3,4,5-Trihydroxy-2-[[3,4,5,21,22-pentahydroxy-8,17-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-13-[(3,4,5-trihydroxybenzoyl)oxymethyl]-14-[3,4,5-trihydroxy-2-[[7,8,9,12,13,28,29,30,33,34,35-undecahydroxy-4,17,25,38-tetraoxo-20-(3,4,5-trihydroxybenzoyl)oxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.02,19.05,10.011,16.026,31.032,37]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-14-yl]oxy]benzoyl]oxy-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-20-yl]oxy]benzoic acid

Details

• Internal ID: 9cc35e77-3151-4b31-a89b-4b5c06ccbbc4
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 3,4,5-trihydroxy-2-[[3,4,5,21,22-pentahydroxy-8,17-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-13-[(3,4,5-trihydroxybenzoyl)oxymethyl]-14-[3,4,5-trihydroxy-2-[[7,8,9,12,13,28,29,30,33,34,35-undecahydroxy-4,17,25,38-tetraoxo-20-(3,4,5-trihydroxybenzoyl)oxy-3,18,21,24,39-pentaoxaheptacyclo[20.17.0.02,19.05,10.011,16.026,31.032,37]nonatriaconta-5,7,9,11,13,15,26,28,30,32,34,36-dodecaen-14-yl]oxy]benzoyl]oxy-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-20-yl]oxy]benzoic acid
• InChI: InChI=1S/C89H60O57/c90-28-1-17(2-29(91)50(28)102)78(123)133-15-42-72(74-75(88(137-42)145-79(124)18-3-30(92)51(103)31(93)4-18)143-84(129)23-10-37(99)56(108)64(116)47(23)48-24(85(130)142-74)13-40(59(111)65(48)117)135-69-26(77(121)122)11-38(100)57(109)67(69)119)140-87(132)27-12-39(101)58(110)68(120)70(27)136-41-14-25-49(66(118)60(41)112)46-22(9-36(98)55(107)63(46)115)83(128)141-73-71-43(138-89(76(73)144-86(25)131)146-80(125)19-5-32(94)52(104)33(95)6-19)16-134-81(126)20-7-34(96)53(105)61(113)44(20)45-21(82(127)139-71)8-35(97)54(106)62(45)114/h1-14,42-43,71-76,88-120H,15-16H2,(H,121,122)
• InChI Key: NMHWZSVWOYJZDJ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₉H₆₀O₅₇
• Molecular Weight: 2041.40 g/mol
• Exact Mass: 2040.1796352 g/mol
• Topological Polar Surface Area (TPSA): 964.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.62
• H-Bond Acceptor: 56
• H-Bond Donor: 32
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5473	54.73%
Caco-2	-	0.8551	85.51%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5982	59.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3249	32.49%
OATP1B3 inhibitior	+	0.8837	88.37%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9242	92.42%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.5395	53.95%
CYP3A4 substrate	+	0.6630	66.30%
CYP2C9 substrate	-	0.6008	60.08%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.8855	88.55%
CYP2C9 inhibition	-	0.8570	85.70%
CYP2C19 inhibition	-	0.8038	80.38%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.8914	89.14%
CYP2C8 inhibition	+	0.7910	79.10%
CYP inhibitory promiscuity	-	0.8376	83.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6668	66.68%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8956	89.56%
Skin irritation	-	0.8379	83.79%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7631	76.31%
Micronuclear	+	0.6933	69.33%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8282	82.82%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8996	89.96%
Acute Oral Toxicity (c)	III	0.5329	53.29%
Estrogen receptor binding	+	0.6696	66.96%
Androgen receptor binding	+	0.7395	73.95%
Thyroid receptor binding	+	0.6699	66.99%
Glucocorticoid receptor binding	+	0.6821	68.21%
Aromatase binding	+	0.6520	65.20%
PPAR gamma	+	0.7506	75.06%
Honey bee toxicity	-	0.7581	75.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8776	87.76%

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	99.41%	95.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	98.04%	83.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.48%	91.49%
CHEMBL220	P22303	Acetylcholinesterase	97.02%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.01%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.82%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.17%	99.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	92.99%	94.42%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.71%	97.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.41%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.31%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.09%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.40%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.96%	96.95%
CHEMBL3194	P02766	Transthyretin	89.90%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.50%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.88%	95.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.88%	95.56%
CHEMBL3891	P07384	Calpain 1	86.62%	93.04%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.80%	89.34%
CHEMBL5255	O00206	Toll-like receptor 4	84.05%	92.50%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	83.25%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.82%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	81.45%	91.19%
CHEMBL2581	P07339	Cathepsin D	80.94%	98.95%
CHEMBL4208	P20618	Proteasome component C5	80.38%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.18%	92.62%

Plants that contains it

• Heterocentron subtriplinervium
• Melastoma malabathricum
• Melastoma malabathricum subsp. normale

Cross-Links

• PubChem: 162810286
• LOTUS: LTS0267079
• wikiData: Q104401759