[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-5-(4-butylphenoxy)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 6e3e381c-95b9-4735-9af5-48da2b139b7d
• Taxonomy: Phenylpropanoids and polyketides > Tannins
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-5-(4-butylphenoxy)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CCCCC1=CC=C(C=C1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)O)CO
• SMILES (Isomeric): CCCCC1=CC=C(C=C1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)O)CO
• InChI: InChI=1S/C29H38O15/c1-2-3-4-13-5-7-15(8-6-13)41-26-18(11-30)42-28(25(38)23(26)36)40-12-19-21(34)22(35)24(37)29(43-19)44-27(39)14-9-16(31)20(33)17(32)10-14/h5-10,18-19,21-26,28-38H,2-4,11-12H2,1H3/t18-,19-,21-,22+,23-,24-,25-,26-,28-,29+/m1/s1
• InChI Key: GZPYDDOPQUVMBP-FKCSJOQISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₈O₁₅
• Molecular Weight: 626.60 g/mol
• Exact Mass: 626.22107050 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.99
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5802	58.02%
Caco-2	-	0.8985	89.85%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8013	80.13%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.6971	69.71%
OATP1B3 inhibitior	+	0.9290	92.90%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4852	48.52%
P-glycoprotein inhibitior	-	0.4757	47.57%
P-glycoprotein substrate	-	0.5256	52.56%
CYP3A4 substrate	+	0.6664	66.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8457	84.57%
CYP3A4 inhibition	-	0.9075	90.75%
CYP2C9 inhibition	-	0.7112	71.12%
CYP2C19 inhibition	-	0.8011	80.11%
CYP2D6 inhibition	-	0.9189	91.89%
CYP1A2 inhibition	-	0.7239	72.39%
CYP2C8 inhibition	+	0.7772	77.72%
CYP inhibitory promiscuity	-	0.7743	77.43%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6877	68.77%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9145	91.45%
Skin irritation	-	0.8010	80.10%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.7037	70.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3867	38.67%
Micronuclear	-	0.7626	76.26%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8840	88.40%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.9522	95.22%
Acute Oral Toxicity (c)	III	0.7422	74.22%
Estrogen receptor binding	+	0.7210	72.10%
Androgen receptor binding	+	0.5547	55.47%
Thyroid receptor binding	-	0.5736	57.36%
Glucocorticoid receptor binding	-	0.5262	52.62%
Aromatase binding	+	0.6258	62.58%
PPAR gamma	+	0.6465	64.65%
Honey bee toxicity	-	0.8529	85.29%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5348	53.48%
Fish aquatic toxicity	+	0.9113	91.13%

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	99.02%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.34%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.85%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.47%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.52%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.79%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	92.68%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	91.50%	94.73%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.60%	100.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.44%	83.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.07%	95.89%
CHEMBL3194	P02766	Transthyretin	87.70%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.57%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	87.24%	97.79%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	87.16%	96.37%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.41%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	85.14%	95.93%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.56%	96.95%
CHEMBL4581	P52732	Kinesin-like protein 1	83.51%	93.18%
CHEMBL5255	O00206	Toll-like receptor 4	83.38%	92.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.27%	94.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.13%	97.29%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.80%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.25%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.68%	95.17%
CHEMBL4208	P20618	Proteasome component C5	80.21%	90.00%

Plants that contains it

• Mimusops elengi

Cross-Links

• PubChem: 162849586
• LOTUS: LTS0181314
• wikiData: Q105024508