8-Hydroxy-7-methoxy-5,6-bis(3-methylbut-2-enyl)chromen-2-one

Details

• Internal ID: 1cee8e72-e135-4d8b-b35c-104fe3c4970e
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 8-hydroxy-7-methoxy-5,6-bis(3-methylbut-2-enyl)chromen-2-one
• SMILES (Canonical): CC(=CCC1=C2C=CC(=O)OC2=C(C(=C1CC=C(C)C)OC)O)C
• SMILES (Isomeric): CC(=CCC1=C2C=CC(=O)OC2=C(C(=C1CC=C(C)C)OC)O)C
• InChI: InChI=1S/C20H24O4/c1-12(2)6-8-14-15(9-7-13(3)4)19(23-5)18(22)20-16(14)10-11-17(21)24-20/h6-7,10-11,22H,8-9H2,1-5H3
• InChI Key: QIWDMSGXFPDXDD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.52
• H-Bond Acceptor: 4
• 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	+	0.9701	97.01%
Caco-2	+	0.8554	85.54%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7016	70.16%
OATP2B1 inhibitior	-	0.5799	57.99%
OATP1B1 inhibitior	+	0.8603	86.03%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7461	74.61%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.8504	85.04%
CYP3A4 substrate	-	0.5334	53.34%
CYP2C9 substrate	-	0.6172	61.72%
CYP2D6 substrate	-	0.8048	80.48%
CYP3A4 inhibition	-	0.7401	74.01%
CYP2C9 inhibition	+	0.5801	58.01%
CYP2C19 inhibition	+	0.8522	85.22%
CYP2D6 inhibition	-	0.5918	59.18%
CYP1A2 inhibition	+	0.7630	76.30%
CYP2C8 inhibition	-	0.6903	69.03%
CYP inhibitory promiscuity	+	0.7421	74.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6327	63.27%
Eye corrosion	-	0.9890	98.90%
Eye irritation	+	0.5492	54.92%
Skin irritation	-	0.7473	74.73%
Skin corrosion	-	0.9673	96.73%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4181	41.81%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.8206	82.06%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8898	88.98%
Acute Oral Toxicity (c)	III	0.6093	60.93%
Estrogen receptor binding	+	0.8673	86.73%
Androgen receptor binding	+	0.5714	57.14%
Thyroid receptor binding	-	0.4915	49.15%
Glucocorticoid receptor binding	+	0.7722	77.22%
Aromatase binding	+	0.7574	75.74%
PPAR gamma	+	0.8684	86.84%
Honey bee toxicity	-	0.8873	88.73%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9966	99.66%

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	99.00%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.60%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.68%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.59%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.06%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	88.49%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.86%	94.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.57%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.54%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.89%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.08%	99.17%

Plants that contains it

• Brosimum parinarioides
• Brosimum rubescens

Cross-Links

• PubChem: 162905505
• LOTUS: LTS0223123
• wikiData: Q104195870