8-(2-Hydroxy-3-methylbut-3-enyl)-5,7-dimethoxy-2-methylchromen-4-one

Details

• Internal ID: 3c85482d-d69a-4cef-8a93-ce84e99610b0
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 8-(2-hydroxy-3-methylbut-3-enyl)-5,7-dimethoxy-2-methylchromen-4-one
• SMILES (Canonical): CC1=CC(=O)C2=C(C=C(C(=C2O1)CC(C(=C)C)O)OC)OC
• SMILES (Isomeric): CC1=CC(=O)C2=C(C=C(C(=C2O1)CC(C(=C)C)O)OC)OC
• InChI: InChI=1S/C17H20O5/c1-9(2)12(18)7-11-14(20-4)8-15(21-5)16-13(19)6-10(3)22-17(11)16/h6,8,12,18H,1,7H2,2-5H3
• InChI Key: CCDUJEDQZIORPS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.60
• 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	+	0.9927	99.27%
Caco-2	+	0.7579	75.79%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5853	58.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8959	89.59%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5753	57.53%
P-glycoprotein inhibitior	-	0.6488	64.88%
P-glycoprotein substrate	-	0.7829	78.29%
CYP3A4 substrate	+	0.5350	53.50%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.7774	77.74%
CYP3A4 inhibition	-	0.5588	55.88%
CYP2C9 inhibition	-	0.8268	82.68%
CYP2C19 inhibition	+	0.6355	63.55%
CYP2D6 inhibition	-	0.8431	84.31%
CYP1A2 inhibition	+	0.7146	71.46%
CYP2C8 inhibition	-	0.7191	71.91%
CYP inhibitory promiscuity	+	0.6217	62.17%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.7313	73.13%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.7353	73.53%
Skin irritation	-	0.7420	74.20%
Skin corrosion	-	0.9647	96.47%
Ames mutagenesis	-	0.5964	59.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.3708	37.08%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.7566	75.66%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6294	62.94%
Acute Oral Toxicity (c)	III	0.4918	49.18%
Estrogen receptor binding	+	0.6121	61.21%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6273	62.73%
Glucocorticoid receptor binding	+	0.5722	57.22%
Aromatase binding	+	0.5577	55.77%
PPAR gamma	+	0.8416	84.16%
Honey bee toxicity	-	0.7272	72.72%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9772	97.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.80%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.10%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.05%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.17%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	92.17%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.48%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.32%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.06%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.93%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.39%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.29%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.68%	96.95%
CHEMBL1255126	O15151	Protein Mdm4	80.58%	90.20%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.31%	89.34%

Plants that contains it

• Harrisonia perforata

Cross-Links

• PubChem: 15280397
• LOTUS: LTS0070468
• wikiData: Q104953184