4,4'-Di-O-methylellagic acid

Details

• Internal ID: c14b2491-edf6-45a9-b621-00f7e4604b87
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 7,14-dihydroxy-6,13-dimethoxy-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(=C4O)OC)C(=O)O2)O
• SMILES (Isomeric): COC1=C(C2=C3C(=C1)C(=O)OC4=C3C(=CC(=C4O)OC)C(=O)O2)O
• InChI: InChI=1S/C16H10O8/c1-21-7-3-5-9-10-6(16(20)23-13(9)11(7)17)4-8(22-2)12(18)14(10)24-15(5)19/h3-4,17-18H,1-2H3
• InChI Key: UMWZIZVOUZTAPW-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀O₈
• Molecular Weight: 330.24 g/mol
• Exact Mass: 330.03756727 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 3374-77-4
• 7,14-dihydroxy-6,13-dimethoxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione
• 3,8-Dihydroxy-2,7-dimethoxychromeno[5,4,3-cde]chromene-5,10-dione
• starbld0001929
• CHEMBL4128101
• AKOS037645630
• AS-6189
• 3,8-Dihydroxy-2,7-dimethoxy[1]benzopyrano[5,4,3-cde][1]benzopyran-5,10-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8832	88.32%
Caco-2	-	0.5386	53.86%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7440	74.40%
OATP2B1 inhibitior	-	0.7093	70.93%
OATP1B1 inhibitior	+	0.9204	92.04%
OATP1B3 inhibitior	+	0.9152	91.52%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8415	84.15%
P-glycoprotein inhibitior	-	0.6208	62.08%
P-glycoprotein substrate	-	0.9224	92.24%
CYP3A4 substrate	-	0.5914	59.14%
CYP2C9 substrate	-	0.8431	84.31%
CYP2D6 substrate	-	0.8139	81.39%
CYP3A4 inhibition	-	0.8982	89.82%
CYP2C9 inhibition	-	0.8122	81.22%
CYP2C19 inhibition	-	0.8385	83.85%
CYP2D6 inhibition	-	0.8697	86.97%
CYP1A2 inhibition	-	0.6108	61.08%
CYP2C8 inhibition	-	0.7872	78.72%
CYP inhibitory promiscuity	-	0.7917	79.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5821	58.21%
Eye corrosion	-	0.9801	98.01%
Eye irritation	+	0.8769	87.69%
Skin irritation	-	0.7024	70.24%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	+	0.5736	57.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.7722	77.22%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5177	51.77%
skin sensitisation	-	0.9288	92.88%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8517	85.17%
Acute Oral Toxicity (c)	III	0.4751	47.51%
Estrogen receptor binding	+	0.7173	71.73%
Androgen receptor binding	+	0.5543	55.43%
Thyroid receptor binding	-	0.5582	55.82%
Glucocorticoid receptor binding	+	0.8275	82.75%
Aromatase binding	+	0.6698	66.98%
PPAR gamma	+	0.7339	73.39%
Honey bee toxicity	-	0.8962	89.62%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5449	54.49%
Fish aquatic toxicity	+	0.9270	92.70%

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	98.90%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.11%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.81%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.96%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.17%	86.33%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	86.22%	98.11%
CHEMBL2581	P07339	Cathepsin D	85.60%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.20%	94.45%
CHEMBL2535	P11166	Glucose transporter	82.02%	98.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.20%	94.42%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.29%	89.34%

Plants that contains it

• Aframomum limbatum
• Aglaia elaeagnoidea
• Andrographis paniculata
• Aristolochia littoralis
• Aristolochia zollingeriana
• Astragalus gummifer
• Balanophora involucrata
• Bartramia pomiformis
• Beilschmiedia anacardioides
• Cardiospermum halicacabum
• Cedrus libani
• Centaurea nigrescens
• Cephalaria kotschyi
• Cerinthe minor
• Cirsium japonicum
• Coreopsis fasciculata
• Craspidospermum verticillatum
• Crepis foetida
• Crinum viviparum
• Cuphea carthagenensis
• Dioscorea japonica
• Dioscoreophyllum cumminsii
• Dipentodon sinicus
• Dorstenia lindeniana
• Ehretia dicksonii
• Erigeron canadensis
• Euphorbia segetalis
• Garcinia celebica
• Hypericum ascyron
• Ixeris stolonifera
• Jacobaea renardii
• Khaya ivorensis
• Khaya senegalensis
• Lagerstroemia speciosa
• Larix gmelinii var. gmelinii
• Lotus japonicus
• Lupinus verbasciformis
• Mallotus japonicus
• Melaleuca rhaphiophylla
• Ozoroa insignis
• Parastrephia lepidophylla
• Penstemon secundiflorus
• Persicaria hydropiper
• Phedimus kamtschaticus
• Phlogacanthus thyrsiformis
• Phytolacca acinosa
• Piper arboreum
• Pouzolzia occidentalis
• Punica granatum
• Ruta microcarpa
• Selinum carvifolium
• Senna siamea
• Sextonia rubra
• Sidastrum multiflorum
• Syncolostemon parviflorus
• Thuja plicata
• Triaenophora rupestris
• Triglochin maritima
• Urtica triangularis
• Virola multinervia
• Zanthoxylum schreberi

Cross-Links

• PubChem: 11580745
• NPASS: NPC183200
• LOTUS: LTS0210764
• wikiData: Q105275796