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

Details

• Internal ID: f4da5e83-20c4-4274-b90c-315f23e79825
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(2R,3S,4R,5S,6R)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]methyl 2-[[(10R,11S,12R,13R,15R)-3,4,5,13,22,23-hexahydroxy-8,18-dioxo-11,12-bis[(3,4,5-trihydroxybenzoyl)oxy]-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-21-yl]oxy]-3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C2C(C(C(C(O2)O)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O1)OC7=C(C(=C(C=C7C(=O)OCC8(C(C(C(C(O8)CO)O)O)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)O)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O1)OC7=C(C(=C(C=C7C(=O)OC[C@@]8([C@H]([C@@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C48H42O33/c49-8-23-32(61)36(65)41(66)48(73,81-23)10-75-45(70)15-6-21(55)30(59)35(64)37(15)76-22-7-14-26(34(63)31(22)60)25-13(5-20(54)29(58)33(25)62)46(71)78-38-24(9-74-44(14)69)77-47(72)40(80-43(68)12-3-18(52)28(57)19(53)4-12)39(38)79-42(67)11-1-16(50)27(56)17(51)2-11/h1-7,23-24,32,36,38-41,47,49-66,72-73H,8-10H2/t23-,24-,32-,36-,38-,39+,40-,41+,47-,48-/m1/s1
• InChI Key: LZQHFDHJAWHWIN-YRFDMUNRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₄₂O₃₃
• Molecular Weight: 1146.80 g/mol
• Exact Mass: 1146.1608338 g/mol
• Topological Polar Surface Area (TPSA): 564.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -1.79
• H-Bond Acceptor: 33
• H-Bond Donor: 20
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7830	78.30%
Caco-2	-	0.8620	86.20%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4579	45.79%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.7286	72.86%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8790	87.90%
P-glycoprotein inhibitior	+	0.7423	74.23%
P-glycoprotein substrate	+	0.6249	62.49%
CYP3A4 substrate	+	0.7049	70.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8521	85.21%
CYP3A4 inhibition	-	0.8989	89.89%
CYP2C9 inhibition	-	0.9535	95.35%
CYP2C19 inhibition	-	0.8870	88.70%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.9187	91.87%
CYP2C8 inhibition	+	0.7981	79.81%
CYP inhibitory promiscuity	-	0.9712	97.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7000	70.00%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.8436	84.36%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7584	75.84%
Micronuclear	-	0.5126	51.26%
Hepatotoxicity	-	0.6967	69.67%
skin sensitisation	-	0.8933	89.33%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8922	89.22%
Acute Oral Toxicity (c)	III	0.4528	45.28%
Estrogen receptor binding	+	0.7461	74.61%
Androgen receptor binding	+	0.6912	69.12%
Thyroid receptor binding	+	0.5585	55.85%
Glucocorticoid receptor binding	+	0.5898	58.98%
Aromatase binding	+	0.6116	61.16%
PPAR gamma	+	0.7503	75.03%
Honey bee toxicity	-	0.7124	71.24%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8401	84.01%

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	99.36%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.94%	95.17%
CHEMBL1951	P21397	Monoamine oxidase A	97.16%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.75%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	94.58%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.15%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.78%	86.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.78%	83.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.21%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.00%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.57%	95.89%
CHEMBL230	P35354	Cyclooxygenase-2	90.33%	89.63%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.44%	89.00%
CHEMBL3194	P02766	Transthyretin	88.77%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.20%	99.17%
CHEMBL2581	P07339	Cathepsin D	86.78%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.66%	98.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.57%	94.42%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.80%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.58%	100.00%
CHEMBL4208	P20618	Proteasome component C5	84.07%	90.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.57%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.91%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.43%	86.92%
CHEMBL5255	O00206	Toll-like receptor 4	81.30%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.22%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	81.13%	97.79%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.57%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	80.49%	91.19%

Plants that contains it

• Coriaria japonica

Cross-Links

• PubChem: 162900527
• LOTUS: LTS0087121
• wikiData: Q105160073