Junosmarin

Details

• Internal ID: 8dc55a9f-025d-4d29-817a-fc81aa41dc67
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: (10-hydroxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl) 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC1C(C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)O
• SMILES (Isomeric): CC(C)CC(=O)OC1C(C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)O
• InChI: InChI=1S/C19H22O6/c1-10(2)9-14(21)24-18-16(22)15-12(25-19(18,3)4)7-5-11-6-8-13(20)23-17(11)15/h5-8,10,16,18,22H,9H2,1-4H3
• InChI Key: GWZZKJQYTUFZHD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEBI:175388
• (10-hydroxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-]chromen-9-yl) 3-methylbutanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9425	94.25%
Caco-2	+	0.7384	73.84%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7551	75.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	+	0.8882	88.82%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7258	72.58%
P-glycoprotein inhibitior	+	0.6465	64.65%
P-glycoprotein substrate	-	0.7524	75.24%
CYP3A4 substrate	+	0.5613	56.13%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8245	82.45%
CYP3A4 inhibition	-	0.8355	83.55%
CYP2C9 inhibition	-	0.7969	79.69%
CYP2C19 inhibition	-	0.8905	89.05%
CYP2D6 inhibition	-	0.9158	91.58%
CYP1A2 inhibition	-	0.7787	77.87%
CYP2C8 inhibition	-	0.6968	69.68%
CYP inhibitory promiscuity	-	0.9084	90.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5483	54.83%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8582	85.82%
Skin irritation	-	0.8247	82.47%
Skin corrosion	-	0.9503	95.03%
Ames mutagenesis	-	0.5528	55.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4086	40.86%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8354	83.54%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5743	57.43%
Acute Oral Toxicity (c)	III	0.6930	69.30%
Estrogen receptor binding	+	0.8519	85.19%
Androgen receptor binding	+	0.6540	65.40%
Thyroid receptor binding	+	0.5426	54.26%
Glucocorticoid receptor binding	+	0.7148	71.48%
Aromatase binding	+	0.6342	63.42%
PPAR gamma	-	0.5528	55.28%
Honey bee toxicity	-	0.8383	83.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9745	97.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.09%	83.82%
CHEMBL2581	P07339	Cathepsin D	98.00%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.93%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.53%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.25%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.82%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.51%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.40%	90.71%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.79%	95.71%
CHEMBL2996	Q05655	Protein kinase C delta	81.67%	97.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.32%	94.00%

Plants that contains it

• Citrus × aurantium
• Citrus trifoliata

Cross-Links

• PubChem: 14055878
• LOTUS: LTS0194327
• wikiData: Q104167554