5,7,13,14-Tetramethoxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4(16),5,7,11,13-hexaene-3,10-dione

Details

• Internal ID: 3b61ce3a-f2a0-4038-bb7d-c036fae96347
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 5,7,13,14-tetramethoxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4(16),5,7,11,13-hexaene-3,10-dione
• SMILES (Canonical): COC1=CC(=C2C3=C1C(=O)OC4=C3C(=CC(=C4OC)OC)C(=O)O2)OC
• SMILES (Isomeric): COC1=CC(=C2C3=C1C(=O)OC4=C3C(=CC(=C4OC)OC)C(=O)O2)OC
• InChI: InChI=1S/C18H14O8/c1-21-8-6-10(23-3)14-13-11-7(17(19)25-14)5-9(22-2)15(24-4)16(11)26-18(20)12(8)13/h5-6H,1-4H3
• InChI Key: AEKMVEAMGNTMOW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₈
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.06886740 g/mol
• Topological Polar Surface Area (TPSA): 89.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9605	96.05%
Caco-2	+	0.7266	72.66%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6022	60.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9416	94.16%
OATP1B3 inhibitior	+	0.9791	97.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6779	67.79%
P-glycoprotein inhibitior	+	0.6089	60.89%
P-glycoprotein substrate	-	0.8846	88.46%
CYP3A4 substrate	-	0.5395	53.95%
CYP2C9 substrate	-	0.8499	84.99%
CYP2D6 substrate	-	0.8317	83.17%
CYP3A4 inhibition	-	0.7889	78.89%
CYP2C9 inhibition	-	0.9821	98.21%
CYP2C19 inhibition	-	0.9108	91.08%
CYP2D6 inhibition	-	0.9536	95.36%
CYP1A2 inhibition	+	0.8466	84.66%
CYP2C8 inhibition	-	0.7262	72.62%
CYP inhibitory promiscuity	-	0.6658	66.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5113	51.13%
Eye corrosion	-	0.9680	96.80%
Eye irritation	+	0.6338	63.38%
Skin irritation	-	0.7788	77.88%
Skin corrosion	-	0.9775	97.75%
Ames mutagenesis	+	0.6236	62.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5582	55.82%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9209	92.09%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7723	77.23%
Acute Oral Toxicity (c)	II	0.6522	65.22%
Estrogen receptor binding	+	0.8158	81.58%
Androgen receptor binding	+	0.5978	59.78%
Thyroid receptor binding	+	0.6459	64.59%
Glucocorticoid receptor binding	+	0.7336	73.36%
Aromatase binding	+	0.7447	74.47%
PPAR gamma	+	0.6809	68.09%
Honey bee toxicity	-	0.8149	81.49%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9479	94.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.67%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.67%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.41%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.20%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.53%	86.33%
CHEMBL2535	P11166	Glucose transporter	83.17%	98.75%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.89%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.06%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.62%	93.99%

Plants that contains it

• Vatica affinis

Cross-Links

• PubChem: 162992818
• LOTUS: LTS0118748
• wikiData: Q104910114