6-(Hydroxyacetyl)-2,2-dimethyl-2H-1-benzopyran

Details

• Internal ID: be485afe-03a5-492c-87f7-111040cd4ea4
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 1-(2,2-dimethylchromen-6-yl)-2-hydroxyethanone
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC(=C2)C(=O)CO)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC(=C2)C(=O)CO)C
• InChI: InChI=1S/C13H14O3/c1-13(2)6-5-10-7-9(11(15)8-14)3-4-12(10)16-13/h3-7,14H,8H2,1-2H3
• InChI Key: JGIIGTJEQMRDLG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₃
• Molecular Weight: 218.25 g/mol
• Exact Mass: 218.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.8394	83.94%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8091	80.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9299	92.99%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5960	59.60%
P-glycoprotein inhibitior	-	0.9596	95.96%
P-glycoprotein substrate	-	0.8201	82.01%
CYP3A4 substrate	-	0.5129	51.29%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.7828	78.28%
CYP3A4 inhibition	-	0.6062	60.62%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.5692	56.92%
CYP2D6 inhibition	-	0.8367	83.67%
CYP1A2 inhibition	+	0.7399	73.99%
CYP2C8 inhibition	-	0.5991	59.91%
CYP inhibitory promiscuity	+	0.6674	66.74%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6854	68.54%
Eye corrosion	-	0.9695	96.95%
Eye irritation	+	0.7830	78.30%
Skin irritation	-	0.6823	68.23%
Skin corrosion	-	0.9124	91.24%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6422	64.22%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	-	0.5268	52.68%
skin sensitisation	+	0.5556	55.56%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.6437	64.37%
Acute Oral Toxicity (c)	III	0.6608	66.08%
Estrogen receptor binding	+	0.6330	63.30%
Androgen receptor binding	-	0.6505	65.05%
Thyroid receptor binding	-	0.6347	63.47%
Glucocorticoid receptor binding	-	0.5594	55.94%
Aromatase binding	+	0.6215	62.15%
PPAR gamma	-	0.5180	51.80%
Honey bee toxicity	-	0.9735	97.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.6546	65.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4208	P20618	Proteasome component C5	93.65%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.22%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.65%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.58%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.94%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.99%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	81.12%	94.73%

Plants that contains it

• Calea jamaicensis
• Pyrrosia davidii

Cross-Links

• PubChem: 86091752
• NPASS: NPC30006
• LOTUS: LTS0247228
• wikiData: Q105127406