(2R)-1-(5,7-dihydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)-2-methylbutan-1-one

Details

• Internal ID: 6e46cc9e-b910-4f05-95a6-f205d94cf531
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: (2R)-1-(5,7-dihydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl)-2-methylbutan-1-one
• InChI: InChI=1S/C16H22O4/c1-5-9(2)14(18)13-11(17)8-12-10(15(13)19)6-7-16(3,4)20-12/h8-9,17,19H,5-7H2,1-4H3/t9-/m1/s1
• InChI Key: XTUDXGKSAKSSTA-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	+	0.7896	78.96%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7320	73.20%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8200	82.00%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7542	75.42%
P-glycoprotein inhibitior	-	0.9168	91.68%
P-glycoprotein substrate	-	0.8719	87.19%
CYP3A4 substrate	-	0.5108	51.08%
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	-	0.7459	74.59%
CYP inhibitory promiscuity	-	0.5085	50.85%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7088	70.88%
Eye corrosion	-	0.9876	98.76%
Eye irritation	+	0.6525	65.25%
Skin irritation	-	0.7065	70.65%
Skin corrosion	-	0.8801	88.01%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5445	54.45%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5674	56.74%
skin sensitisation	-	0.7788	77.88%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8797	87.97%
Acute Oral Toxicity (c)	III	0.6874	68.74%
Estrogen receptor binding	+	0.8669	86.69%
Androgen receptor binding	-	0.4866	48.66%
Thyroid receptor binding	+	0.5997	59.97%
Glucocorticoid receptor binding	+	0.8179	81.79%
Aromatase binding	-	0.5675	56.75%
PPAR gamma	+	0.8456	84.56%
Honey bee toxicity	-	0.9412	94.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
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	99.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.80%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.58%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.77%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.07%	89.00%
CHEMBL236	P41143	Delta opioid receptor	86.70%	99.35%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.93%	96.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.71%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.08%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.41%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.36%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	80.90%	94.73%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.88%	89.50%
CHEMBL233	P35372	Mu opioid receptor	80.12%	97.93%

Plants that contains it

• Helichrysum platypterum

Cross-Links

• PubChem: 162870961
• LOTUS: LTS0248811
• wikiData: Q105341925