1-(5,7-Dihydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)-3-(2,2-dimethyl-3,4-dihydrochromen-6-yl)propan-1-one

Details

• Internal ID: 639bb49b-1354-42a5-a630-89a36577e1f6
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxy-dihydrochalcones
• IUPAC Name: 1-(5,7-dihydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)-3-(2,2-dimethyl-3,4-dihydrochromen-6-yl)propan-1-one
• InChI: InChI=1S/C25H30O5/c1-24(2)11-9-16-13-15(6-8-20(16)29-24)5-7-18(26)22-19(27)14-21-17(23(22)28)10-12-25(3,4)30-21/h6,8,13-14,27-28H,5,7,9-12H2,1-4H3
• InChI Key: ROJMZFPQONDKBB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₅
• Molecular Weight: 410.50 g/mol
• Exact Mass: 410.20932405 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.12
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• BDBM50032240
• 1-(5,7-dihydroxy-2,2-dimethyl-chroman-6-yl)-3-(2,2-dimethylchroman-6-yl)propan-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9482	94.82%
Caco-2	+	0.5834	58.34%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8032	80.32%
OATP2B1 inhibitior	-	0.5746	57.46%
OATP1B1 inhibitior	+	0.8743	87.43%
OATP1B3 inhibitior	+	0.9234	92.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9148	91.48%
P-glycoprotein inhibitior	+	0.6432	64.32%
P-glycoprotein substrate	-	0.6867	68.67%
CYP3A4 substrate	+	0.6117	61.17%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.7747	77.47%
CYP3A4 inhibition	-	0.7683	76.83%
CYP2C9 inhibition	-	0.8049	80.49%
CYP2C19 inhibition	-	0.8365	83.65%
CYP2D6 inhibition	-	0.8954	89.54%
CYP1A2 inhibition	+	0.5437	54.37%
CYP2C8 inhibition	+	0.6419	64.19%
CYP inhibitory promiscuity	-	0.7740	77.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7272	72.72%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.6410	64.10%
Skin irritation	-	0.7465	74.65%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6655	66.55%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8535	85.35%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8699	86.99%
Acute Oral Toxicity (c)	III	0.6331	63.31%
Estrogen receptor binding	+	0.8985	89.85%
Androgen receptor binding	+	0.7539	75.39%
Thyroid receptor binding	+	0.5619	56.19%
Glucocorticoid receptor binding	+	0.8071	80.71%
Aromatase binding	+	0.7356	73.56%
PPAR gamma	+	0.8846	88.46%
Honey bee toxicity	-	0.8753	87.53%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9753	97.53%

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	99.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.30%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.26%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.69%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.34%	86.33%
CHEMBL233	P35372	Mu opioid receptor	89.51%	97.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.71%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.53%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.40%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.82%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.63%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.83%	99.17%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.78%	97.50%

Plants that contains it

• Metrodorea stipularis

Cross-Links

• PubChem: 101889645
• LOTUS: LTS0089565
• wikiData: Q104196804