(3S)-5,7-dihydroxy-3-[4-hydroxy-2-methoxy-3-[(E)-3-methylbut-1-enyl]phenyl]-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: 1fc8f49d-d5d8-4ca9-972f-30c62727e004
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 3-prenylated isoflavanones
• IUPAC Name: (3S)-5,7-dihydroxy-3-[4-hydroxy-2-methoxy-3-[(E)-3-methylbut-1-enyl]phenyl]-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C26H30O6/c1-14(2)6-8-17-21(28)12-22-23(24(17)29)25(30)19(13-32-22)16-10-11-20(27)18(26(16)31-5)9-7-15(3)4/h6-7,9-12,15,19,27-29H,8,13H2,1-5H3/b9-7+/t19-/m1/s1
• InChI Key: FVNCALCFAPNXKA-QRBZPYHOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₆
• Molecular Weight: 438.50 g/mol
• Exact Mass: 438.20423867 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.35
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	-	0.5223	52.23%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7793	77.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8945	89.45%
OATP1B3 inhibitior	+	0.8288	82.88%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9693	96.93%
P-glycoprotein inhibitior	+	0.7885	78.85%
P-glycoprotein substrate	-	0.6012	60.12%
CYP3A4 substrate	+	0.5919	59.19%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8144	81.44%
CYP3A4 inhibition	-	0.6779	67.79%
CYP2C9 inhibition	+	0.8208	82.08%
CYP2C19 inhibition	+	0.9293	92.93%
CYP2D6 inhibition	-	0.6418	64.18%
CYP1A2 inhibition	+	0.9288	92.88%
CYP2C8 inhibition	+	0.5186	51.86%
CYP inhibitory promiscuity	+	0.9255	92.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7755	77.55%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.7591	75.91%
Skin irritation	-	0.8026	80.26%
Skin corrosion	-	0.9552	95.52%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6505	65.05%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.6233	62.33%
skin sensitisation	-	0.8367	83.67%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8860	88.60%
Acute Oral Toxicity (c)	III	0.7085	70.85%
Estrogen receptor binding	+	0.9159	91.59%
Androgen receptor binding	+	0.8329	83.29%
Thyroid receptor binding	+	0.6738	67.38%
Glucocorticoid receptor binding	+	0.8714	87.14%
Aromatase binding	+	0.5383	53.83%
PPAR gamma	+	0.8282	82.82%
Honey bee toxicity	-	0.8145	81.45%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9884	98.84%

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	99.75%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.86%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.90%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.77%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.33%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.23%	95.56%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	91.33%	92.68%
CHEMBL3401	O75469	Pregnane X receptor	91.32%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.12%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.06%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.99%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.67%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.57%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	89.07%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.97%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.70%	95.89%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	86.74%	83.10%
CHEMBL340	P08684	Cytochrome P450 3A4	86.36%	91.19%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.29%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.12%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.62%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.50%	93.56%
CHEMBL226	P30542	Adenosine A1 receptor	83.94%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.32%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.77%	99.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.67%	94.80%
CHEMBL2535	P11166	Glucose transporter	80.14%	98.75%

Plants that contains it

• Sophora tomentosa

Cross-Links

• PubChem: 163195007
• LOTUS: LTS0143473
• wikiData: Q105002557