8-methoxy-7-[3-[[(2R)-4-methyl-5-oxo-2H-furan-2-yl]methyl]-2-oxobut-3-enoxy]chromen-2-one

Details

• Internal ID: ed885aac-7931-40df-afa5-c749bf22283c
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-methoxy-7-[3-[[(2R)-4-methyl-5-oxo-2H-furan-2-yl]methyl]-2-oxobut-3-enoxy]chromen-2-one
• SMILES (Canonical): CC1=CC(OC1=O)CC(=C)C(=O)COC2=C(C3=C(C=C2)C=CC(=O)O3)OC
• SMILES (Isomeric): CC1=C[C@H](OC1=O)CC(=C)C(=O)COC2=C(C3=C(C=C2)C=CC(=O)O3)OC
• InChI: InChI=1S/C20H18O7/c1-11(8-14-9-12(2)20(23)26-14)15(21)10-25-16-6-4-13-5-7-17(22)27-18(13)19(16)24-3/h4-7,9,14H,1,8,10H2,2-3H3/t14-/m1/s1
• InChI Key: FSKCJIHWNQOKFL-CQSZACIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₇
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.10525291 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	-	0.5679	56.79%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8021	80.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9003	90.03%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7402	74.02%
P-glycoprotein inhibitior	+	0.7477	74.77%
P-glycoprotein substrate	-	0.6407	64.07%
CYP3A4 substrate	+	0.5718	57.18%
CYP2C9 substrate	-	0.6033	60.33%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	+	0.8931	89.31%
CYP2C9 inhibition	+	0.5635	56.35%
CYP2C19 inhibition	+	0.8822	88.22%
CYP2D6 inhibition	-	0.8897	88.97%
CYP1A2 inhibition	+	0.5262	52.62%
CYP2C8 inhibition	+	0.5859	58.59%
CYP inhibitory promiscuity	+	0.8846	88.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.8940	89.40%
Skin irritation	-	0.8035	80.35%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	-	0.6537	65.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7547	75.47%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	+	0.7302	73.02%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6161	61.61%
Acute Oral Toxicity (c)	III	0.3845	38.45%
Estrogen receptor binding	+	0.6672	66.72%
Androgen receptor binding	+	0.7529	75.29%
Thyroid receptor binding	-	0.6206	62.06%
Glucocorticoid receptor binding	+	0.7896	78.96%
Aromatase binding	-	0.5264	52.64%
PPAR gamma	+	0.5537	55.37%
Honey bee toxicity	-	0.8704	87.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9953	99.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.20%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.56%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.65%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.13%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.76%	96.95%
CHEMBL2535	P11166	Glucose transporter	88.21%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.30%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.13%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	82.38%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.18%	97.21%
CHEMBL4208	P20618	Proteasome component C5	80.01%	90.00%

Plants that contains it

• Clausena anisum-olens

Cross-Links

• PubChem: 162989179
• LOTUS: LTS0009983
• wikiData: Q105000692