[(3R,4R,5R)-6-methyl-4,5-bis[(3,4,5-trihydroxybenzoyl)oxy]-2-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-3-yl] 3,4,5-trihydroxy-2-[[(10S,11R,12S)-3,4,5,22,23-pentahydroxy-11,12,13-trimethyl-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-21-yl]oxy]benzoate

Details

• Internal ID: 00fd27fa-00ca-42c7-b3be-c2fc16a783ca
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(3R,4R,5R)-6-methyl-4,5-bis[(3,4,5-trihydroxybenzoyl)oxy]-2-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-3-yl] 3,4,5-trihydroxy-2-[[(10S,11R,12S)-3,4,5,22,23-pentahydroxy-11,12,13-trimethyl-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-21-yl]oxy]benzoate
• SMILES (Canonical): CC1C(C2C(COC(=O)C3=CC(=C(C(=C3C4=C(C(=C(C=C4C(=O)O2)O)O)O)O)O)OC5=C(C(=C(C=C5C(=O)OC6C(OC(C(C6OC(=O)C7=CC(=C(C(=C7)O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O)C)COC(=O)C9=CC(=C(C(=C9)O)O)O)O)O)O)OC1C)C
• SMILES (Isomeric): C[C@@H]1[C@@H](C(OC2[C@H]1OC(=O)C3=CC(=C(C(=C3C4=C(C(=C(C=C4C(=O)OC2)OC5=C(C(=C(C=C5C(=O)O[C@H]6[C@@H]([C@@H](C(OC6COC(=O)C7=CC(=C(C(=C7)O)O)O)C)OC(=O)C8=CC(=C(C(=C8)O)O)O)OC(=O)C9=CC(=C(C(=C9)O)O)O)O)O)O)O)O)O)O)O)C)C
• InChI: InChI=1S/C58H52O32/c1-16-17(2)48-35(84-18(16)3)14-83-56(79)24-13-34(44(72)46(74)38(24)37-23(57(80)87-48)11-32(65)42(70)45(37)73)86-50-25(12-33(66)43(71)47(50)75)58(81)89-51-36(15-82-53(76)20-5-26(59)39(67)27(60)6-20)85-19(4)49(88-54(77)21-7-28(61)40(68)29(62)8-21)52(51)90-55(78)22-9-30(63)41(69)31(64)10-22/h5-13,16-19,35-36,48-49,51-52,59-75H,14-15H2,1-4H3/t16-,17+,18?,19?,35?,36?,48-,49+,51+,52+/m0/s1
• InChI Key: XNTMFHCBZXYPAS-PROGSAJMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₅₂O₃₂
• Molecular Weight: 1261.00 g/mol
• Exact Mass: 1260.2441695 g/mol
• Topological Polar Surface Area (TPSA): 529.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.52
• H-Bond Acceptor: 32
• H-Bond Donor: 17
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5564	55.64%
Caco-2	-	0.8587	85.87%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6657	66.57%
OATP2B1 inhibitior	-	0.7165	71.65%
OATP1B1 inhibitior	-	0.3534	35.34%
OATP1B3 inhibitior	+	0.8228	82.28%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9688	96.88%
P-glycoprotein inhibitior	+	0.7486	74.86%
P-glycoprotein substrate	+	0.6174	61.74%
CYP3A4 substrate	+	0.6954	69.54%
CYP2C9 substrate	+	0.6131	61.31%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.9387	93.87%
CYP2C9 inhibition	-	0.8605	86.05%
CYP2C19 inhibition	-	0.8763	87.63%
CYP2D6 inhibition	-	0.9670	96.70%
CYP1A2 inhibition	-	0.8196	81.96%
CYP2C8 inhibition	+	0.7646	76.46%
CYP inhibitory promiscuity	-	0.8220	82.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6643	66.43%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8971	89.71%
Skin irritation	-	0.8720	87.20%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7411	74.11%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6967	69.67%
skin sensitisation	-	0.8485	84.85%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8656	86.56%
Acute Oral Toxicity (c)	III	0.7120	71.20%
Estrogen receptor binding	+	0.7635	76.35%
Androgen receptor binding	+	0.7350	73.50%
Thyroid receptor binding	+	0.5742	57.42%
Glucocorticoid receptor binding	+	0.6778	67.78%
Aromatase binding	+	0.6182	61.82%
PPAR gamma	+	0.7685	76.85%
Honey bee toxicity	-	0.7631	76.31%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5349	53.49%
Fish aquatic toxicity	+	0.9080	90.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.88%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.43%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.23%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	96.56%	83.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.89%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.65%	94.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	91.15%	94.42%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.98%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.25%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.97%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.08%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	88.60%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.22%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.61%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.29%	99.23%
CHEMBL4208	P20618	Proteasome component C5	86.88%	90.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.21%	92.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.18%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.64%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.56%	95.64%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.54%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.67%	99.15%
CHEMBL340	P08684	Cytochrome P450 3A4	81.40%	91.19%
CHEMBL4530	P00488	Coagulation factor XIII	81.22%	96.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.10%	82.38%

Plants that contains it

• Quercus suber

Cross-Links

• PubChem: 162870658
• LOTUS: LTS0164848
• wikiData: Q105331952