Tellimagradin I

Details

• Internal ID: 16c39da4-7d78-43de-8b89-cd8eb9b71888
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1S,2R)-1-[(10R,11R)-3,4,5,11,17,18,19-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-3-oxo-1-(3,4,5-trihydroxybenzoyl)oxypropan-2-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C(OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)C(C(C=O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@@H](OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)[C@@H]([C@H](C=O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O
• InChI: InChI=1S/C34H26O22/c35-7-20(54-31(49)9-1-13(36)23(43)14(37)2-9)30(56-32(50)10-3-15(38)24(44)16(39)4-10)29-19(42)8-53-33(51)11-5-17(40)25(45)27(47)21(11)22-12(34(52)55-29)6-18(41)26(46)28(22)48/h1-7,19-20,29-30,36-48H,8H2/t19-,20+,29-,30-/m1/s1
• InChI Key: XUZYVFYOPRXTRB-GBJTXXJHSA-N
• Popularity: 24 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₂₆O₂₂
• Molecular Weight: 786.60 g/mol
• Exact Mass: 786.09157245 g/mol
• Topological Polar Surface Area (TPSA): 385.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.53
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 7

Synonyms

• DTXSID00229916
• [(1R,2S)-1-formyl-2-[heptahydroxy(dioxo)[?]yl]-2-(3,4,5-trihydroxybenzoyl)oxy-ethyl] 3,4,5-trihydroxybenzoate
• D-Glucose, cyclic 4,6-(4,4',5,5',6,6'-hexahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate) 2,3-bis(3,4,5-trihydroxybenzoate), (S)-
• D-Glucose, cyclic 4,6-[(1S)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 2,3-bis(3,4,5-trihydroxybenzoate)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8209	82.09%
Caco-2	-	0.8989	89.89%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5315	53.15%
OATP2B1 inhibitior	+	0.5771	57.71%
OATP1B1 inhibitior	+	0.6875	68.75%
OATP1B3 inhibitior	+	0.8690	86.90%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7654	76.54%
P-glycoprotein inhibitior	+	0.7483	74.83%
P-glycoprotein substrate	-	0.7084	70.84%
CYP3A4 substrate	+	0.6057	60.57%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8317	83.17%
CYP3A4 inhibition	-	0.8904	89.04%
CYP2C9 inhibition	-	0.9017	90.17%
CYP2C19 inhibition	-	0.9249	92.49%
CYP2D6 inhibition	-	0.9199	91.99%
CYP1A2 inhibition	-	0.8629	86.29%
CYP2C8 inhibition	+	0.5378	53.78%
CYP inhibitory promiscuity	-	0.9477	94.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6527	65.27%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8624	86.24%
Skin irritation	-	0.7592	75.92%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7316	73.16%
Micronuclear	+	0.7733	77.33%
Hepatotoxicity	-	0.5093	50.93%
skin sensitisation	-	0.7675	76.75%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7971	79.71%
Acute Oral Toxicity (c)	III	0.5703	57.03%
Estrogen receptor binding	+	0.7817	78.17%
Androgen receptor binding	+	0.7515	75.15%
Thyroid receptor binding	-	0.5177	51.77%
Glucocorticoid receptor binding	+	0.5552	55.52%
Aromatase binding	-	0.6189	61.89%
PPAR gamma	+	0.6849	68.49%
Honey bee toxicity	-	0.7750	77.50%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9180	91.80%

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	99.18%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.25%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.98%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.16%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.79%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.42%	83.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.47%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	88.44%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.61%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.24%	99.23%
CHEMBL4208	P20618	Proteasome component C5	87.16%	90.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.39%	95.64%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.99%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.93%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	83.82%	91.19%
CHEMBL3194	P02766	Transthyretin	83.55%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.19%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.57%	94.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.16%	98.75%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.92%	97.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.38%	92.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.34%	95.17%
CHEMBL3891	P07384	Calpain 1	80.05%	93.04%

Plants that contains it

• Euphorbia humifusa
• Quercus suber
• Rosa rugosa

Cross-Links

• PubChem: 73179
• NPASS: NPC233167
• LOTUS: LTS0124285
• wikiData: Q105342740