(E)-1-[(2R)-4,6-dihydroxy-2-(2-hydroxypropan-2-yl)-5-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-7-yl]-3-phenylprop-2-en-1-one

Details

• Internal ID: c3872272-a712-438e-ad07-6d11cf9e79c3
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 3-prenylated chalcones
• IUPAC Name: (E)-1-[(2R)-4,6-dihydroxy-2-(2-hydroxypropan-2-yl)-5-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-7-yl]-3-phenylprop-2-en-1-one
• InChI: InChI=1S/C25H28O5/c1-15(2)10-12-17-22(27)18-14-20(25(3,4)29)30-24(18)21(23(17)28)19(26)13-11-16-8-6-5-7-9-16/h5-11,13,20,27-29H,12,14H2,1-4H3/b13-11+/t20-/m1/s1
• InChI Key: XYUZWYRTIRDZMQ-VSFZPWCASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₅
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.19367399 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.58
• H-Bond Acceptor: 5
• 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	+	0.9955	99.55%
Caco-2	-	0.7037	70.37%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6930	69.30%
OATP2B1 inhibitior	-	0.7102	71.02%
OATP1B1 inhibitior	+	0.8291	82.91%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9771	97.71%
P-glycoprotein inhibitior	+	0.7813	78.13%
P-glycoprotein substrate	-	0.6271	62.71%
CYP3A4 substrate	+	0.5842	58.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8430	84.30%
CYP3A4 inhibition	-	0.8528	85.28%
CYP2C9 inhibition	+	0.6473	64.73%
CYP2C19 inhibition	+	0.6590	65.90%
CYP2D6 inhibition	-	0.8252	82.52%
CYP1A2 inhibition	+	0.7304	73.04%
CYP2C8 inhibition	+	0.7202	72.02%
CYP inhibitory promiscuity	+	0.8375	83.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5826	58.26%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7211	72.11%
Skin corrosion	-	0.9204	92.04%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7805	78.05%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5968	59.68%
skin sensitisation	-	0.6527	65.27%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.9039	90.39%
Acute Oral Toxicity (c)	III	0.4773	47.73%
Estrogen receptor binding	+	0.8893	88.93%
Androgen receptor binding	+	0.7270	72.70%
Thyroid receptor binding	+	0.6790	67.90%
Glucocorticoid receptor binding	+	0.8169	81.69%
Aromatase binding	+	0.7418	74.18%
PPAR gamma	+	0.9212	92.12%
Honey bee toxicity	-	0.8874	88.74%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	99.21%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.43%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	94.22%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.26%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.03%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.00%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.04%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.24%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.66%	97.09%
CHEMBL5028	O14672	ADAM10	83.91%	97.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.17%	96.09%

Plants that contains it

• Cedrelopsis grevei

Cross-Links

• PubChem: 163057968
• LOTUS: LTS0200330
• wikiData: Q105344688