(2R)-1-(5,7-dihydroxy-2,2,6-trimethylchromen-8-yl)-2-methylbutan-1-one

Details

• Internal ID: e5910e6c-8cbb-4763-b8e6-f02548b916ff
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: (2R)-1-(5,7-dihydroxy-2,2,6-trimethylchromen-8-yl)-2-methylbutan-1-one
• SMILES (Canonical): CCC(C)C(=O)C1=C(C(=C(C2=C1OC(C=C2)(C)C)O)C)O
• SMILES (Isomeric): CC[C@@H](C)C(=O)C1=C(C(=C(C2=C1OC(C=C2)(C)C)O)C)O
• InChI: InChI=1S/C17H22O4/c1-6-9(2)13(18)12-15(20)10(3)14(19)11-7-8-17(4,5)21-16(11)12/h7-9,19-20H,6H2,1-5H3/t9-/m1/s1
• InChI Key: NXEGYWQVFNLISF-SECBINFHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.82
• 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	+	0.9839	98.39%
Caco-2	+	0.8718	87.18%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6202	62.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3746	37.46%
OATP1B3 inhibitior	+	0.9622	96.22%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4785	47.85%
P-glycoprotein inhibitior	-	0.8840	88.40%
P-glycoprotein substrate	-	0.7572	75.72%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8144	81.44%
CYP3A4 inhibition	-	0.5160	51.60%
CYP2C9 inhibition	+	0.7377	73.77%
CYP2C19 inhibition	+	0.6558	65.58%
CYP2D6 inhibition	-	0.8316	83.16%
CYP1A2 inhibition	+	0.8809	88.09%
CYP2C8 inhibition	-	0.7437	74.37%
CYP inhibitory promiscuity	+	0.8196	81.96%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6303	63.03%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.5110	51.10%
Skin irritation	-	0.7065	70.65%
Skin corrosion	-	0.8924	89.24%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5278	52.78%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.6069	60.69%
skin sensitisation	-	0.6018	60.18%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8249	82.49%
Acute Oral Toxicity (c)	III	0.6653	66.53%
Estrogen receptor binding	+	0.9277	92.77%
Androgen receptor binding	-	0.5348	53.48%
Thyroid receptor binding	+	0.6892	68.92%
Glucocorticoid receptor binding	+	0.8076	80.76%
Aromatase binding	-	0.5715	57.15%
PPAR gamma	+	0.7621	76.21%
Honey bee toxicity	-	0.9617	96.17%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9829	98.29%

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	94.84%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.18%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.60%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.44%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.52%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.17%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.09%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.42%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.75%	90.00%

Plants that contains it

• Hypericum revolutum

Cross-Links

• PubChem: 162861800
• LOTUS: LTS0047953
• wikiData: Q105187137