Tellimagrandin I

Details

• Internal ID: bcafed88-68f6-463f-ba34-78205417d7f2
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(10R,11S,12R,15R)-3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-12-(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)O)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(=C5C6=C(C(=C(C=C6C(=O)O1)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@@H]([C@H](C(O2)O)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(=C5C6=C(C(=C(C=C6C(=O)O1)O)O)O)O)O)O
• InChI: InChI=1S/C34H26O22/c35-12-1-8(2-13(36)21(12)41)30(47)55-28-27-18(53-34(51)29(28)56-31(48)9-3-14(37)22(42)15(38)4-9)7-52-32(49)10-5-16(39)23(43)25(45)19(10)20-11(33(50)54-27)6-17(40)24(44)26(20)46/h1-6,18,27-29,34-46,51H,7H2/t18-,27-,28+,29-,34?/m1/s1
• InChI Key: YKDNTEQLKGYZHT-HTCCRONFSA-N
• Popularity: 22 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): 377.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.69
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 4

Synonyms

• 1-desgalloyleugeniin
• C10241
• CHEBI:9433
• CHEMBL4569642
• Q27108392
• [(10R,11S,12R,15R)-3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-12-(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

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5957	59.57%
Caco-2	-	0.8898	88.98%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6016	60.16%
OATP2B1 inhibitior	+	0.5779	57.79%
OATP1B1 inhibitior	+	0.7049	70.49%
OATP1B3 inhibitior	+	0.9573	95.73%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8166	81.66%
P-glycoprotein inhibitior	+	0.7281	72.81%
P-glycoprotein substrate	-	0.7533	75.33%
CYP3A4 substrate	+	0.6004	60.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8499	84.99%
CYP3A4 inhibition	-	0.8634	86.34%
CYP2C9 inhibition	-	0.7954	79.54%
CYP2C19 inhibition	-	0.8542	85.42%
CYP2D6 inhibition	-	0.9031	90.31%
CYP1A2 inhibition	-	0.8422	84.22%
CYP2C8 inhibition	+	0.4811	48.11%
CYP inhibitory promiscuity	-	0.8960	89.60%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6794	67.94%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8663	86.63%
Skin irritation	-	0.7833	78.33%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7769	77.69%
Micronuclear	+	0.7633	76.33%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8663	86.63%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8549	85.49%
Acute Oral Toxicity (c)	III	0.4838	48.38%
Estrogen receptor binding	+	0.7828	78.28%
Androgen receptor binding	+	0.7196	71.96%
Thyroid receptor binding	-	0.5139	51.39%
Glucocorticoid receptor binding	-	0.4647	46.47%
Aromatase binding	-	0.5634	56.34%
PPAR gamma	+	0.6856	68.56%
Honey bee toxicity	-	0.8274	82.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8948	89.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.24%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.93%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.97%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.61%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.28%	83.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.85%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.64%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.96%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	85.88%	96.00%
CHEMBL3194	P02766	Transthyretin	85.05%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.02%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.82%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.45%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.19%	97.21%
CHEMBL2581	P07339	Cathepsin D	84.13%	98.95%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.09%	94.42%
CHEMBL340	P08684	Cytochrome P450 3A4	81.97%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.37%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.40%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.33%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.26%	92.62%

Plants that contains it

• Allocasuarina verticillata
• Alnus sieboldiana
• Betula pubescens
• Camellia japonica
• Camptotheca acuminata
• Coriaria japonica
• Cornus officinalis
• Eucalyptus alba
• Eucalyptus camaldulensis
• Eucalyptus nitens
• Eucalyptus viminalis
• Euphorbia humifusa
• Euphorbia prostrata
• Geum aleppicum
• Juglans regia
• Liquidambar formosana
• Loropetalum chinense
• Oenothera glazioviana
• Oenothera laciniata
• Paeonia lactiflora
• Punica granatum
• Quercus suber
• Rosa rugosa
• Schima wallichii
• Stachyurus praecox
• Tamarix pakistanica
• Woodfordia fruticosa

Cross-Links

• PubChem: 442690
• NPASS: NPC159913
• LOTUS: LTS0087023
• wikiData: Q27108392