[(1R)-1-hydroxy-1-(7-methoxy-2-oxochromen-6-yl)-3-methylbut-2-en-2-yl] acetate

Details

• Internal ID: f857d215-12ac-494e-a472-2133818b827d
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: [(1R)-1-hydroxy-1-(7-methoxy-2-oxochromen-6-yl)-3-methylbut-2-en-2-yl] acetate
• SMILES (Canonical): CC(=C(C(C1=C(C=C2C(=C1)C=CC(=O)O2)OC)O)OC(=O)C)C
• SMILES (Isomeric): CC(=C([C@@H](C1=C(C=C2C(=C1)C=CC(=O)O2)OC)O)OC(=O)C)C
• InChI: InChI=1S/C17H18O6/c1-9(2)17(22-10(3)18)16(20)12-7-11-5-6-15(19)23-13(11)8-14(12)21-4/h5-8,16,20H,1-4H3/t16-/m1/s1
• InChI Key: OXKWFUOLSXUVHF-MRXNPFEDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9790	97.90%
Caco-2	+	0.7333	73.33%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7091	70.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9154	91.54%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6731	67.31%
P-glycoprotein inhibitior	+	0.6318	63.18%
P-glycoprotein substrate	-	0.6774	67.74%
CYP3A4 substrate	-	0.5190	51.90%
CYP2C9 substrate	-	0.8156	81.56%
CYP2D6 substrate	-	0.8414	84.14%
CYP3A4 inhibition	-	0.7636	76.36%
CYP2C9 inhibition	-	0.7000	70.00%
CYP2C19 inhibition	+	0.6680	66.80%
CYP2D6 inhibition	-	0.8407	84.07%
CYP1A2 inhibition	+	0.6099	60.99%
CYP2C8 inhibition	-	0.7607	76.07%
CYP inhibitory promiscuity	+	0.5276	52.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4698	46.98%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.7457	74.57%
Skin irritation	-	0.7426	74.26%
Skin corrosion	-	0.9764	97.64%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6239	62.39%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8304	83.04%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4707	47.07%
Acute Oral Toxicity (c)	III	0.5374	53.74%
Estrogen receptor binding	+	0.8323	83.23%
Androgen receptor binding	-	0.5377	53.77%
Thyroid receptor binding	-	0.6026	60.26%
Glucocorticoid receptor binding	+	0.6776	67.76%
Aromatase binding	+	0.6554	65.54%
PPAR gamma	+	0.6454	64.54%
Honey bee toxicity	-	0.9030	90.30%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9894	98.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.66%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.38%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.56%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.24%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.10%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.85%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.79%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.01%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.22%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.63%	99.23%
CHEMBL2535	P11166	Glucose transporter	82.10%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.32%	96.00%

Plants that contains it

• Boenninghausenia albiflora

Cross-Links

• PubChem: 163031064
• LOTUS: LTS0234122
• wikiData: Q105202761