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

Details

• Internal ID: b99c2101-0e4f-4df7-be5d-33d1d61e8a64
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(3S,4R,5R)-5-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(3,4,5-trimethoxyphenoxy)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxy-3-methoxybenzoate
• SMILES (Canonical): COC1=CC(=CC(=C1OC)OC)OC2C(C(C(C(O2)CO)O)O)OC3C(C(CO3)(COC(=O)C4=CC(=C(C=C4)O)OC)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)OC)O[C@@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O[C@@H]3[C@@H]([C@](CO3)(COC(=O)C4=CC(=C(C=C4)O)OC)O)O
• InChI: InChI=1S/C28H36O16/c1-36-16-7-13(5-6-15(16)30)25(34)40-11-28(35)12-41-27(24(28)33)44-23-21(32)20(31)19(10-29)43-26(23)42-14-8-17(37-2)22(39-4)18(9-14)38-3/h5-9,19-21,23-24,26-27,29-33,35H,10-12H2,1-4H3/t19-,20+,21+,23-,24+,26+,27-,28-/m1/s1
• InChI Key: FNNPPDWPJSIZBK-RUHAQPDCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₆O₁₆
• Molecular Weight: 628.60 g/mol
• Exact Mass: 628.20033506 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.07
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6525	65.25%
Caco-2	-	0.8668	86.68%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6548	65.48%
OATP2B1 inhibitior	-	0.7212	72.12%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5717	57.17%
P-glycoprotein inhibitior	+	0.6418	64.18%
P-glycoprotein substrate	-	0.5999	59.99%
CYP3A4 substrate	+	0.6704	67.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8490	84.90%
CYP3A4 inhibition	-	0.8686	86.86%
CYP2C9 inhibition	-	0.8950	89.50%
CYP2C19 inhibition	-	0.8881	88.81%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.8683	86.83%
CYP2C8 inhibition	+	0.7556	75.56%
CYP inhibitory promiscuity	-	0.7716	77.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5945	59.45%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9220	92.20%
Skin irritation	-	0.8368	83.68%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3604	36.04%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.6966	69.66%
skin sensitisation	-	0.8518	85.18%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8650	86.50%
Acute Oral Toxicity (c)	III	0.7175	71.75%
Estrogen receptor binding	+	0.8342	83.42%
Androgen receptor binding	+	0.5614	56.14%
Thyroid receptor binding	+	0.5675	56.75%
Glucocorticoid receptor binding	+	0.7162	71.62%
Aromatase binding	+	0.6694	66.94%
PPAR gamma	+	0.7233	72.33%
Honey bee toxicity	-	0.7881	78.81%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.3766	37.66%

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	99.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.36%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.18%	94.00%
CHEMBL4208	P20618	Proteasome component C5	93.31%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.06%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.91%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.87%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.14%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.25%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.03%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.20%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	85.79%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.58%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.42%	92.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.34%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.19%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.46%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	83.15%	91.19%
CHEMBL3194	P02766	Transthyretin	80.71%	90.71%

Plants that contains it

• Markhamia stipulata
• Santisukia kerrii

Cross-Links

• PubChem: 636633
• LOTUS: LTS0007641
• wikiData: Q104998398