Decursitin D

Details

• Internal ID: 5e712359-6cbb-4964-ae2e-22564595bedd
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Linear pyranocoumarins
• IUPAC Name: [(3R,4R)-3-hydroxy-2,2-dimethyl-8-oxo-3,4-dihydropyrano[3,2-g]chromen-4-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C19H20O6/c1-5-10(2)18(22)24-16-12-8-11-6-7-15(20)23-13(11)9-14(12)25-19(3,4)17(16)21/h5-9,16-17,21H,1-4H3/b10-5-/t16-,17-/m1/s1
• InChI Key: AESJNSAMTDSWJU-RQJZHBNNSA-N
• Popularity: 4 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: 2.60
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 245446-61-1
• [(3R,4R)-3-hydroxy-2,2-dimethyl-8-oxo-3,4-dihydropyrano[3,2-g]chromen-4-yl] (Z)-2-methylbut-2-enoate
• FS-8141

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9787	97.87%
Caco-2	+	0.8325	83.25%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7681	76.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8992	89.92%
OATP1B3 inhibitior	+	0.9097	90.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6639	66.39%
P-glycoprotein inhibitior	+	0.6252	62.52%
P-glycoprotein substrate	-	0.7171	71.71%
CYP3A4 substrate	+	0.6000	60.00%
CYP2C9 substrate	-	0.6340	63.40%
CYP2D6 substrate	-	0.8595	85.95%
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	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.5680	56.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.5004	50.04%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9380	93.80%
Skin irritation	-	0.7210	72.10%
Skin corrosion	-	0.9583	95.83%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7192	71.92%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.7170	71.70%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5462	54.62%
Acute Oral Toxicity (c)	III	0.7355	73.55%
Estrogen receptor binding	+	0.7077	70.77%
Androgen receptor binding	+	0.5544	55.44%
Thyroid receptor binding	+	0.5419	54.19%
Glucocorticoid receptor binding	+	0.7586	75.86%
Aromatase binding	+	0.5238	52.38%
PPAR gamma	+	0.5710	57.10%
Honey bee toxicity	-	0.7291	72.91%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.22%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.28%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.21%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.63%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.60%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.20%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.18%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.96%	85.30%
CHEMBL3401	O75469	Pregnane X receptor	84.23%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.95%	95.56%

Plants that contains it

• Angelica decursiva

Cross-Links

• PubChem: 122169319
• LOTUS: LTS0120216
• wikiData: Q104910518