[(3R)-2-[2-[6-[(2R,3R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-2-yl]-2,3,4-trihydroxyphenyl]-3,4,5-trihydroxyphenyl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: f980733b-e26e-48f7-a31d-9a99cdef8f6c
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Complex tannins
• IUPAC Name: [(3R)-2-[2-[6-[(2R,3R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-2-yl]-2,3,4-trihydroxyphenyl]-3,4,5-trihydroxyphenyl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3C4=C(C(=C(C=C4C5C(CC6=C(C=C(C=C6O5)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)O)O)O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O
• SMILES (Isomeric): C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3C4=C(C(=C(C=C4C5[C@@H](CC6=C(C=C(C=C6O5)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)O)O)O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O
• InChI: InChI=1S/C44H34O22/c45-15-5-21(47)17-11-31(65-43(61)13-1-23(49)35(55)24(50)2-13)41(63-29(17)7-15)19-9-27(53)37(57)39(59)33(19)34-20(10-28(54)38(58)40(34)60)42-32(12-18-22(48)6-16(46)8-30(18)64-42)66-44(62)14-3-25(51)36(56)26(52)4-14/h1-10,31-32,41-42,45-60H,11-12H2/t31-,32-,41-,42?/m1/s1
• InChI Key: YUULFXAQUWEYNP-SSKAMGFJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₃₄O₂₂
• Molecular Weight: 914.70 g/mol
• Exact Mass: 914.15417271 g/mol
• Topological Polar Surface Area (TPSA): 395.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.45
• H-Bond Acceptor: 22
• H-Bond Donor: 16
• Rotatable Bonds: 7

Synonyms

• LMPK12030006

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7121	71.21%
Caco-2	-	0.8867	88.67%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6276	62.76%
OATP2B1 inhibitior	-	0.7048	70.48%
OATP1B1 inhibitior	-	0.6571	65.71%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7582	75.82%
P-glycoprotein inhibitior	+	0.7216	72.16%
P-glycoprotein substrate	-	0.8013	80.13%
CYP3A4 substrate	+	0.6081	60.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7217	72.17%
CYP3A4 inhibition	-	0.8393	83.93%
CYP2C9 inhibition	-	0.8024	80.24%
CYP2C19 inhibition	-	0.8085	80.85%
CYP2D6 inhibition	-	0.9646	96.46%
CYP1A2 inhibition	-	0.9029	90.29%
CYP2C8 inhibition	+	0.7539	75.39%
CYP inhibitory promiscuity	-	0.9303	93.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6672	66.72%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8747	87.47%
Skin irritation	-	0.6964	69.64%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8052	80.52%
Micronuclear	+	0.8559	85.59%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8758	87.58%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7032	70.32%
Acute Oral Toxicity (c)	IV	0.3575	35.75%
Estrogen receptor binding	+	0.7593	75.93%
Androgen receptor binding	+	0.8077	80.77%
Thyroid receptor binding	+	0.5338	53.38%
Glucocorticoid receptor binding	-	0.5124	51.24%
Aromatase binding	-	0.5092	50.92%
PPAR gamma	+	0.6621	66.21%
Honey bee toxicity	-	0.8311	83.11%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5550	55.50%
Fish aquatic toxicity	+	0.9277	92.77%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	316.2 nM	Potency	via Super-PRED
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	316.2 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3194	P02766	Transthyretin	94.33%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.82%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.57%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.24%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.00%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.70%	86.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.01%	83.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.34%	99.23%
CHEMBL4302	P08183	P-glycoprotein 1	87.48%	92.98%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.45%	95.17%
CHEMBL2535	P11166	Glucose transporter	85.85%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.62%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.43%	97.09%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	85.29%	97.53%
CHEMBL1951	P21397	Monoamine oxidase A	84.86%	91.49%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.12%	96.37%
CHEMBL4208	P20618	Proteasome component C5	84.12%	90.00%
CHEMBL2056	P21728	Dopamine D1 receptor	82.18%	91.00%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 42607505
• NPASS: NPC71265