5,7-Dihydroxy-3-[3-hydroxy-4-methoxy-2-(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one

Details

• Internal ID: 09060dbe-231c-4a41-a171-20478f0f5ddc
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 2-prenylated isoflavanones
• IUPAC Name: 5,7-dihydroxy-3-[3-hydroxy-4-methoxy-2-(3-methylbut-2-enyl)phenyl]-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C21H22O6/c1-11(2)4-5-14-13(6-7-17(26-3)20(14)24)15-10-27-18-9-12(22)8-16(23)19(18)21(15)25/h4,6-9,15,22-24H,5,10H2,1-3H3
• InChI Key: XRNDVGRKDCQXKX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₆
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.14163842 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9844	98.44%
Caco-2	+	0.6262	62.62%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7097	70.97%
OATP2B1 inhibitior	-	0.5738	57.38%
OATP1B1 inhibitior	+	0.9125	91.25%
OATP1B3 inhibitior	+	0.8636	86.36%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7243	72.43%
P-glycoprotein inhibitior	-	0.5434	54.34%
P-glycoprotein substrate	-	0.5908	59.08%
CYP3A4 substrate	+	0.6062	60.62%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	-	0.7690	76.90%
CYP2C9 inhibition	+	0.7724	77.24%
CYP2C19 inhibition	+	0.8732	87.32%
CYP2D6 inhibition	-	0.6256	62.56%
CYP1A2 inhibition	+	0.8356	83.56%
CYP2C8 inhibition	+	0.6623	66.23%
CYP inhibitory promiscuity	+	0.8666	86.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.8008	80.08%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.4829	48.29%
Skin irritation	-	0.8077	80.77%
Skin corrosion	-	0.9536	95.36%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5539	55.39%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8280	82.80%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5829	58.29%
Acute Oral Toxicity (c)	III	0.6464	64.64%
Estrogen receptor binding	+	0.9641	96.41%
Androgen receptor binding	+	0.7987	79.87%
Thyroid receptor binding	+	0.6109	61.09%
Glucocorticoid receptor binding	+	0.9070	90.70%
Aromatase binding	+	0.6475	64.75%
PPAR gamma	+	0.8583	85.83%
Honey bee toxicity	-	0.7986	79.86%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9909	99.09%

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	99.40%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.88%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.72%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.41%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.37%	96.09%
CHEMBL1929	P47989	Xanthine dehydrogenase	92.56%	96.12%
CHEMBL240	Q12809	HERG	91.79%	89.76%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.39%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.33%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.29%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.93%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.61%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.74%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.70%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	85.78%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.64%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.63%	93.99%
CHEMBL2535	P11166	Glucose transporter	84.15%	98.75%
CHEMBL3194	P02766	Transthyretin	84.09%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.91%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	83.39%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	83.25%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.80%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.79%	96.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.46%	83.10%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.43%	99.15%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.40%	89.62%

Plants that contains it

• Dermatophyllum arizonicum

Cross-Links

• PubChem: 15838239
• LOTUS: LTS0000330
• wikiData: Q105340612