1-[(2S)-2-(hydroxymethyl)-8-methoxy-2-methylchromen-6-yl]ethanone

Details

• Internal ID: a4303e94-b5e6-4b86-a9e7-060a47df1f93
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 1-[(2S)-2-(hydroxymethyl)-8-methoxy-2-methylchromen-6-yl]ethanone
• SMILES (Canonical): CC(=O)C1=CC2=C(C(=C1)OC)OC(C=C2)(C)CO
• SMILES (Isomeric): CC(=O)C1=CC2=C(C(=C1)OC)O[C@](C=C2)(C)CO
• InChI: InChI=1S/C14H16O4/c1-9(16)11-6-10-4-5-14(2,8-15)18-13(10)12(7-11)17-3/h4-7,15H,8H2,1-3H3/t14-/m0/s1
• InChI Key: BGLSNKBXOCURCJ-AWEZNQCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.27 g/mol
• Exact Mass: 248.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9845	98.45%
Caco-2	+	0.6076	60.76%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7087	70.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8818	88.18%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6095	60.95%
P-glycoprotein inhibitior	-	0.9433	94.33%
P-glycoprotein substrate	-	0.7738	77.38%
CYP3A4 substrate	+	0.5697	56.97%
CYP2C9 substrate	-	0.5979	59.79%
CYP2D6 substrate	-	0.7840	78.40%
CYP3A4 inhibition	+	0.7088	70.88%
CYP2C9 inhibition	-	0.7169	71.69%
CYP2C19 inhibition	+	0.5429	54.29%
CYP2D6 inhibition	-	0.8082	80.82%
CYP1A2 inhibition	+	0.6119	61.19%
CYP2C8 inhibition	+	0.4790	47.90%
CYP inhibitory promiscuity	-	0.5320	53.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6410	64.10%
Eye corrosion	-	0.9803	98.03%
Eye irritation	+	0.5629	56.29%
Skin irritation	-	0.8147	81.47%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5876	58.76%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5460	54.60%
skin sensitisation	-	0.7229	72.29%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4772	47.72%
Acute Oral Toxicity (c)	III	0.5049	50.49%
Estrogen receptor binding	-	0.5923	59.23%
Androgen receptor binding	-	0.7538	75.38%
Thyroid receptor binding	-	0.6933	69.33%
Glucocorticoid receptor binding	-	0.5417	54.17%
Aromatase binding	+	0.5385	53.85%
PPAR gamma	-	0.5308	53.08%
Honey bee toxicity	-	0.8962	89.62%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6733	67.33%
Fish aquatic toxicity	+	0.6653	66.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.71%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.61%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.06%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.10%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.81%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.87%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	86.64%	90.20%
CHEMBL4208	P20618	Proteasome component C5	85.58%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.54%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.81%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.46%	91.07%

Plants that contains it

• Ageratina riparia

Cross-Links

• PubChem: 162966699
• LOTUS: LTS0127584
• wikiData: Q104935611