(2R,3S)-3-[(10S,11S)-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-3-hydroxy-2-(3,4,5-trihydroxybenzoyl)oxypropanoic acid

Details

• Internal ID: d6052d22-2987-48d9-82f6-dac132040f72
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (2R,3S)-3-[(10S,11S)-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-3-hydroxy-2-(3,4,5-trihydroxybenzoyl)oxypropanoic acid
• SMILES (Canonical): C1C(C(OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)C(C(C(=O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@@H](OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)[C@@H]([C@H](C(=O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O
• InChI: InChI=1S/C34H26O23/c35-12-1-8(2-13(36)21(12)41)31(50)55-18-7-54-33(52)10-5-16(39)23(43)25(45)19(10)20-11(6-17(40)24(44)26(20)46)34(53)56-28(18)27(47)29(30(48)49)57-32(51)9-3-14(37)22(42)15(38)4-9/h1-6,18,27-29,35-47H,7H2,(H,48,49)/t18-,27-,28+,29+/m0/s1
• InChI Key: LXDFURPXDYWVDX-PLWXGXTRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₂₆O₂₃
• Molecular Weight: 802.60 g/mol
• Exact Mass: 802.08648707 g/mol
• Topological Polar Surface Area (TPSA): 406.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.41
• H-Bond Acceptor: 22
• H-Bond Donor: 14
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6029	60.29%
Caco-2	-	0.8872	88.72%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5997	59.97%
OATP2B1 inhibitior	-	0.5601	56.01%
OATP1B1 inhibitior	+	0.7353	73.53%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7790	77.90%
P-glycoprotein inhibitior	+	0.7194	71.94%
P-glycoprotein substrate	-	0.6322	63.22%
CYP3A4 substrate	+	0.6075	60.75%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8523	85.23%
CYP3A4 inhibition	-	0.8786	87.86%
CYP2C9 inhibition	-	0.7279	72.79%
CYP2C19 inhibition	-	0.8624	86.24%
CYP2D6 inhibition	-	0.9083	90.83%
CYP1A2 inhibition	-	0.8146	81.46%
CYP2C8 inhibition	+	0.6635	66.35%
CYP inhibitory promiscuity	-	0.8853	88.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.6339	63.39%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8619	86.19%
Skin irritation	-	0.7648	76.48%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7366	73.66%
Micronuclear	+	0.7433	74.33%
Hepatotoxicity	-	0.5718	57.18%
skin sensitisation	-	0.8175	81.75%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8206	82.06%
Acute Oral Toxicity (c)	III	0.4885	48.85%
Estrogen receptor binding	+	0.7743	77.43%
Androgen receptor binding	+	0.7410	74.10%
Thyroid receptor binding	-	0.5148	51.48%
Glucocorticoid receptor binding	+	0.5513	55.13%
Aromatase binding	-	0.6230	62.30%
PPAR gamma	+	0.6596	65.96%
Honey bee toxicity	-	0.8339	83.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9449	94.49%

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	98.36%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.53%	95.17%
CHEMBL2581	P07339	Cathepsin D	94.36%	98.95%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.68%	83.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.29%	99.15%
CHEMBL3194	P02766	Transthyretin	91.34%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.42%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.28%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.57%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.12%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.89%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.62%	89.00%
CHEMBL2535	P11166	Glucose transporter	83.37%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.73%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.04%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	81.76%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.78%	94.00%

Plants that contains it

• Elaeagnus umbellata

Cross-Links

• PubChem: 162896278
• LOTUS: LTS0158404
• wikiData: Q105158787