3-O-Methylellagic acid 4-O-rhamnoside

Details

• Internal ID: d2b021d6-aabd-4acf-aaae-85c2d305357e
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 6,7-dihydroxy-14-methoxy-13-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-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): CC1C(C(C(C(O1)OC2=C(C3=C4C(=C2)C(=O)OC5=C4C(=CC(=C5O)O)C(=O)O3)OC)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(C3=C4C(=C2)C(=O)OC5=C4C(=CC(=C5O)O)C(=O)O3)OC)O)O)O
• InChI: InChI=1S/C21H18O12/c1-5-12(23)14(25)15(26)21(30-5)31-9-4-7-11-10-6(19(27)33-18(11)16(9)29-2)3-8(22)13(24)17(10)32-20(7)28/h3-5,12,14-15,21-26H,1-2H3/t5-,12-,14+,15+,21-/m0/s1
• InChI Key: LPXGCZRQLILWOH-UKZWKHHHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₁₂
• Molecular Weight: 462.40 g/mol
• Exact Mass: 462.07982601 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.12
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• 3-O-Methylellagic acid 4-O-rhamnoside
• 639089-97-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6411	64.11%
Caco-2	-	0.7630	76.30%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5663	56.63%
OATP2B1 inhibitior	-	0.5618	56.18%
OATP1B1 inhibitior	+	0.9122	91.22%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5950	59.50%
P-glycoprotein inhibitior	-	0.6482	64.82%
P-glycoprotein substrate	-	0.6664	66.64%
CYP3A4 substrate	+	0.5576	55.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8548	85.48%
CYP3A4 inhibition	-	0.8030	80.30%
CYP2C9 inhibition	-	0.9573	95.73%
CYP2C19 inhibition	-	0.9156	91.56%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	-	0.7124	71.24%
CYP2C8 inhibition	-	0.5630	56.30%
CYP inhibitory promiscuity	-	0.8470	84.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6386	63.86%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.9258	92.58%
Skin irritation	-	0.7067	70.67%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	+	0.5299	52.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.4726	47.26%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9047	90.47%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9431	94.31%
Acute Oral Toxicity (c)	III	0.5324	53.24%
Estrogen receptor binding	+	0.7337	73.37%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8273	82.73%
Aromatase binding	-	0.5349	53.49%
PPAR gamma	+	0.6648	66.48%
Honey bee toxicity	-	0.8499	84.99%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5249	52.49%
Fish aquatic toxicity	+	0.9219	92.19%

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	99.78%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.99%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.39%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.83%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.85%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	89.20%	91.49%
CHEMBL2581	P07339	Cathepsin D	84.54%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.34%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.71%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.66%	92.94%
CHEMBL3194	P02766	Transthyretin	83.65%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.78%	97.36%
CHEMBL2535	P11166	Glucose transporter	81.99%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.47%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	81.29%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.43%	90.71%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.10%	97.31%

Plants that contains it

• Aglaia elaeagnoidea
• Albertisia papuana
• Aristolochia littoralis
• Artemisia biennis
• Astragalus asper
• Astragalus gummifer
• Aulacomnium androgynum
• Cardiospermum halicacabum
• Centaurea nigrescens
• Cirsium japonicum
• Coreopsis fasciculata
• Cosmos pringlei
• Crepis foetida
• Crinum viviparum
• Cuphea carthagenensis
• Dahlstedtia araripensis
• Daphnopsis macrophylla
• Derris trifoliata
• Dioscorea althaeoides
• Dioscoreophyllum cumminsii
• Dorstenia lindeniana
• Drimia maritima
• Erigeron canadensis
• Erythrina sacleuxii
• Euphorbia segetalis
• Ficus salicifolia
• Garcinia celebica
• Gardneria nutans
• Glycyrrhiza lepidota
• Lafoensia glyptocarpa
• Lonchocarpus parviflorus
• Magnolia sprengeri
• Melaleuca ericifolia
• Osteophloeum platyspermum
• Ozoroa insignis
• Parastrephia lepidophylla
• Penstemon secundiflorus
• Phedimus kamtschaticus
• Phlogacanthus thyrsiformis
• Phytolacca acinosa
• Piper arboreum
• Pouzolzia occidentalis
• Punica granatum
• Ruta microcarpa
• Selinum carvifolium
• Sidastrum multiflorum
• Syncolostemon parviflorus
• Taraxacum bicorne
• Thuja plicata
• Triglochin maritima
• Urtica triangularis
• Valeriana fedtschenkoi
• Zanthoxylum schreberi

Cross-Links

• PubChem: 16720461
• NPASS: NPC289196
• LOTUS: LTS0062273
• wikiData: Q105155388