6-(3-Hydroxy-2-methoxy-3-methylbutyl)-7-methoxychromen-2-one

Details

• Internal ID: 34eb2343-14cb-4644-a9ff-0fd2ebe006fe
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 6-(3-hydroxy-2-methoxy-3-methylbutyl)-7-methoxychromen-2-one
• SMILES (Canonical): CC(C)(C(CC1=C(C=C2C(=C1)C=CC(=O)O2)OC)OC)O
• SMILES (Isomeric): CC(C)(C(CC1=C(C=C2C(=C1)C=CC(=O)O2)OC)OC)O
• InChI: InChI=1S/C16H20O5/c1-16(2,18)14(20-4)8-11-7-10-5-6-15(17)21-13(10)9-12(11)19-3/h5-7,9,14,18H,8H2,1-4H3
• InChI Key: BJKLRKFULSVNGY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₅
• Molecular Weight: 292.33 g/mol
• Exact Mass: 292.13107373 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9781	97.81%
Caco-2	+	0.8274	82.74%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6939	69.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9093	90.93%
OATP1B3 inhibitior	+	0.8763	87.63%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4560	45.60%
P-glycoprotein inhibitior	-	0.8557	85.57%
P-glycoprotein substrate	-	0.7587	75.87%
CYP3A4 substrate	-	0.5376	53.76%
CYP2C9 substrate	-	0.6435	64.35%
CYP2D6 substrate	-	0.8110	81.10%
CYP3A4 inhibition	-	0.8758	87.58%
CYP2C9 inhibition	-	0.8275	82.75%
CYP2C19 inhibition	-	0.7743	77.43%
CYP2D6 inhibition	-	0.9184	91.84%
CYP1A2 inhibition	+	0.5262	52.62%
CYP2C8 inhibition	-	0.7714	77.14%
CYP inhibitory promiscuity	-	0.8723	87.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6476	64.76%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8628	86.28%
Skin irritation	-	0.7827	78.27%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	-	0.6037	60.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4324	43.24%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5016	50.16%
skin sensitisation	-	0.8752	87.52%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4817	48.17%
Acute Oral Toxicity (c)	III	0.6502	65.02%
Estrogen receptor binding	+	0.8020	80.20%
Androgen receptor binding	-	0.5346	53.46%
Thyroid receptor binding	-	0.5353	53.53%
Glucocorticoid receptor binding	+	0.6069	60.69%
Aromatase binding	+	0.6993	69.93%
PPAR gamma	+	0.8583	85.83%
Honey bee toxicity	-	0.8529	85.29%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5651	56.51%
Fish aquatic toxicity	+	0.9480	94.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.45%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.78%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.45%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.62%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.61%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.13%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.10%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.76%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.63%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.91%	89.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.52%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.27%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.09%	85.14%

Plants that contains it

• Skimmia laureola

Cross-Links

• PubChem: 162970298
• LOTUS: LTS0243003
• wikiData: Q104937143