3-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-6,8-bis(3-methylbut-2-enyl)chroman-4-one

Details

• Internal ID: 37d9b2a8-0adb-44f7-9cc8-7da93af24291
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 8-prenylated isoflavanones
• IUPAC Name: 3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C25H28O6/c1-13(2)5-8-16-22(28)17(9-6-14(3)4)25-21(23(16)29)24(30)18(12-31-25)15-7-10-19(26)20(27)11-15/h5-7,10-11,18,26-29H,8-9,12H2,1-4H3
• InChI Key: MUISDLZQMBDTJL-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₆
• Molecular Weight: 424.50 g/mol
• Exact Mass: 424.18858861 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 4.89
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9759	97.59%
Caco-2	-	0.6446	64.46%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7446	74.46%
OATP2B1 inhibitior	-	0.5679	56.79%
OATP1B1 inhibitior	+	0.9066	90.66%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6841	68.41%
P-glycoprotein inhibitior	+	0.5774	57.74%
P-glycoprotein substrate	-	0.7929	79.29%
CYP3A4 substrate	+	0.5413	54.13%
CYP2C9 substrate	+	0.5976	59.76%
CYP2D6 substrate	-	0.8056	80.56%
CYP3A4 inhibition	-	0.8607	86.07%
CYP2C9 inhibition	+	0.6588	65.88%
CYP2C19 inhibition	+	0.6833	68.33%
CYP2D6 inhibition	-	0.8192	81.92%
CYP1A2 inhibition	+	0.7781	77.81%
CYP2C8 inhibition	-	0.6599	65.99%
CYP inhibitory promiscuity	+	0.7076	70.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7816	78.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	+	0.5569	55.69%
Skin irritation	-	0.7783	77.83%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3922	39.22%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7814	78.14%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8454	84.54%
Acute Oral Toxicity (c)	III	0.6038	60.38%
Estrogen receptor binding	+	0.9315	93.15%
Androgen receptor binding	+	0.8246	82.46%
Thyroid receptor binding	+	0.6103	61.03%
Glucocorticoid receptor binding	+	0.8037	80.37%
Aromatase binding	+	0.6111	61.11%
PPAR gamma	+	0.8377	83.77%
Honey bee toxicity	-	0.8483	84.83%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9956	99.56%

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	99.87%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.05%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.77%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.69%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.17%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.52%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.50%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	89.97%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.26%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.42%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.37%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.11%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.70%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.59%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	83.95%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.21%	96.09%

Plants that contains it

• Maclura tinctoria

Cross-Links

• PubChem: 487089
• LOTUS: LTS0219839
• wikiData: Q105172427