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

Details

• Internal ID: 0bcae945-0d84-426b-af22-e7d617490184
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: [(9S,10S)-9-hydroxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 3-methylbut-2-enoate
• SMILES (Canonical): CC(=CC(=O)OC1C(C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)O)C
• SMILES (Isomeric): CC(=CC(=O)O[C@@H]1[C@@H](C(OC2=C1C3=C(C=C2)C=CC(=O)O3)(C)C)O)C
• InChI: InChI=1S/C19H20O6/c1-10(2)9-14(21)24-17-15-12(25-19(3,4)18(17)22)7-5-11-6-8-13(20)23-16(11)15/h5-9,17-18,22H,1-4H3/t17-,18-/m0/s1
• InChI Key: GMUHTEZABYSJJU-ROUUACIJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 6
• 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	+	0.9787	97.87%
Caco-2	+	0.6714	67.14%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7681	76.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9323	93.23%
OATP1B3 inhibitior	+	0.9097	90.97%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6483	64.83%
P-glycoprotein inhibitior	+	0.6599	65.99%
P-glycoprotein substrate	-	0.7670	76.70%
CYP3A4 substrate	+	0.5588	55.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.6050	60.50%
CYP2C9 inhibition	-	0.6223	62.23%
CYP2C19 inhibition	+	0.5765	57.65%
CYP2D6 inhibition	-	0.8845	88.45%
CYP1A2 inhibition	-	0.7732	77.32%
CYP2C8 inhibition	-	0.5873	58.73%
CYP inhibitory promiscuity	-	0.5680	56.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.5004	50.04%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9300	93.00%
Skin irritation	-	0.7210	72.10%
Skin corrosion	-	0.9583	95.83%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6689	66.89%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.7170	71.70%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5961	59.61%
Acute Oral Toxicity (c)	III	0.7355	73.55%
Estrogen receptor binding	+	0.7512	75.12%
Androgen receptor binding	+	0.6961	69.61%
Thyroid receptor binding	-	0.5164	51.64%
Glucocorticoid receptor binding	+	0.6913	69.13%
Aromatase binding	+	0.5415	54.15%
PPAR gamma	+	0.6288	62.88%
Honey bee toxicity	-	0.6997	69.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9934	99.34%

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	98.73%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.46%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.37%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.61%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.67%	85.30%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.41%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.69%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.87%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.33%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.59%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	81.45%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.42%	86.33%

Plants that contains it

• Peucedanum japonicum

Cross-Links

• PubChem: 51669197
• LOTUS: LTS0009882
• wikiData: Q105012172