5-Hydroxy-8-(2-hydroxy-3-methylbut-3-enyl)-7-methoxy-2-methylchromen-4-one

Details

• Internal ID: 3c899463-3349-4cc5-8c58-cdf9b5350464
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5-hydroxy-8-(2-hydroxy-3-methylbut-3-enyl)-7-methoxy-2-methylchromen-4-one
• SMILES (Canonical): CC1=CC(=O)C2=C(O1)C(=C(C=C2O)OC)CC(C(=C)C)O
• SMILES (Isomeric): CC1=CC(=O)C2=C(O1)C(=C(C=C2O)OC)CC(C(=C)C)O
• InChI: InChI=1S/C16H18O5/c1-8(2)11(17)6-10-14(20-4)7-13(19)15-12(18)5-9(3)21-16(10)15/h5,7,11,17,19H,1,6H2,2-4H3
• InChI Key: HPHRKLAQYUCXBZ-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): 76.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	+	0.6845	68.45%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6080	60.80%
OATP2B1 inhibitior	-	0.7185	71.85%
OATP1B1 inhibitior	+	0.9017	90.17%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5685	56.85%
P-glycoprotein inhibitior	-	0.7119	71.19%
P-glycoprotein substrate	-	0.7528	75.28%
CYP3A4 substrate	+	0.5559	55.59%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.7986	79.86%
CYP3A4 inhibition	-	0.6172	61.72%
CYP2C9 inhibition	-	0.7065	70.65%
CYP2C19 inhibition	+	0.6336	63.36%
CYP2D6 inhibition	-	0.7448	74.48%
CYP1A2 inhibition	+	0.7593	75.93%
CYP2C8 inhibition	-	0.6534	65.34%
CYP inhibitory promiscuity	+	0.6951	69.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.7016	70.16%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.5676	56.76%
Skin irritation	-	0.7558	75.58%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	-	0.5964	59.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4887	48.87%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7616	76.16%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5864	58.64%
Acute Oral Toxicity (c)	III	0.5228	52.28%
Estrogen receptor binding	+	0.6338	63.38%
Androgen receptor binding	-	0.5550	55.50%
Thyroid receptor binding	+	0.6560	65.60%
Glucocorticoid receptor binding	+	0.6528	65.28%
Aromatase binding	+	0.6338	63.38%
PPAR gamma	+	0.8627	86.27%
Honey bee toxicity	-	0.7481	74.81%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9784	97.84%

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	96.85%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.45%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.42%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.41%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.31%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.75%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.75%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.70%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.55%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.27%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.40%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.52%	97.21%
CHEMBL1255126	O15151	Protein Mdm4	81.39%	90.20%
CHEMBL1937	Q92769	Histone deacetylase 2	81.37%	94.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.59%	95.50%

Plants that contains it

• Harrisonia perforata

Cross-Links

• PubChem: 11623431
• LOTUS: LTS0217718
• wikiData: Q105031704