1-[(3S)-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl]ethanone

Details

• Internal ID: c2b6e4c6-fb8d-4cc0-82ee-254f25e104d0
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 1-[(3S)-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-6-yl]ethanone
• SMILES (Canonical): CC(=O)C1=CC2=C(C=C1)OC(C(C2)O)(C)C
• SMILES (Isomeric): CC(=O)C1=CC2=C(C=C1)OC([C@H](C2)O)(C)C
• InChI: InChI=1S/C13H16O3/c1-8(14)9-4-5-11-10(6-9)7-12(15)13(2,3)16-11/h4-6,12,15H,7H2,1-3H3/t12-/m0/s1
• InChI Key: IRQRBOZPLBEYPS-LBPRGKRZSA-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: 1.60
• Atomic LogP (AlogP): 1.96
• 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	+	0.9972	99.72%
Caco-2	+	0.7730	77.30%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7269	72.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9181	91.81%
OATP1B3 inhibitior	+	0.9823	98.23%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9055	90.55%
P-glycoprotein inhibitior	-	0.9551	95.51%
P-glycoprotein substrate	-	0.8250	82.50%
CYP3A4 substrate	-	0.5078	50.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3703	37.03%
CYP3A4 inhibition	-	0.8720	87.20%
CYP2C9 inhibition	-	0.8950	89.50%
CYP2C19 inhibition	-	0.8072	80.72%
CYP2D6 inhibition	-	0.8519	85.19%
CYP1A2 inhibition	+	0.6917	69.17%
CYP2C8 inhibition	-	0.6962	69.62%
CYP inhibitory promiscuity	-	0.8940	89.40%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6355	63.55%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.7251	72.51%
Skin irritation	-	0.5174	51.74%
Skin corrosion	-	0.8856	88.56%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4665	46.65%
Micronuclear	-	0.6323	63.23%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.6354	63.54%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5995	59.95%
Acute Oral Toxicity (c)	III	0.7821	78.21%
Estrogen receptor binding	-	0.7564	75.64%
Androgen receptor binding	-	0.7067	70.67%
Thyroid receptor binding	-	0.6606	66.06%
Glucocorticoid receptor binding	-	0.6662	66.62%
Aromatase binding	-	0.7507	75.07%
PPAR gamma	-	0.5563	55.63%
Honey bee toxicity	-	0.9441	94.41%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6052	60.52%
Fish aquatic toxicity	+	0.8044	80.44%

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	97.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.56%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.48%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.72%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.00%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.67%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.45%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	83.54%	83.82%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.28%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.04%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.62%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.19%	90.00%

Plants that contains it

• Baccharis santelicis
• Helichrysum stoechas

Cross-Links

• PubChem: 144875170
• LOTUS: LTS0224916
• wikiData: Q105119034