14-Methyl-9,13-dioxa-5-azatetracyclo[8.8.0.02,7.012,17]octadeca-1,3,6,10,12(17),14-hexaene-8,16,18-trione

Details

• Internal ID: 08d9a363-f056-4374-beb5-92098bce6364
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Linear pyranocoumarins
• IUPAC Name: 14-methyl-9,13-dioxa-5-azatetracyclo[8.8.0.02,7.012,17]octadeca-1,3,6,10,12(17),14-hexaene-8,16,18-trione
• SMILES (Canonical): CC1=CC(=O)C2=C(O1)C=C3C(=C4C=CNC=C4C(=O)O3)C2=O
• SMILES (Isomeric): CC1=CC(=O)C2=C(O1)C=C3C(=C4C=CNC=C4C(=O)O3)C2=O
• InChI: InChI=1S/C16H9NO5/c1-7-4-10(18)14-12(21-7)5-11-13(15(14)19)8-2-3-17-6-9(8)16(20)22-11/h2-6,17H,1H3
• InChI Key: JTMSAVQTVBHKAP-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₉NO₅
• Molecular Weight: 295.25 g/mol
• Exact Mass: 295.04807239 g/mol
• Topological Polar Surface Area (TPSA): 81.70 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	+	0.6504	65.04%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5585	55.85%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.9568	95.68%
OATP1B3 inhibitior	+	0.9810	98.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5922	59.22%
P-glycoprotein inhibitior	-	0.7289	72.89%
P-glycoprotein substrate	-	0.7123	71.23%
CYP3A4 substrate	-	0.5362	53.62%
CYP2C9 substrate	-	0.6141	61.41%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.5324	53.24%
CYP2C9 inhibition	-	0.8874	88.74%
CYP2C19 inhibition	-	0.8685	86.85%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	+	0.7482	74.82%
CYP2C8 inhibition	-	0.8785	87.85%
CYP inhibitory promiscuity	-	0.8498	84.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5312	53.12%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.8980	89.80%
Skin irritation	-	0.7142	71.42%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	+	0.6182	61.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.4394	43.94%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8958	89.58%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6417	64.17%
Acute Oral Toxicity (c)	III	0.7158	71.58%
Estrogen receptor binding	+	0.8168	81.68%
Androgen receptor binding	+	0.8222	82.22%
Thyroid receptor binding	+	0.5214	52.14%
Glucocorticoid receptor binding	+	0.8379	83.79%
Aromatase binding	+	0.6916	69.16%
PPAR gamma	+	0.6883	68.83%
Honey bee toxicity	-	0.9223	92.23%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.4129	41.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	94.26%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.08%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.90%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.97%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	92.58%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.37%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.42%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.03%	94.45%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	84.15%	85.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.67%	91.11%
CHEMBL2535	P11166	Glucose transporter	80.34%	98.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.11%	96.67%

Plants that contains it

• Schumanniophyton magnificum
• Schumanniophyton problematicum

Cross-Links

• PubChem: 13892290
• LOTUS: LTS0172004
• wikiData: Q104391389