Tellimagrandin II

Details

• Internal ID: c5e94750-0016-45d0-a188-d586e1c119af
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [3,4,5,21,22,23-hexahydroxy-8,18-dioxo-12,13-bis[(3,4,5-trihydroxybenzoyl)oxy]-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-11-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6C7=C(C(=C(C=C7C(=O)O1)O)O)O)O)O)O
• SMILES (Isomeric): C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6C7=C(C(=C(C=C7C(=O)O1)O)O)O)O)O)O
• InChI: InChI=1S/C41H30O26/c42-15-1-10(2-16(43)26(15)50)36(57)65-34-33-23(9-62-39(60)13-7-21(48)29(53)31(55)24(13)25-14(40(61)64-33)8-22(49)30(54)32(25)56)63-41(67-38(59)12-5-19(46)28(52)20(47)6-12)35(34)66-37(58)11-3-17(44)27(51)18(45)4-11/h1-8,23,33-35,41-56H,9H2
• InChI Key: JCGHAEBIBSEQAD-UHFFFAOYSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₃₀O₂₆
• Molecular Weight: 938.70 g/mol
• Exact Mass: 938.10253106 g/mol
• Topological Polar Surface Area (TPSA): 444.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 26
• H-Bond Donor: 15
• Rotatable Bonds: 6

Synonyms

• 81571-72-4
• 58970-75-5
• [3,4,5,21,22,23-Hexahydroxy-8,18-dioxo-12,13-bis[(3,4,5-trihydroxybenzoyl)oxy]-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-11-yl] 3,4,5-trihydroxybenzoate
• beta-D-Glucopyranose, cyclic 4,6-((1S)-4,4',5,5',6,6'-hexahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate) 1,2,3-tris(3,4,5-trihydroxybenzoate)
• SCHEMBL618555
• DTXSID201002061
• HY-N9386
• C41H30O26
• AKOS040758365
• LS-71467
• MS-31750
• CS-0159630
• D85207
• 1,2,3-Tri-O-galloyl-4,6-(S)-hexahydroxydiphenoyl-b-D-glucopyranose
• .beta.-D-Glucopyranose, cyclic 4,6-[(1S)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 1,2,3-tris(3,4,5-trihydroxybenzoate)
• beta-D-Glucopyranose, cyclic 4,6-(4,4',5,5',6,6'-hexahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate) 1,2,3-tris(3,4,5-trihydroxybenzoate)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6260	62.60%
Caco-2	-	0.8811	88.11%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6215	62.15%
OATP2B1 inhibitior	+	0.5757	57.57%
OATP1B1 inhibitior	-	0.3189	31.89%
OATP1B3 inhibitior	+	0.9124	91.24%
MATE1 inhibitior	+	0.5800	58.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8544	85.44%
P-glycoprotein inhibitior	+	0.7496	74.96%
P-glycoprotein substrate	-	0.7445	74.45%
CYP3A4 substrate	+	0.5973	59.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8442	84.42%
CYP3A4 inhibition	-	0.8556	85.56%
CYP2C9 inhibition	-	0.8626	86.26%
CYP2C19 inhibition	-	0.8499	84.99%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.8350	83.50%
CYP2C8 inhibition	+	0.5685	56.85%
CYP inhibitory promiscuity	-	0.9047	90.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6996	69.96%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8637	86.37%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7770	77.70%
Micronuclear	+	0.7933	79.33%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8273	82.73%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8428	84.28%
Acute Oral Toxicity (c)	III	0.5277	52.77%
Estrogen receptor binding	+	0.7769	77.69%
Androgen receptor binding	+	0.7422	74.22%
Thyroid receptor binding	-	0.4883	48.83%
Glucocorticoid receptor binding	+	0.5606	56.06%
Aromatase binding	-	0.5698	56.98%
PPAR gamma	+	0.6996	69.96%
Honey bee toxicity	-	0.8557	85.57%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8919	89.19%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL244	P00742	Coagulation factor X	210 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.88%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.64%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	94.47%	83.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.67%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.51%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.24%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.99%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.19%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.71%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.70%	99.23%
CHEMBL4208	P20618	Proteasome component C5	85.63%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.17%	99.17%
CHEMBL3194	P02766	Transthyretin	84.07%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.98%	95.89%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.37%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.82%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.33%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	81.63%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.19%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	80.99%	92.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.47%	95.17%

Plants that contains it

• Camellia oleifera
• Castanopsis fissa
• Coriaria japonica
• Cornus officinalis
• Corylus heterophylla
• Cuphea hyssopifolia
• Eucalyptus globulus
• Eucalyptus viminalis
• Euphorbia prostrata
• Euphorbia thymifolia
• Euphorbia tirucalli
• Juglans regia
• Liquidambar formosana
• Loropetalum chinense
• Mallotus repandus
• Melaleuca leucadendra
• Myriophyllum spicatum
• Paeonia lactiflora
• Platycarya strobilacea
• Quercus coccifera
• Quercus suber
• Rosa gallica
• Rosa rugosa
• Sanguisorba officinalis
• Schima wallichii
• Syzygium aromaticum
• Tamarix parviflora
• Tellima grandiflora

Cross-Links

• PubChem: 151590
• NPASS: NPC124530
• LOTUS: LTS0007322
• wikiData: Q82996103