6-[(1S)-1-hydroxyethyl]-2,2-dimethyl-3H-chromen-4-one

Details

• Internal ID: 7c6bdd9b-d1f2-4cea-b03f-d14f23eb95d9
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 6-[(1S)-1-hydroxyethyl]-2,2-dimethyl-3H-chromen-4-one
• SMILES (Canonical): CC(C1=CC2=C(C=C1)OC(CC2=O)(C)C)O
• SMILES (Isomeric): C[C@@H](C1=CC2=C(C=C1)OC(CC2=O)(C)C)O
• InChI: InChI=1S/C13H16O3/c1-8(14)9-4-5-12-10(6-9)11(15)7-13(2,3)16-12/h4-6,8,14H,7H2,1-3H3/t8-/m0/s1
• InChI Key: PXOSMMQRWXMSBG-QMMMGPOBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.26 g/mol
• Exact Mass: 220.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.8352	83.52%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7617	76.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9325	93.25%
OATP1B3 inhibitior	+	0.9893	98.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9244	92.44%
P-glycoprotein inhibitior	-	0.9574	95.74%
P-glycoprotein substrate	-	0.9128	91.28%
CYP3A4 substrate	-	0.5893	58.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6591	65.91%
CYP3A4 inhibition	-	0.8947	89.47%
CYP2C9 inhibition	-	0.6451	64.51%
CYP2C19 inhibition	-	0.5338	53.38%
CYP2D6 inhibition	-	0.8455	84.55%
CYP1A2 inhibition	+	0.8282	82.82%
CYP2C8 inhibition	-	0.9720	97.20%
CYP inhibitory promiscuity	-	0.8580	85.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5709	57.09%
Eye corrosion	-	0.9603	96.03%
Eye irritation	+	0.8378	83.78%
Skin irritation	-	0.6407	64.07%
Skin corrosion	-	0.9323	93.23%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7129	71.29%
Micronuclear	-	0.5782	57.82%
Hepatotoxicity	-	0.6334	63.34%
skin sensitisation	-	0.6471	64.71%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5273	52.73%
Acute Oral Toxicity (c)	III	0.7417	74.17%
Estrogen receptor binding	-	0.7528	75.28%
Androgen receptor binding	-	0.7454	74.54%
Thyroid receptor binding	-	0.5432	54.32%
Glucocorticoid receptor binding	-	0.7792	77.92%
Aromatase binding	-	0.8529	85.29%
PPAR gamma	-	0.7670	76.70%
Honey bee toxicity	-	0.7966	79.66%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8018	80.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.23%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.42%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.34%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.40%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.20%	95.56%
CHEMBL4208	P20618	Proteasome component C5	89.60%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.24%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.86%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.46%	96.77%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.72%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.06%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.39%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.46%	90.71%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.23%	90.24%
CHEMBL3401	O75469	Pregnane X receptor	80.06%	94.73%

Plants that contains it

• Artemisia campestris
• Trichogonia grazielae

Cross-Links

• PubChem: 163002795
• LOTUS: LTS0110409
• wikiData: Q105216297