[(1R,2S,20R,22S,23R)-7,8,9,12,13,14,28,29,30,34,36-undecahydroxy-4,17,25,33,37-pentaoxo-3,18,21,24,38-pentaoxaheptacyclo[18.18.0.02,23.05,10.011,16.026,31.032,36]octatriaconta-5,7,9,11,13,15,26,28,30-nonaen-22-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 13c57e25-41be-46cb-944a-2552a9227d2a
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1R,2S,20R,22S,23R)-7,8,9,12,13,14,28,29,30,34,36-undecahydroxy-4,17,25,33,37-pentaoxo-3,18,21,24,38-pentaoxaheptacyclo[18.18.0.02,23.05,10.011,16.026,31.032,36]octatriaconta-5,7,9,11,13,15,26,28,30-nonaen-22-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C(=O)C2C1(C(=O)OC3C4COC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)OC3C(C(O4)OC(=O)C7=CC(=C(C(=C7)O)O)O)OC(=O)C8=CC(=C(C(=C28)O)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@@H]3[C@@H]([C@H]([C@@H](O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6C(=O)C(CC6(C(=O)O3)O)O)O)O)O)OC(=O)C7=CC(=C(C(=C7C8=C(C(=C(C=C8C(=O)O1)O)O)O)O)O)O
• InChI: InChI=1S/C40H30O26/c41-12-1-8(2-13(42)23(12)47)34(55)66-38-33-32-31(65-39(59)40(60)6-17(46)24(48)22(40)21-11(37(58)64-33)5-16(45)27(51)30(21)54)18(62-38)7-61-35(56)9-3-14(43)25(49)28(52)19(9)20-10(36(57)63-32)4-15(44)26(50)29(20)53/h1-5,17-18,22,31-33,38,41-47,49-54,60H,6-7H2/t17?,18-,22?,31-,32+,33-,38+,40?/m1/s1
• InChI Key: XCUHVJOOUUWHHO-APKAAZTPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₃₀O₂₆
• Molecular Weight: 926.60 g/mol
• Exact Mass: 926.10253106 g/mol
• Topological Polar Surface Area (TPSA): 441.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.60
• H-Bond Acceptor: 26
• H-Bond Donor: 14
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7560	75.60%
Caco-2	-	0.8885	88.85%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6043	60.43%
OATP2B1 inhibitior	-	0.7118	71.18%
OATP1B1 inhibitior	+	0.7784	77.84%
OATP1B3 inhibitior	+	0.9285	92.85%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8591	85.91%
P-glycoprotein inhibitior	+	0.7225	72.25%
P-glycoprotein substrate	+	0.5587	55.87%
CYP3A4 substrate	+	0.6876	68.76%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8576	85.76%
CYP3A4 inhibition	-	0.8048	80.48%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.8188	81.88%
CYP2D6 inhibition	-	0.8773	87.73%
CYP1A2 inhibition	-	0.8652	86.52%
CYP2C8 inhibition	+	0.6899	68.99%
CYP inhibitory promiscuity	-	0.9441	94.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5848	58.48%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8926	89.26%
Skin irritation	-	0.7670	76.70%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	+	0.5846	58.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7025	70.25%
Micronuclear	+	0.7733	77.33%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8104	81.04%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8910	89.10%
Acute Oral Toxicity (c)	III	0.5780	57.80%
Estrogen receptor binding	+	0.8324	83.24%
Androgen receptor binding	+	0.7717	77.17%
Thyroid receptor binding	+	0.5364	53.64%
Glucocorticoid receptor binding	+	0.5627	56.27%
Aromatase binding	+	0.5684	56.84%
PPAR gamma	+	0.7403	74.03%
Honey bee toxicity	-	0.6818	68.18%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8598	85.98%

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	99.09%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.55%	96.38%
CHEMBL1951	P21397	Monoamine oxidase A	94.51%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.46%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	93.05%	83.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.70%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.43%	94.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.07%	95.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.43%	99.15%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.23%	97.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.84%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.23%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.86%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.22%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.93%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.84%	93.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.68%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	84.23%	91.19%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.65%	91.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.38%	97.28%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.38%	91.07%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.82%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.11%	100.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.77%	80.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.61%	96.61%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.76%	96.00%

Plants that contains it

• Pelargonium reniforme

Cross-Links

• PubChem: 102509858
• LOTUS: LTS0223690
• wikiData: Q105325421