5-hydroxy-7-methoxy-2-methyl-6-(3-methylbut-2-enyloxy)-4H-chromen-4-one

Details

• Internal ID: 0d911e53-2b81-4b76-82e1-5904f2c6e07f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5-hydroxy-7-methoxy-2-methyl-6-(3-methylbut-2-enoxy)chromen-4-one
• SMILES (Canonical): CC1=CC(=O)C2=C(C(=C(C=C2O1)OC)OCC=C(C)C)O
• SMILES (Isomeric): CC1=CC(=O)C2=C(C(=C(C=C2O1)OC)OCC=C(C)C)O
• InChI: InChI=1S/C16H18O5/c1-9(2)5-6-20-16-13(19-4)8-12-14(15(16)18)11(17)7-10(3)21-12/h5,7-8,18H,6H2,1-4H3
• InChI Key: JZYOYHBIFAROBY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• BDBM50338668
• 5-hydroxy-7-methoxy-2-methyl-6-(3-methylbut-2-enyloxy)-4H-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	+	0.9216	92.16%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7477	74.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9259	92.59%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6065	60.65%
P-glycoprotein inhibitior	-	0.5326	53.26%
P-glycoprotein substrate	-	0.7290	72.90%
CYP3A4 substrate	+	0.5632	56.32%
CYP2C9 substrate	-	0.6279	62.79%
CYP2D6 substrate	-	0.8428	84.28%
CYP3A4 inhibition	-	0.6900	69.00%
CYP2C9 inhibition	+	0.7439	74.39%
CYP2C19 inhibition	+	0.9437	94.37%
CYP2D6 inhibition	+	0.5692	56.92%
CYP1A2 inhibition	+	0.9546	95.46%
CYP2C8 inhibition	+	0.4781	47.81%
CYP inhibitory promiscuity	+	0.8407	84.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7721	77.21%
Eye corrosion	-	0.9875	98.75%
Eye irritation	+	0.7392	73.92%
Skin irritation	-	0.7703	77.03%
Skin corrosion	-	0.9667	96.67%
Ames mutagenesis	-	0.5864	58.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4218	42.18%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8067	80.67%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7699	76.99%
Acute Oral Toxicity (c)	III	0.6479	64.79%
Estrogen receptor binding	+	0.5635	56.35%
Androgen receptor binding	+	0.5255	52.55%
Thyroid receptor binding	+	0.5377	53.77%
Glucocorticoid receptor binding	+	0.7032	70.32%
Aromatase binding	+	0.6217	62.17%
PPAR gamma	+	0.8132	81.32%
Honey bee toxicity	-	0.8551	85.51%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9823	98.23%

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	98.34%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.23%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	96.07%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.73%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.33%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.75%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.61%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.13%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.34%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.92%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.90%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	81.36%	94.75%

Plants that contains it

• Skimmia laureola

Cross-Links

• PubChem: 13845711
• LOTUS: LTS0097255
• wikiData: Q105137727