[(9S)-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-h]chromen-9-yl] 3-methylbut-2-enoate

Details

• Internal ID: e7b4faf7-6a2b-4c49-a0c8-f61822b4f222
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: [(9S)-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-h]chromen-9-yl] 3-methylbut-2-enoate
• SMILES (Canonical): CC(=CC(=O)OC1CC2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)C
• SMILES (Isomeric): CC(=CC(=O)O[C@H]1CC2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)C
• InChI: InChI=1S/C19H20O5/c1-11(2)9-17(21)22-15-10-13-14(24-19(15,3)4)7-5-12-6-8-16(20)23-18(12)13/h5-9,15H,10H2,1-4H3/t15-/m0/s1
• InChI Key: TUNHPCYKZAZELC-HNNXBMFYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₅
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.13107373 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.7627	76.27%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7068	70.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9453	94.53%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7373	73.73%
P-glycoprotein inhibitior	+	0.6568	65.68%
P-glycoprotein substrate	-	0.7860	78.60%
CYP3A4 substrate	+	0.5799	57.99%
CYP2C9 substrate	-	0.6104	61.04%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	+	0.5082	50.82%
CYP2C9 inhibition	-	0.8135	81.35%
CYP2C19 inhibition	+	0.6252	62.52%
CYP2D6 inhibition	-	0.8222	82.22%
CYP1A2 inhibition	-	0.5883	58.83%
CYP2C8 inhibition	-	0.5757	57.57%
CYP inhibitory promiscuity	-	0.5089	50.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5296	52.96%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8283	82.83%
Skin irritation	-	0.7419	74.19%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6957	69.57%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.6607	66.07%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6436	64.36%
Acute Oral Toxicity (c)	III	0.7246	72.46%
Estrogen receptor binding	+	0.8803	88.03%
Androgen receptor binding	+	0.7238	72.38%
Thyroid receptor binding	-	0.5112	51.12%
Glucocorticoid receptor binding	+	0.6319	63.19%
Aromatase binding	-	0.5601	56.01%
PPAR gamma	+	0.6167	61.67%
Honey bee toxicity	-	0.6636	66.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	97.09%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.94%	94.45%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	95.78%	85.30%
CHEMBL2581	P07339	Cathepsin D	93.03%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	91.43%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.67%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.06%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.64%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.04%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.92%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.41%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.32%	100.00%

Plants that contains it

• Peucedanum japonicum

Cross-Links

• PubChem: 101049705
• LOTUS: LTS0122135
• wikiData: Q105264875