3-(1,1-Dimethylprop-2-enyl)-7,8-dihydroxy-6-methoxychromen-2-one

Details

• Internal ID: 6cbdaca6-7c7c-4226-a955-ca448e24f776
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7,8-dihydroxycoumarins
• IUPAC Name: 7,8-dihydroxy-6-methoxy-3-(2-methylbut-3-en-2-yl)chromen-2-one
• InChI: InChI=1S/C15H16O5/c1-5-15(2,3)9-6-8-7-10(19-4)11(16)12(17)13(8)20-14(9)18/h5-7,16-17H,1H2,2-4H3
• InChI Key: DKHNSBVDPXUWGV-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 82667-98-9
• 7,8-dihydroxy-6-methoxy-3-(2-methylbut-3-en-2-yl)-2H-chromen-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9356	93.56%
Caco-2	+	0.5405	54.05%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6715	67.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8766	87.66%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8489	84.89%
P-glycoprotein inhibitior	-	0.7443	74.43%
P-glycoprotein substrate	-	0.8795	87.95%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8217	82.17%
CYP2D6 substrate	-	0.8431	84.31%
CYP3A4 inhibition	+	0.5078	50.78%
CYP2C9 inhibition	-	0.9121	91.21%
CYP2C19 inhibition	-	0.5981	59.81%
CYP2D6 inhibition	-	0.8688	86.88%
CYP1A2 inhibition	-	0.5595	55.95%
CYP2C8 inhibition	+	0.4768	47.68%
CYP inhibitory promiscuity	-	0.7339	73.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5140	51.40%
Eye corrosion	-	0.9857	98.57%
Eye irritation	+	0.7126	71.26%
Skin irritation	-	0.7516	75.16%
Skin corrosion	-	0.9309	93.09%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5803	58.03%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8184	81.84%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6984	69.84%
Acute Oral Toxicity (c)	III	0.5573	55.73%
Estrogen receptor binding	+	0.8447	84.47%
Androgen receptor binding	+	0.6451	64.51%
Thyroid receptor binding	+	0.6574	65.74%
Glucocorticoid receptor binding	+	0.8089	80.89%
Aromatase binding	+	0.8770	87.70%
PPAR gamma	+	0.7265	72.65%
Honey bee toxicity	-	0.8599	85.99%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9914	99.14%

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	97.96%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.14%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.67%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.04%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.82%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.73%	85.14%
CHEMBL2581	P07339	Cathepsin D	88.59%	98.95%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	88.40%	98.11%
CHEMBL3401	O75469	Pregnane X receptor	87.93%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.45%	80.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.50%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.72%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.36%	91.07%

Plants that contains it

• Haplophyllum obtusifolium

Cross-Links

• PubChem: 5416980
• LOTUS: LTS0036696
• wikiData: Q104983288