[(2S,3R,4S,5R,6R)-2,4,5-tris[(3,4,5-trihydroxybenzoyl)oxy]-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-3-yl] 2-[[(1S,19R,21S,22R,23R)-6,7,8,12,13,22,23-heptahydroxy-3,16-dioxo-21-(3,4,5-trihydroxybenzoyl)oxy-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-11-yl]oxy]-3,4,5-trihydroxybenzoate

Details

• Internal ID: 1c58c05b-3104-4820-80fb-d8e2049dacac
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(2S,3R,4S,5R,6R)-2,4,5-tris[(3,4,5-trihydroxybenzoyl)oxy]-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-3-yl] 2-[[(1S,19R,21S,22R,23R)-6,7,8,12,13,22,23-heptahydroxy-3,16-dioxo-21-(3,4,5-trihydroxybenzoyl)oxy-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-11-yl]oxy]-3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)O)O)OC6=C(C(=C(C=C6C(=O)OC7C(C(C(OC7OC(=O)C8=CC(=C(C(=C8)O)O)O)COC(=O)C9=CC(=C(C(=C9)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)O)O)OC6=C(C(=C(C=C6C(=O)O[C@@H]7[C@H]([C@@H]([C@H](O[C@H]7OC(=O)C8=CC(=C(C(=C8)O)O)O)COC(=O)C9=CC(=C(C(=C9)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C68H52O44/c69-24-1-16(2-25(70)41(24)82)59(94)102-15-38-54(107-60(95)17-3-26(71)42(83)27(72)4-17)57(109-61(96)18-5-28(73)43(84)29(74)6-18)58(68(105-38)112-63(98)20-9-32(77)45(86)33(78)10-20)110-66(101)23-13-35(80)47(88)51(92)53(23)106-55-40-22(12-36(81)48(55)89)64(99)103-14-37-49(90)56(108-65(100)21-11-34(79)46(87)50(91)39(21)40)52(93)67(104-37)111-62(97)19-7-30(75)44(85)31(76)8-19/h1-13,37-38,49,52,54,56-58,67-93H,14-15H2/t37-,38-,49-,52-,54-,56+,57+,58-,67+,68+/m1/s1
• InChI Key: MLFGZWRJFKHMFT-YSGAFPAUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₈H₅₂O₄₄
• Molecular Weight: 1573.10 g/mol
• Exact Mass: 1572.1831449 g/mol
• Topological Polar Surface Area (TPSA): 744.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.79
• H-Bond Acceptor: 44
• H-Bond Donor: 25
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5328	53.28%
Caco-2	-	0.8566	85.66%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5633	56.33%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	-	0.3537	35.37%
OATP1B3 inhibitior	+	0.9060	90.60%
MATE1 inhibitior	-	0.5200	52.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8913	89.13%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	+	0.5153	51.53%
CYP3A4 substrate	+	0.6933	69.33%
CYP2C9 substrate	-	0.8026	80.26%
CYP2D6 substrate	-	0.8430	84.30%
CYP3A4 inhibition	-	0.9270	92.70%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.8115	81.15%
CYP2D6 inhibition	-	0.9577	95.77%
CYP1A2 inhibition	-	0.8990	89.90%
CYP2C8 inhibition	+	0.7853	78.53%
CYP inhibitory promiscuity	-	0.9058	90.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6709	67.09%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.8365	83.65%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7354	73.54%
Micronuclear	+	0.6833	68.33%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8513	85.13%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9285	92.85%
Acute Oral Toxicity (c)	III	0.4762	47.62%
Estrogen receptor binding	+	0.6973	69.73%
Androgen receptor binding	+	0.6986	69.86%
Thyroid receptor binding	+	0.6125	61.25%
Glucocorticoid receptor binding	+	0.6314	63.14%
Aromatase binding	+	0.6341	63.41%
PPAR gamma	+	0.7420	74.20%
Honey bee toxicity	-	0.7383	73.83%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8850	88.50%

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	99.17%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.69%	95.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	97.40%	83.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.04%	95.64%
CHEMBL2581	P07339	Cathepsin D	92.29%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.11%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.80%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.53%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	88.50%	92.50%
CHEMBL1951	P21397	Monoamine oxidase A	88.30%	91.49%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.36%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.01%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.90%	94.73%
CHEMBL4208	P20618	Proteasome component C5	86.60%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.50%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.04%	99.15%
CHEMBL4581	P52732	Kinesin-like protein 1	84.82%	93.18%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	84.56%	80.33%
CHEMBL3194	P02766	Transthyretin	84.32%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.69%	96.21%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.16%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.10%	92.62%
CHEMBL2535	P11166	Glucose transporter	82.82%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.90%	95.89%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.76%	94.42%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.62%	96.37%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.57%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.86%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.72%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.62%	91.07%

Plants that contains it

• Euphorbia maculata

Cross-Links

• PubChem: 162936091
• LOTUS: LTS0201123
• wikiData: Q105166580