4-[2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydro-6H-pyrano[3,2-g]chromen-7-yl]benzene-1,3-diol

Details

• Internal ID: 0f4d4570-ec96-4bb4-bd08-8ec3f06d2226
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanols
• IUPAC Name: 4-[2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydro-6H-pyrano[3,2-g]chromen-7-yl]benzene-1,3-diol
• SMILES (Canonical): CC(=CCC1=C2C(=CC3=C1OC(C=C3)(C)C)CC(CO2)C4=C(C=C(C=C4)O)O)C
• SMILES (Isomeric): CC(=CCC1=C2C(=CC3=C1OC(C=C3)(C)C)CC(CO2)C4=C(C=C(C=C4)O)O)C
• InChI: InChI=1S/C25H28O4/c1-15(2)5-7-21-23-17(11-16-9-10-25(3,4)29-24(16)21)12-18(14-28-23)20-8-6-19(26)13-22(20)27/h5-6,8-11,13,18,26-27H,7,12,14H2,1-4H3
• InChI Key: FRNITGUDUCDNOE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₄
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.19875937 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.51
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9642	96.42%
Caco-2	+	0.7086	70.86%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7596	75.96%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.8412	84.12%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9135	91.35%
P-glycoprotein inhibitior	+	0.6695	66.95%
P-glycoprotein substrate	+	0.8309	83.09%
CYP3A4 substrate	+	0.6600	66.00%
CYP2C9 substrate	+	0.5918	59.18%
CYP2D6 substrate	+	0.3827	38.27%
CYP3A4 inhibition	-	0.7993	79.93%
CYP2C9 inhibition	+	0.7300	73.00%
CYP2C19 inhibition	+	0.8265	82.65%
CYP2D6 inhibition	-	0.8222	82.22%
CYP1A2 inhibition	+	0.6391	63.91%
CYP2C8 inhibition	+	0.6800	68.00%
CYP inhibitory promiscuity	+	0.8908	89.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7322	73.22%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.5171	51.71%
Skin irritation	-	0.7802	78.02%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8538	85.38%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8006	80.06%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8367	83.67%
Acute Oral Toxicity (c)	III	0.5505	55.05%
Estrogen receptor binding	+	0.9426	94.26%
Androgen receptor binding	+	0.8033	80.33%
Thyroid receptor binding	+	0.6910	69.10%
Glucocorticoid receptor binding	+	0.7447	74.47%
Aromatase binding	+	0.6180	61.80%
PPAR gamma	+	0.8479	84.79%
Honey bee toxicity	-	0.7976	79.76%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9933	99.33%

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	99.30%	91.11%
CHEMBL236	P41143	Delta opioid receptor	96.47%	99.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.35%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.44%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.22%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL233	P35372	Mu opioid receptor	94.77%	97.93%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.48%	93.40%
CHEMBL226	P30542	Adenosine A1 receptor	91.39%	95.93%
CHEMBL1951	P21397	Monoamine oxidase A	91.39%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.30%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.55%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.77%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.93%	93.10%
CHEMBL4208	P20618	Proteasome component C5	87.24%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.22%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.32%	94.73%
CHEMBL3038469	P24941	CDK2/Cyclin A	86.17%	91.38%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.78%	85.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.61%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.35%	97.09%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	82.03%	99.09%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.71%	96.39%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.55%	100.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	81.32%	96.69%
CHEMBL1937	Q92769	Histone deacetylase 2	80.45%	94.75%

Plants that contains it

• Erythrina zeyheri

Cross-Links

• PubChem: 11761017
• LOTUS: LTS0053671
• wikiData: Q105000310