[(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl 2-[[(1S,19R,21S,22R,23R)-7,8,11,12,13,22,23-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-6-yl]oxy]-3,4,5-trihydroxybenzoate

Details

• Internal ID: 8217c630-8d1b-4261-8999-56fbce4de8ff
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl 2-[[(1S,19R,21S,22R,23R)-7,8,11,12,13,22,23-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-6-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)O)O)O)OC6=C(C(=C(C=C6C(=O)OCC7C(C(C(C(O7)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)O)O)O)OC6=C(C(=C(C=C6C(=O)OC[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C40H36O28/c41-12-1-8(2-13(42)21(12)45)35(57)68-40-32(56)34-26(50)18(66-40)7-62-36(58)9-3-14(43)22(46)27(51)19(9)20-10(38(60)67-34)5-16(24(48)28(20)52)64-33-11(4-15(44)23(47)30(33)54)37(59)63-6-17-25(49)29(53)31(55)39(61)65-17/h1-5,17-18,25-26,29,31-32,34,39-56,61H,6-7H2/t17-,18-,25-,26-,29+,31-,32-,34+,39-,40+/m1/s1
• InChI Key: GYYSTLOTWJJMMH-UNLCTVAQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₃₆O₂₈
• Molecular Weight: 964.70 g/mol
• Exact Mass: 964.13931049 g/mol
• Topological Polar Surface Area (TPSA): 477.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.14
• H-Bond Acceptor: 28
• H-Bond Donor: 17
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7384	73.84%
Caco-2	-	0.8726	87.26%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5420	54.20%
OATP2B1 inhibitior	-	0.5717	57.17%
OATP1B1 inhibitior	+	0.6909	69.09%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8113	81.13%
P-glycoprotein inhibitior	+	0.7212	72.12%
P-glycoprotein substrate	+	0.5357	53.57%
CYP3A4 substrate	+	0.6893	68.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8511	85.11%
CYP3A4 inhibition	-	0.9328	93.28%
CYP2C9 inhibition	-	0.8915	89.15%
CYP2C19 inhibition	-	0.8547	85.47%
CYP2D6 inhibition	-	0.9456	94.56%
CYP1A2 inhibition	-	0.9186	91.86%
CYP2C8 inhibition	+	0.8147	81.47%
CYP inhibitory promiscuity	-	0.9000	90.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6509	65.09%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.8944	89.44%
Skin irritation	-	0.8422	84.22%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7747	77.47%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8882	88.82%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9386	93.86%
Acute Oral Toxicity (c)	III	0.4358	43.58%
Estrogen receptor binding	+	0.7228	72.28%
Androgen receptor binding	+	0.6450	64.50%
Thyroid receptor binding	+	0.5498	54.98%
Glucocorticoid receptor binding	+	0.5370	53.70%
Aromatase binding	+	0.5661	56.61%
PPAR gamma	+	0.7174	71.74%
Honey bee toxicity	-	0.7158	71.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5249	52.49%
Fish aquatic toxicity	+	0.8892	88.92%

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	98.70%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.55%	95.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	94.10%	83.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.48%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	91.43%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.63%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	90.61%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.60%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.09%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.96%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.25%	97.09%
CHEMBL3194	P02766	Transthyretin	87.53%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.33%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.20%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.73%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.32%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.08%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.04%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.45%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.34%	95.78%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.23%	98.75%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.07%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.27%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.84%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.66%	100.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.89%	94.42%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.68%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.53%	92.50%
CHEMBL4208	P20618	Proteasome component C5	80.13%	90.00%

Plants that contains it

• Mallotus japonicus

Cross-Links

• PubChem: 162927101
• LOTUS: LTS0092392
• wikiData: Q105024262