[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-phenoxyoxan-2-yl]oxymethyl]-3-[(3S)-3,7-dimethyloctoxy]-4,5-dihydroxyoxan-2-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 9ed25b9a-8fcc-476f-b5e6-3a07d91577df
• Taxonomy: Phenylpropanoids and polyketides > Tannins
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-phenoxyoxan-2-yl]oxymethyl]-3-[(3S)-3,7-dimethyloctoxy]-4,5-dihydroxyoxan-2-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC(C)CCCC(C)CCOC1C(C(C(OC1OC(=O)C2=CC(=C(C(=C2)O)O)O)COC3C(C(C(C(O3)CO)OC4=CC=CC=C4)O)O)O)O
• SMILES (Isomeric): C[C@@H](CCCC(C)C)CCO[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC(=O)C2=CC(=C(C(=C2)O)O)O)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)OC4=CC=CC=C4)O)O)O)O
• InChI: InChI=1S/C35H50O15/c1-18(2)8-7-9-19(3)12-13-45-32-28(41)27(40)25(49-35(32)50-33(44)20-14-22(37)26(39)23(38)15-20)17-46-34-30(43)29(42)31(24(16-36)48-34)47-21-10-5-4-6-11-21/h4-6,10-11,14-15,18-19,24-25,27-32,34-43H,7-9,12-13,16-17H2,1-3H3/t19-,24+,25+,27+,28-,29+,30+,31+,32+,34+,35-/m0/s1
• InChI Key: ZFIKNYKXKUTYNO-UDFAVYQNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₀O₁₅
• Molecular Weight: 710.80 g/mol
• Exact Mass: 710.31497088 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5574	55.74%
Caco-2	-	0.8844	88.44%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8826	88.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8007	80.07%
OATP1B3 inhibitior	+	0.8477	84.77%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5871	58.71%
P-glycoprotein inhibitior	+	0.6044	60.44%
P-glycoprotein substrate	-	0.5203	52.03%
CYP3A4 substrate	+	0.6815	68.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.7447	74.47%
CYP2C9 inhibition	-	0.7755	77.55%
CYP2C19 inhibition	-	0.8201	82.01%
CYP2D6 inhibition	-	0.9145	91.45%
CYP1A2 inhibition	-	0.7239	72.39%
CYP2C8 inhibition	+	0.6049	60.49%
CYP inhibitory promiscuity	-	0.9174	91.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7183	71.83%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9139	91.39%
Skin irritation	-	0.8395	83.95%
Skin corrosion	-	0.9648	96.48%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7233	72.33%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6968	69.68%
skin sensitisation	-	0.8934	89.34%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.9593	95.93%
Acute Oral Toxicity (c)	III	0.6800	68.00%
Estrogen receptor binding	+	0.7663	76.63%
Androgen receptor binding	+	0.5463	54.63%
Thyroid receptor binding	-	0.5261	52.61%
Glucocorticoid receptor binding	-	0.4672	46.72%
Aromatase binding	+	0.5694	56.94%
PPAR gamma	+	0.6513	65.13%
Honey bee toxicity	-	0.8616	86.16%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9828	98.28%

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	99.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.62%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	96.03%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.73%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.35%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.50%	86.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.50%	83.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.93%	94.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.21%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.04%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.33%	96.00%
CHEMBL4581	P52732	Kinesin-like protein 1	87.03%	93.18%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.30%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.21%	96.47%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	84.54%	97.53%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.65%	95.89%
CHEMBL1907	P15144	Aminopeptidase N	83.41%	93.31%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.91%	96.37%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.18%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.97%	93.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.75%	95.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.70%	94.23%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.62%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.13%	94.00%

Plants that contains it

• Mimusops elengi

Cross-Links

• PubChem: 162976200
• LOTUS: LTS0217807
• wikiData: Q105374187