(7R)-5-hydroxy-7-[3-hydroxy-4-methoxy-5-(3-methylbut-2-enyl)phenyl]-2,2-dimethyl-7,8-dihydropyrano[3,2-g]chromen-6-one

Details

• Internal ID: 1068cfa3-0592-4d92-9701-9c4faf0385de
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 3-prenylated isoflavanones
• IUPAC Name: (7R)-5-hydroxy-7-[3-hydroxy-4-methoxy-5-(3-methylbut-2-enyl)phenyl]-2,2-dimethyl-7,8-dihydropyrano[3,2-g]chromen-6-one
• InChI: InChI=1S/C26H28O6/c1-14(2)6-7-15-10-16(11-19(27)25(15)30-5)18-13-31-21-12-20-17(8-9-26(3,4)32-20)23(28)22(21)24(18)29/h6,8-12,18,27-28H,7,13H2,1-5H3/t18-/m0/s1
• InChI Key: CDRVAQHKMNXKCL-SFHVURJKSA-N
• Popularity: 2 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	+	0.9740	97.40%
Caco-2	-	0.5295	52.95%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7886	78.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8572	85.72%
OATP1B3 inhibitior	+	0.8498	84.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9850	98.50%
P-glycoprotein inhibitior	+	0.7741	77.41%
P-glycoprotein substrate	-	0.5166	51.66%
CYP3A4 substrate	+	0.6507	65.07%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8144	81.44%
CYP3A4 inhibition	-	0.7661	76.61%
CYP2C9 inhibition	+	0.7855	78.55%
CYP2C19 inhibition	+	0.8917	89.17%
CYP2D6 inhibition	-	0.7163	71.63%
CYP1A2 inhibition	+	0.6612	66.12%
CYP2C8 inhibition	+	0.5251	52.51%
CYP inhibitory promiscuity	+	0.8432	84.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6836	68.36%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8138	81.38%
Skin irritation	-	0.7803	78.03%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4301	43.01%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5074	50.74%
skin sensitisation	-	0.8053	80.53%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7851	78.51%
Acute Oral Toxicity (c)	III	0.5852	58.52%
Estrogen receptor binding	+	0.9451	94.51%
Androgen receptor binding	+	0.6743	67.43%
Thyroid receptor binding	+	0.6759	67.59%
Glucocorticoid receptor binding	+	0.8766	87.66%
Aromatase binding	+	0.6152	61.52%
PPAR gamma	+	0.8787	87.87%
Honey bee toxicity	-	0.7967	79.67%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9843	98.43%

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	99.91%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.76%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.69%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.60%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.02%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.32%	89.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	91.64%	92.68%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.18%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.86%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.80%	92.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.51%	93.99%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.37%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.04%	97.28%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.67%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	88.53%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.13%	99.15%
CHEMBL4208	P20618	Proteasome component C5	85.08%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.96%	94.75%
CHEMBL1951	P21397	Monoamine oxidase A	83.73%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.28%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.80%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.54%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.92%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.71%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	81.64%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.54%	99.17%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.06%	92.88%

Plants that contains it

• Erythrina costaricensis

Cross-Links

• PubChem: 162863734
• LOTUS: LTS0115290
• wikiData: Q104955106