5-Hydroxy-7-(4-hydroxy-2-methoxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one

Details

• Internal ID: 09957b8f-510c-4193-bbb5-c444c4fde03d
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 8-prenylated isoflavanones
• IUPAC Name: 5-hydroxy-7-(4-hydroxy-2-methoxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one
• SMILES (Canonical): CC(=CCC1=C2C(=C(C3=C1OCC(C3=O)C4=C(C=C(C=C4)O)OC)O)C=CC(O2)(C)C)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C3=C1OCC(C3=O)C4=C(C=C(C=C4)O)OC)O)C=CC(O2)(C)C)C
• InChI: InChI=1S/C26H28O6/c1-14(2)6-8-18-24-17(10-11-26(3,4)32-24)22(28)21-23(29)19(13-31-25(18)21)16-9-7-15(27)12-20(16)30-5/h6-7,9-12,19,27-28H,8,13H2,1-5H3
• InChI Key: UMUDFLULLJLISJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₆
• Molecular Weight: 436.50 g/mol
• Exact Mass: 436.18858861 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.16
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.5428	54.28%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8847	88.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7902	79.02%
OATP1B3 inhibitior	-	0.2326	23.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9660	96.60%
P-glycoprotein inhibitior	+	0.7891	78.91%
P-glycoprotein substrate	+	0.6993	69.93%
CYP3A4 substrate	+	0.6798	67.98%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8144	81.44%
CYP3A4 inhibition	-	0.8144	81.44%
CYP2C9 inhibition	+	0.7301	73.01%
CYP2C19 inhibition	+	0.9248	92.48%
CYP2D6 inhibition	-	0.8079	80.79%
CYP1A2 inhibition	+	0.6606	66.06%
CYP2C8 inhibition	+	0.6839	68.39%
CYP inhibitory promiscuity	+	0.8312	83.12%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.7338	73.38%
Eye corrosion	-	0.9894	98.94%
Eye irritation	+	0.5364	53.64%
Skin irritation	-	0.8107	81.07%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	+	0.5363	53.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.6475	64.75%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5522	55.22%
skin sensitisation	-	0.8076	80.76%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8330	83.30%
Acute Oral Toxicity (c)	III	0.6615	66.15%
Estrogen receptor binding	+	0.9399	93.99%
Androgen receptor binding	+	0.8194	81.94%
Thyroid receptor binding	+	0.6456	64.56%
Glucocorticoid receptor binding	+	0.8920	89.20%
Aromatase binding	+	0.6433	64.33%
PPAR gamma	+	0.8502	85.02%
Honey bee toxicity	-	0.7113	71.13%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9928	99.28%

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	99.83%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.49%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.07%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.28%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.48%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.32%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.63%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.48%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.27%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.70%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.85%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.30%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.12%	91.19%
CHEMBL301	P24941	Cyclin-dependent kinase 2	86.88%	91.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.98%	95.89%
CHEMBL2535	P11166	Glucose transporter	85.43%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.39%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.59%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	84.58%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.28%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.34%	89.50%
CHEMBL1937	Q92769	Histone deacetylase 2	82.34%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.92%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.15%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.01%	97.14%

Plants that contains it

• Erythrina variegata

Cross-Links

• PubChem: 11510398
• LOTUS: LTS0149082
• wikiData: Q105275737