6-[(2R,3R,4R)-3-hydroxy-4-methoxy-4-methyl-5-oxooxolan-2-yl]-7-methoxychromen-2-one

Details

• Internal ID: e25c1afa-d6aa-4629-8bf5-580cc9e4b7a4
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 6-[(2R,3R,4R)-3-hydroxy-4-methoxy-4-methyl-5-oxooxolan-2-yl]-7-methoxychromen-2-one
• SMILES (Canonical): CC1(C(C(OC1=O)C2=C(C=C3C(=C2)C=CC(=O)O3)OC)O)OC
• SMILES (Isomeric): C[C@]1([C@@H]([C@H](OC1=O)C2=C(C=C3C(=C2)C=CC(=O)O3)OC)O)OC
• InChI: InChI=1S/C16H16O7/c1-16(21-3)14(18)13(23-15(16)19)9-6-8-4-5-12(17)22-10(8)7-11(9)20-2/h4-7,13-14,18H,1-3H3/t13-,14-,16-/m1/s1
• InChI Key: IUDMAMVHFAQEQG-IIAWOOMASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₇
• Molecular Weight: 320.29 g/mol
• Exact Mass: 320.08960285 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.17
• H-Bond Acceptor: 7
• 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	+	0.9673	96.73%
Caco-2	+	0.8081	80.81%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7810	78.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8801	88.01%
OATP1B3 inhibitior	+	0.8895	88.95%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6016	60.16%
P-glycoprotein inhibitior	-	0.5166	51.66%
P-glycoprotein substrate	-	0.7704	77.04%
CYP3A4 substrate	+	0.5783	57.83%
CYP2C9 substrate	-	0.6661	66.61%
CYP2D6 substrate	-	0.8185	81.85%
CYP3A4 inhibition	+	0.5900	59.00%
CYP2C9 inhibition	-	0.7758	77.58%
CYP2C19 inhibition	-	0.8611	86.11%
CYP2D6 inhibition	-	0.9229	92.29%
CYP1A2 inhibition	-	0.9022	90.22%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.6918	69.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.5026	50.26%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9369	93.69%
Skin irritation	-	0.7883	78.83%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5140	51.40%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9076	90.76%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.5566	55.66%
Acute Oral Toxicity (c)	II	0.4759	47.59%
Estrogen receptor binding	+	0.7652	76.52%
Androgen receptor binding	+	0.5362	53.62%
Thyroid receptor binding	-	0.6146	61.46%
Glucocorticoid receptor binding	+	0.6244	62.44%
Aromatase binding	+	0.5676	56.76%
PPAR gamma	+	0.6429	64.29%
Honey bee toxicity	-	0.8326	83.26%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5551	55.51%
Fish aquatic toxicity	+	0.9590	95.90%

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	94.78%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.76%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.66%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.51%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.45%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.87%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.28%	98.95%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.63%	94.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.99%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.83%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.57%	97.14%
CHEMBL1255126	O15151	Protein Mdm4	81.61%	90.20%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162913044
• LOTUS: LTS0117253
• wikiData: Q105120491