Diellagic acid 4-rhamnosylglucopyranoside

Details

• Internal ID: dd9a64fe-9f43-4cb7-bca3-da17c714fb53
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 6-[[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-2-methyl-6-[(7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl)oxy]oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-7,13,14-trihydroxy-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)O)O)O)OC6C(C(C(C(O6)COC7=C(C8=C9C(=C7)C(=O)OC1=C9C(=CC(=C1O)O)C(=O)O8)O)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)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC7=C(C8=C9C(=C7)C(=O)OC1=C9C(=CC(=C1O)O)C(=O)O8)O)O)O)O
• InChI: InChI=1S/C40H30O24/c1-7-30(27(49)29(51)39(57-7)58-15-5-11-20-18-9(36(53)63-34(20)25(15)47)3-13(42)22(44)32(18)61-38(11)55)64-40-28(50)26(48)23(45)16(59-40)6-56-14-4-10-19-17-8(35(52)62-33(19)24(14)46)2-12(41)21(43)31(17)60-37(10)54/h2-5,7,16,23,26-30,39-51H,6H2,1H3/t7-,16+,23+,26-,27-,28+,29+,30-,39-,40-/m0/s1
• InChI Key: FGPADURWDAOPIH-FDACYMLBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₃₀O₂₄
• Molecular Weight: 894.60 g/mol
• Exact Mass: 894.11270182 g/mol
• Topological Polar Surface Area (TPSA): 374.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.36
• H-Bond Acceptor: 24
• H-Bond Donor: 11
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6442	64.42%
Caco-2	-	0.8680	86.80%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6539	65.39%
OATP2B1 inhibitior	-	0.5708	57.08%
OATP1B1 inhibitior	+	0.8754	87.54%
OATP1B3 inhibitior	+	0.9602	96.02%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7349	73.49%
P-glycoprotein inhibitior	+	0.7051	70.51%
P-glycoprotein substrate	-	0.5586	55.86%
CYP3A4 substrate	+	0.6282	62.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8548	85.48%
CYP3A4 inhibition	-	0.9316	93.16%
CYP2C9 inhibition	-	0.8928	89.28%
CYP2C19 inhibition	-	0.9020	90.20%
CYP2D6 inhibition	-	0.9583	95.83%
CYP1A2 inhibition	-	0.8813	88.13%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8812	88.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6810	68.10%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8998	89.98%
Skin irritation	-	0.8280	82.80%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	+	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7108	71.08%
Micronuclear	+	0.6692	66.92%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9155	91.55%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9657	96.57%
Acute Oral Toxicity (c)	III	0.6262	62.62%
Estrogen receptor binding	+	0.7534	75.34%
Androgen receptor binding	+	0.6591	65.91%
Thyroid receptor binding	+	0.5869	58.69%
Glucocorticoid receptor binding	+	0.6092	60.92%
Aromatase binding	+	0.6765	67.65%
PPAR gamma	+	0.7376	73.76%
Honey bee toxicity	-	0.7660	76.60%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9091	90.91%

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	99.80%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.67%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.57%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.04%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.46%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.25%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.40%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.31%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.11%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.79%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.50%	92.94%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.85%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.11%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.21%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.12%	95.89%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	83.01%	97.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.88%	99.23%

Plants that contains it

• Aglaia elaeagnoidea
• Aristolochia littoralis
• Astragalus gummifer
• Cardiospermum halicacabum
• Centaurea nigrescens
• Cirsium japonicum
• Coreopsis fasciculata
• Crepis foetida
• Crinum viviparum
• Cuphea carthagenensis
• Dioscoreophyllum cumminsii
• Dorstenia lindeniana
• Erigeron canadensis
• Euphorbia segetalis
• Garcinia celebica
• 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
• Thuja plicata
• Triglochin maritima
• Urtica triangularis
• Zanthoxylum schreberi

Cross-Links

• PubChem: 11968423
• NPASS: NPC82853
• LOTUS: LTS0182041
• wikiData: Q104994988