9-Methoxy-15-methylidene-3,11,13-trioxatetracyclo[8.6.0.02,7.012,16]hexadeca-1,5,7,9-tetraen-4-one

Details

• Internal ID: 1e418f86-fd61-4069-bf0c-7b193c3f24fb
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Difurocoumarins
• IUPAC Name: 9-methoxy-15-methylidene-3,11,13-trioxatetracyclo[8.6.0.02,7.012,16]hexadeca-1,5,7,9-tetraen-4-one
• SMILES (Canonical): COC1=C2C(=C3C(=C1)C=CC(=O)O3)C4C(O2)OCC4=C
• SMILES (Isomeric): COC1=C2C(=C3C(=C1)C=CC(=O)O3)C4C(O2)OCC4=C
• InChI: InChI=1S/C15H12O5/c1-7-6-18-15-11(7)12-13-8(3-4-10(16)19-13)5-9(17-2)14(12)20-15/h3-5,11,15H,1,6H2,2H3
• InChI Key: IDDJLWFUDAQMQK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.06847348 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

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	+	0.6587	65.87%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7347	73.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9296	92.96%
OATP1B3 inhibitior	+	0.9694	96.94%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5460	54.60%
P-glycoprotein inhibitior	-	0.5873	58.73%
P-glycoprotein substrate	-	0.7714	77.14%
CYP3A4 substrate	+	0.5213	52.13%
CYP2C9 substrate	-	0.6661	66.61%
CYP2D6 substrate	-	0.8373	83.73%
CYP3A4 inhibition	+	0.9216	92.16%
CYP2C9 inhibition	+	0.7616	76.16%
CYP2C19 inhibition	+	0.9623	96.23%
CYP2D6 inhibition	+	0.5223	52.23%
CYP1A2 inhibition	+	0.8937	89.37%
CYP2C8 inhibition	+	0.4681	46.81%
CYP inhibitory promiscuity	+	0.9385	93.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5300	53.00%
Eye corrosion	-	0.9519	95.19%
Eye irritation	-	0.8394	83.94%
Skin irritation	-	0.7328	73.28%
Skin corrosion	-	0.9620	96.20%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6602	66.02%
Micronuclear	+	0.7774	77.74%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.5051	50.51%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7697	76.97%
Acute Oral Toxicity (c)	II	0.4222	42.22%
Estrogen receptor binding	+	0.8183	81.83%
Androgen receptor binding	+	0.7772	77.72%
Thyroid receptor binding	+	0.5599	55.99%
Glucocorticoid receptor binding	+	0.6930	69.30%
Aromatase binding	+	0.6933	69.33%
PPAR gamma	+	0.6838	68.38%
Honey bee toxicity	-	0.7513	75.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9840	98.40%

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	94.47%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.85%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.33%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	88.25%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.75%	91.11%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.66%	94.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.21%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.19%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.31%	89.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.09%	90.71%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.39%	96.00%
CHEMBL2535	P11166	Glucose transporter	81.23%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.74%	93.99%

Plants that contains it

• Micromelum minutum

Cross-Links

• PubChem: 162921042
• LOTUS: LTS0218092
• wikiData: Q105111283