3,5-Dimethyl-7-hydroxy-4,6-dimethoxycoumarin

Details

• Internal ID: b59167d0-77bc-4d55-8215-bb6c9781e8c0
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 7-hydroxy-4,6-dimethoxy-3,5-dimethylchromen-2-one
• SMILES (Canonical): CC1=C(C(=CC2=C1C(=C(C(=O)O2)C)OC)O)OC
• SMILES (Isomeric): CC1=C(C(=CC2=C1C(=C(C(=O)O2)C)OC)O)OC
• InChI: InChI=1S/C13H14O5/c1-6-10-9(5-8(14)11(6)16-3)18-13(15)7(2)12(10)17-4/h5,14H,1-4H3
• InChI Key: JDWCELFUWNCGKW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₅
• Molecular Weight: 250.25 g/mol
• Exact Mass: 250.08412354 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9602	96.02%
Caco-2	+	0.7563	75.63%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6514	65.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9359	93.59%
OATP1B3 inhibitior	+	0.9611	96.11%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9193	91.93%
P-glycoprotein inhibitior	-	0.8238	82.38%
P-glycoprotein substrate	-	0.9556	95.56%
CYP3A4 substrate	-	0.5650	56.50%
CYP2C9 substrate	-	0.6417	64.17%
CYP2D6 substrate	-	0.8446	84.46%
CYP3A4 inhibition	-	0.8520	85.20%
CYP2C9 inhibition	-	0.9867	98.67%
CYP2C19 inhibition	-	0.9199	91.99%
CYP2D6 inhibition	-	0.9293	92.93%
CYP1A2 inhibition	+	0.8260	82.60%
CYP2C8 inhibition	-	0.8542	85.42%
CYP inhibitory promiscuity	-	0.7249	72.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5526	55.26%
Eye corrosion	-	0.9701	97.01%
Eye irritation	+	0.9104	91.04%
Skin irritation	-	0.6961	69.61%
Skin corrosion	-	0.9873	98.73%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5975	59.75%
Micronuclear	+	0.8459	84.59%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9463	94.63%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8274	82.74%
Acute Oral Toxicity (c)	II	0.6827	68.27%
Estrogen receptor binding	+	0.8189	81.89%
Androgen receptor binding	-	0.5802	58.02%
Thyroid receptor binding	-	0.6147	61.47%
Glucocorticoid receptor binding	-	0.5525	55.25%
Aromatase binding	+	0.6236	62.36%
PPAR gamma	+	0.6456	64.56%
Honey bee toxicity	-	0.9184	91.84%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9186	91.86%

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	97.13%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.34%	94.00%
CHEMBL4040	P28482	MAP kinase ERK2	89.64%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.35%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.27%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	86.50%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.95%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.19%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.80%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.64%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.93%	99.23%
CHEMBL2581	P07339	Cathepsin D	82.31%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.55%	99.17%

Plants that contains it

• Clutia abyssinica

Cross-Links

• PubChem: 14804146
• LOTUS: LTS0049214
• wikiData: Q105125811