[(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-(4-hydroxy-2-methoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate

Details

• Internal ID: 7aceacdf-fbb3-41da-a8d6-f937999fdf81
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-(4-hydroxy-2-methoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C(=O)OCC2(COC(C2O)OC3C(C(C(OC3OC4=C(C=C(C=C4)O)OC)CO)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C(=O)OC[C@]2(CO[C@H]([C@@H]2O)O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3OC4=C(C=C(C=C4)O)OC)CO)O)O)O)O
• InChI: InChI=1S/C26H32O15/c1-35-16-7-12(3-5-14(16)29)23(33)37-10-26(34)11-38-25(22(26)32)41-21-20(31)19(30)18(9-27)40-24(21)39-15-6-4-13(28)8-17(15)36-2/h3-8,18-22,24-25,27-32,34H,9-11H2,1-2H3/t18-,19-,20+,21-,22+,24-,25+,26-/m1/s1
• InChI Key: KWXMBUMKDBAWGQ-JUKYQPCLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₅
• Molecular Weight: 584.50 g/mol
• Exact Mass: 584.17412031 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.38
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6640	66.40%
Caco-2	-	0.8801	88.01%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6772	67.72%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8771	87.71%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6767	67.67%
P-glycoprotein inhibitior	-	0.4306	43.06%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6731	67.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8490	84.90%
CYP3A4 inhibition	-	0.8421	84.21%
CYP2C9 inhibition	-	0.8980	89.80%
CYP2C19 inhibition	-	0.8811	88.11%
CYP2D6 inhibition	-	0.9139	91.39%
CYP1A2 inhibition	-	0.8806	88.06%
CYP2C8 inhibition	+	0.7882	78.82%
CYP inhibitory promiscuity	-	0.7761	77.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6114	61.14%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9312	93.12%
Skin irritation	-	0.8350	83.50%
Skin corrosion	-	0.9493	94.93%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7863	78.63%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.5841	58.41%
skin sensitisation	-	0.8396	83.96%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8375	83.75%
Acute Oral Toxicity (c)	III	0.7539	75.39%
Estrogen receptor binding	+	0.8328	83.28%
Androgen receptor binding	+	0.5716	57.16%
Thyroid receptor binding	+	0.5534	55.34%
Glucocorticoid receptor binding	+	0.7232	72.32%
Aromatase binding	+	0.6692	66.92%
PPAR gamma	+	0.7100	71.00%
Honey bee toxicity	-	0.7940	79.40%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.3871	38.71%

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	98.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.85%	96.09%
CHEMBL4208	P20618	Proteasome component C5	92.60%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.50%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.42%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.70%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.56%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.88%	89.00%
CHEMBL3194	P02766	Transthyretin	88.19%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.57%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.44%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.42%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	85.30%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.76%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	82.61%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.36%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.12%	91.07%
CHEMBL5255	O00206	Toll-like receptor 4	82.05%	92.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.98%	90.71%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.55%	85.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.45%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.36%	97.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.27%	96.90%

Plants that contains it

• Osmitopsis afra

Cross-Links

• PubChem: 162888971
• LOTUS: LTS0259622
• wikiData: Q105270381