8-Hydroxy-6-(2-hydroxy-1-methoxy-3-methylbut-3-enyl)-7-methoxychromen-2-one

Details

• Internal ID: 007593d7-7a4e-4604-8b45-d5ec97f9fbf8
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 8-hydroxy-6-(2-hydroxy-1-methoxy-3-methylbut-3-enyl)-7-methoxychromen-2-one
• InChI: InChI=1S/C16H18O6/c1-8(2)12(18)15(20-3)10-7-9-5-6-11(17)22-14(9)13(19)16(10)21-4/h5-7,12,15,18-19H,1H2,2-4H3
• InChI Key: KDUAUVWQIGLOKP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₆
• Molecular Weight: 306.31 g/mol
• Exact Mass: 306.11033829 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9666	96.66%
Caco-2	+	0.6462	64.62%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5889	58.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9087	90.87%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5063	50.63%
P-glycoprotein inhibitior	-	0.6630	66.30%
P-glycoprotein substrate	-	0.8290	82.90%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6381	63.81%
CYP2D6 substrate	-	0.8175	81.75%
CYP3A4 inhibition	-	0.6049	60.49%
CYP2C9 inhibition	-	0.8513	85.13%
CYP2C19 inhibition	+	0.7546	75.46%
CYP2D6 inhibition	-	0.8508	85.08%
CYP1A2 inhibition	+	0.5698	56.98%
CYP2C8 inhibition	-	0.7180	71.80%
CYP inhibitory promiscuity	+	0.7194	71.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5137	51.37%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.8660	86.60%
Skin irritation	-	0.6980	69.80%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5450	54.50%
skin sensitisation	-	0.8153	81.53%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7366	73.66%
Acute Oral Toxicity (c)	II	0.5158	51.58%
Estrogen receptor binding	+	0.6920	69.20%
Androgen receptor binding	+	0.5533	55.33%
Thyroid receptor binding	+	0.5807	58.07%
Glucocorticoid receptor binding	+	0.7147	71.47%
Aromatase binding	+	0.6293	62.93%
PPAR gamma	+	0.6380	63.80%
Honey bee toxicity	-	0.8538	85.38%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9899	98.99%

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	95.09%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.16%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.19%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.13%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.02%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	85.68%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.56%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.32%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.96%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.59%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.30%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.54%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	80.15%	94.73%

Plants that contains it

• Fatoua villosa

Cross-Links

• PubChem: 75298135
• LOTUS: LTS0038774
• wikiData: Q105139393