3,3',4,4'-Tetra-O-methylellagic acid

Details

• Internal ID: f5aa61a4-1d85-43eb-9562-9ea6a31fb55f
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 6,7,13,14-tetramethoxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione
• SMILES (Canonical): COC1=C(C2=C3C(=C1)C(=O)OC4=C3C(=CC(=C4OC)OC)C(=O)O2)OC
• SMILES (Isomeric): COC1=C(C2=C3C(=C1)C(=O)OC4=C3C(=CC(=C4OC)OC)C(=O)O2)OC
• InChI: InChI=1S/C18H14O8/c1-21-9-5-7-11-12-8(18(20)25-15(11)13(9)23-3)6-10(22-2)14(24-4)16(12)26-17(7)19/h5-6H,1-4H3
• InChI Key: UPDMQTYYPHMZOD-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

• AKOS016023683
• 3,3',4,4'-Tetra-O-methylellagic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9605	96.05%
Caco-2	+	0.7937	79.37%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6022	60.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9651	96.51%
OATP1B3 inhibitior	+	0.9791	97.91%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6146	61.46%
P-glycoprotein inhibitior	+	0.5823	58.23%
P-glycoprotein substrate	-	0.9485	94.85%
CYP3A4 substrate	-	0.6039	60.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8151	81.51%
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	-	0.8067	80.67%
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	+	0.7139	71.39%
Skin irritation	-	0.7788	77.88%
Skin corrosion	-	0.9775	97.75%
Ames mutagenesis	+	0.5836	58.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4508	45.08%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9209	92.09%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7678	76.78%
Acute Oral Toxicity (c)	II	0.6522	65.22%
Estrogen receptor binding	+	0.8029	80.29%
Androgen receptor binding	+	0.5702	57.02%
Thyroid receptor binding	+	0.6174	61.74%
Glucocorticoid receptor binding	+	0.7568	75.68%
Aromatase binding	+	0.7406	74.06%
PPAR gamma	+	0.6529	65.29%
Honey bee toxicity	-	0.8481	84.81%
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	95.29%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.92%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.50%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.98%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.98%	89.00%
CHEMBL2535	P11166	Glucose transporter	85.22%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.08%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.21%	89.34%

Plants that contains it

• Cupressus pendula
• Laguncularia racemosa
• Rhabdodendron macrophyllum
• Terminalia ivorensis

Cross-Links

• PubChem: 12313147
• NPASS: NPC203252
• LOTUS: LTS0131814
• wikiData: Q105276727