15-Methylidene-3,11,13-trioxatetracyclo[8.6.0.02,7.012,16]hexadeca-1(10),2(7),5,8-tetraen-4-one

Details

• Internal ID: 54d58b47-6cf1-4ccb-97cd-e9c5de80881b
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Difurocoumarins
• IUPAC Name: 15-methylidene-3,11,13-trioxatetracyclo[8.6.0.02,7.012,16]hexadeca-1(10),2(7),5,8-tetraen-4-one
• SMILES (Canonical): C=C1COC2C1C3=C(O2)C=CC4=C3OC(=O)C=C4
• SMILES (Isomeric): C=C1COC2C1C3=C(O2)C=CC4=C3OC(=O)C=C4
• InChI: InChI=1S/C14H10O4/c1-7-6-16-14-11(7)12-9(17-14)4-2-8-3-5-10(15)18-13(8)12/h2-5,11,14H,1,6H2
• InChI Key: LBKZVXDBYGRCRP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₄
• Molecular Weight: 242.23 g/mol
• Exact Mass: 242.05790880 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.7258	72.58%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7187	71.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9402	94.02%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7682	76.82%
P-glycoprotein inhibitior	-	0.6943	69.43%
P-glycoprotein substrate	-	0.9015	90.15%
CYP3A4 substrate	-	0.5570	55.70%
CYP2C9 substrate	-	0.6594	65.94%
CYP2D6 substrate	-	0.8545	85.45%
CYP3A4 inhibition	+	0.8356	83.56%
CYP2C9 inhibition	+	0.8120	81.20%
CYP2C19 inhibition	+	0.8798	87.98%
CYP2D6 inhibition	-	0.5701	57.01%
CYP1A2 inhibition	+	0.8759	87.59%
CYP2C8 inhibition	-	0.7649	76.49%
CYP inhibitory promiscuity	+	0.8634	86.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6264	62.64%
Eye corrosion	-	0.9537	95.37%
Eye irritation	-	0.5963	59.63%
Skin irritation	-	0.5753	57.53%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6323	63.23%
Micronuclear	+	0.7874	78.74%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	+	0.4900	49.00%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6448	64.48%
Acute Oral Toxicity (c)	II	0.4833	48.33%
Estrogen receptor binding	+	0.7495	74.95%
Androgen receptor binding	+	0.7644	76.44%
Thyroid receptor binding	+	0.5338	53.38%
Glucocorticoid receptor binding	-	0.5738	57.38%
Aromatase binding	+	0.7750	77.50%
PPAR gamma	+	0.7096	70.96%
Honey bee toxicity	-	0.7563	75.63%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9930	99.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.58%	99.23%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	86.71%	88.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.67%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.22%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.75%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.02%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.87%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.30%	85.30%

Plants that contains it

• Micromelum minutum

Cross-Links

• PubChem: 44371733
• LOTUS: LTS0105033
• wikiData: Q105149424