(2R)-1-(5,7-dihydroxy-2,2-dimethyl-3,4-dihydrochromen-8-yl)-2-methylbutan-1-one

Details

• Internal ID: 8fb5a149-ee8c-4bf4-aaa3-09a635115645
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: (2R)-1-(5,7-dihydroxy-2,2-dimethyl-3,4-dihydrochromen-8-yl)-2-methylbutan-1-one
• InChI: InChI=1S/C16H22O4/c1-5-9(2)14(19)13-12(18)8-11(17)10-6-7-16(3,4)20-15(10)13/h8-9,17-18H,5-7H2,1-4H3/t9-/m1/s1
• InChI Key: CMUZZFCPJQEXNM-SECBINFHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34 g/mol
• Exact Mass: 278.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.43
• 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	+	0.9749	97.49%
Caco-2	+	0.8347	83.47%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7320	73.20%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8274	82.74%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8888	88.88%
P-glycoprotein inhibitior	-	0.9055	90.55%
P-glycoprotein substrate	-	0.8318	83.18%
CYP3A4 substrate	+	0.5061	50.61%
CYP2C9 substrate	+	0.5969	59.69%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.5343	53.43%
CYP2C9 inhibition	-	0.6462	64.62%
CYP2C19 inhibition	-	0.6880	68.80%
CYP2D6 inhibition	-	0.8463	84.63%
CYP1A2 inhibition	+	0.7484	74.84%
CYP2C8 inhibition	-	0.7517	75.17%
CYP inhibitory promiscuity	-	0.5085	50.85%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7088	70.88%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.4873	48.73%
Skin irritation	-	0.7065	70.65%
Skin corrosion	-	0.8801	88.01%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5325	53.25%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5726	57.26%
skin sensitisation	-	0.7788	77.88%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8034	80.34%
Acute Oral Toxicity (c)	III	0.6874	68.74%
Estrogen receptor binding	+	0.8262	82.62%
Androgen receptor binding	+	0.6019	60.19%
Thyroid receptor binding	+	0.6421	64.21%
Glucocorticoid receptor binding	+	0.7743	77.43%
Aromatase binding	-	0.7036	70.36%
PPAR gamma	+	0.5381	53.81%
Honey bee toxicity	-	0.9335	93.35%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9489	94.89%

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	99.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.17%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.92%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.31%	94.45%
CHEMBL236	P41143	Delta opioid receptor	88.81%	99.35%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.20%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.08%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.40%	97.25%
CHEMBL4208	P20618	Proteasome component C5	83.06%	90.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.84%	96.38%
CHEMBL3401	O75469	Pregnane X receptor	82.50%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.17%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.41%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.24%	95.56%

Plants that contains it

• Helichrysum platypterum

Cross-Links

• PubChem: 163013756
• LOTUS: LTS0012950
• wikiData: Q104965241