhibition	-	0.7051	70.51%
CYP1A2 inhibition	+	0.6844	68.44%
CYP2C8 inhibition	+	0.6138	61.38%
CYP inhibitory promiscuity	+	0.8345	83.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7175	71.75%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.7535	75.35%
Skin irritation	-	0.7597	75.97%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3659	36.59%
Micronuclear	+	0.6159	61.59%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	-	0.7979	79.79%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7028	70.28%
Acute Oral Toxicity (c)	III	0.4937	49.37%
Estrogen receptor binding	+	0.8417	84.17%
Androgen receptor binding	+	0.8043	80.43%
Thyroid receptor binding	+	0.6974	69.74%
Glucocorticoid receptor binding	+	0.8095	80.95%
Aromatase binding	+	0.7004	70.04%
PPAR gamma	+	0.7821	78.21%
Honey bee toxicity	-	0.8071	80.71%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9799	97.99%

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	99.36%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.88%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.46%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.89%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.88%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.07%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.37%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.00%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.21%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.07%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	88.42%	93.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.26%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.29%	94.45%
CHEMBL4208	P20618	Proteasome component C5	82.74%	90.00%

Plants that contains it

• Maclura tricuspidata

Cross-Links

• PubChem: 25209718
• LOTUS: LTS0144022
• wikiData: Q105141300