(2R,3R)-2,3,9-trimethyl-3-[[(2S)-4-methyl-5-oxo-2H-furan-2-yl]methyl]-2H-furo[3,2-c]chromen-4-one

Details

• Internal ID: 5363d0b7-3d82-41ca-868d-187546fa8da4
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: (2R,3R)-2,3,9-trimethyl-3-[[(2S)-4-methyl-5-oxo-2H-furan-2-yl]methyl]-2H-furo[3,2-c]chromen-4-one
• InChI: InChI=1S/C20H20O5/c1-10-6-5-7-14-15(10)17-16(19(22)25-14)20(4,12(3)23-17)9-13-8-11(2)18(21)24-13/h5-8,12-13H,9H2,1-4H3/t12-,13-,20+/m1/s1
• InChI Key: FUFWOZXBFXQBAK-IZDJOXEWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.40
• 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	+	0.9939	99.39%
Caco-2	+	0.6996	69.96%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6911	69.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8636	86.36%
OATP1B3 inhibitior	+	0.9191	91.91%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7249	72.49%
P-glycoprotein inhibitior	+	0.5809	58.09%
P-glycoprotein substrate	-	0.5913	59.13%
CYP3A4 substrate	+	0.6155	61.55%
CYP2C9 substrate	-	0.5903	59.03%
CYP2D6 substrate	-	0.8642	86.42%
CYP3A4 inhibition	-	0.5890	58.90%
CYP2C9 inhibition	-	0.5712	57.12%
CYP2C19 inhibition	-	0.6332	63.32%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.5092	50.92%
CYP2C8 inhibition	-	0.6613	66.13%
CYP inhibitory promiscuity	+	0.5756	57.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4391	43.91%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9095	90.95%
Skin irritation	-	0.6608	66.08%
Skin corrosion	-	0.8938	89.38%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4026	40.26%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6254	62.54%
skin sensitisation	-	0.6774	67.74%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7034	70.34%
Acute Oral Toxicity (c)	III	0.4160	41.60%
Estrogen receptor binding	+	0.8954	89.54%
Androgen receptor binding	+	0.5935	59.35%
Thyroid receptor binding	-	0.6920	69.20%
Glucocorticoid receptor binding	+	0.6304	63.04%
Aromatase binding	+	0.6192	61.92%
PPAR gamma	+	0.8276	82.76%
Honey bee toxicity	-	0.8321	83.21%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9974	99.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.30%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.24%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.69%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.54%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.17%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.17%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.04%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.29%	94.80%
CHEMBL1907	P15144	Aminopeptidase N	81.32%	93.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.55%	86.33%

Plants that contains it

• Ethulia vernonioides

Cross-Links

• PubChem: 90662387
• LOTUS: LTS0093808
• wikiData: Q105001678