8-[(7R)-5-methoxy-2,2-dimethyl-4,6,7,8-tetrahydro-3H-pyrano[3,2-g]chromen-7-yl]-2,2-dimethylchromen-5-ol

Details

• Internal ID: fb13c926-86e5-4b9b-b3a0-c8c7a9ff2561
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
• IUPAC Name: 8-[(7R)-5-methoxy-2,2-dimethyl-4,6,7,8-tetrahydro-3H-pyrano[3,2-g]chromen-7-yl]-2,2-dimethylchromen-5-ol
• InChI: InChI=1S/C26H30O5/c1-25(2)11-9-18-22(30-25)13-21-19(23(18)28-5)12-15(14-29-21)16-6-7-20(27)17-8-10-26(3,4)31-24(16)17/h6-8,10,13,15,27H,9,11-12,14H2,1-5H3/t15-/m0/s1
• InChI Key: POHNDGZXXXCXFF-HNNXBMFYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₅
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.20932405 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.41
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 152511-47-2
• 8-[(3R)-5-Methoxy-8,8-dimethyl-3,4,7,8-tetrahydro-2H,6H-benzo[1,2-b:5,4-b']dipyran-3-yl]-2,2-dimethyl-2H-1-benzopyran-5-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.6609	66.09%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7943	79.43%
OATP2B1 inhibitior	-	0.8655	86.55%
OATP1B1 inhibitior	+	0.9080	90.80%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9364	93.64%
P-glycoprotein inhibitior	+	0.8500	85.00%
P-glycoprotein substrate	+	0.5905	59.05%
CYP3A4 substrate	+	0.6693	66.93%
CYP2C9 substrate	+	0.5918	59.18%
CYP2D6 substrate	+	0.3827	38.27%
CYP3A4 inhibition	-	0.6082	60.82%
CYP2C9 inhibition	-	0.7199	71.99%
CYP2C19 inhibition	-	0.6180	61.80%
CYP2D6 inhibition	-	0.8774	87.74%
CYP1A2 inhibition	-	0.5832	58.32%
CYP2C8 inhibition	+	0.7242	72.42%
CYP inhibitory promiscuity	-	0.7007	70.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6609	66.09%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8339	83.39%
Skin irritation	-	0.8374	83.74%
Skin corrosion	-	0.9658	96.58%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3834	38.34%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7197	71.97%
skin sensitisation	-	0.8545	85.45%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7969	79.69%
Acute Oral Toxicity (c)	III	0.5663	56.63%
Estrogen receptor binding	+	0.9227	92.27%
Androgen receptor binding	+	0.7016	70.16%
Thyroid receptor binding	+	0.8152	81.52%
Glucocorticoid receptor binding	+	0.8465	84.65%
Aromatase binding	+	0.6286	62.86%
PPAR gamma	+	0.8268	82.68%
Honey bee toxicity	-	0.7860	78.60%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9566	95.66%

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	99.73%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.81%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.50%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.69%	93.40%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.97%	99.15%
CHEMBL2535	P11166	Glucose transporter	89.19%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.13%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.14%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.09%	95.89%
CHEMBL2581	P07339	Cathepsin D	88.05%	98.95%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	88.05%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.58%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.18%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.62%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.18%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.59%	93.56%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	83.36%	80.96%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.34%	92.88%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.04%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	82.60%	91.19%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.82%	95.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.92%	95.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.87%	89.05%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.85%	99.17%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.60%	82.67%

Plants that contains it

• Glycyrrhiza uralensis

Cross-Links

• PubChem: 154496832
• LOTUS: LTS0001957
• wikiData: Q105212406