[(9R,10R)-9-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 2-methylbutanoate

Details

• Internal ID: aeeccc73-b3be-4bf4-9ac2-5ccd2edd833b
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: [(9R,10R)-9-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-10-yl] 2-methylbutanoate
• InChI: InChI=1S/C21H24O7/c1-6-11(2)20(24)27-18-16-14(28-21(4,5)19(18)25-12(3)22)9-7-13-8-10-15(23)26-17(13)16/h7-11,18-19H,6H2,1-5H3/t11?,18-,19-/m1/s1
• InChI Key: CVCGZZMJIGSWHX-CDDDFZJFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₇
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.15220310 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9762	97.62%
Caco-2	+	0.7027	70.27%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6175	61.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9151	91.51%
OATP1B3 inhibitior	+	0.9569	95.69%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8491	84.91%
P-glycoprotein inhibitior	+	0.8363	83.63%
P-glycoprotein substrate	-	0.7777	77.77%
CYP3A4 substrate	+	0.5689	56.89%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.8398	83.98%
CYP3A4 inhibition	-	0.7073	70.73%
CYP2C9 inhibition	-	0.5931	59.31%
CYP2C19 inhibition	-	0.6430	64.30%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.5172	51.72%
CYP2C8 inhibition	-	0.5685	56.85%
CYP inhibitory promiscuity	-	0.6447	64.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5592	55.92%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9238	92.38%
Skin irritation	-	0.8416	84.16%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8245	82.45%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6197	61.97%
skin sensitisation	-	0.8166	81.66%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6086	60.86%
Acute Oral Toxicity (c)	III	0.7684	76.84%
Estrogen receptor binding	+	0.8063	80.63%
Androgen receptor binding	+	0.7296	72.96%
Thyroid receptor binding	-	0.5327	53.27%
Glucocorticoid receptor binding	+	0.7733	77.33%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5723	57.23%
Honey bee toxicity	-	0.8036	80.36%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
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
CHEMBL2581	P07339	Cathepsin D	98.09%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.08%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.81%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.47%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.86%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.84%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.86%	94.00%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	84.87%	92.26%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.69%	92.62%
CHEMBL2996	Q05655	Protein kinase C delta	84.47%	97.79%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.40%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.44%	99.23%

Plants that contains it

• Angelica tenuisecta var. furcijuga

Cross-Links

• PubChem: 10068841
• NPASS: NPC476455
• ChEMBL: CHEMBL68513