(2R,3S,4R,5R,6S)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(3,4,5-trimethoxyphenyl)methyl]oxane-3,4,5-triol

Details

• Internal ID: dd712a14-164a-4090-b37f-1ed94767bdbe
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3S,4R,5R,6S)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(3,4,5-trimethoxyphenyl)methyl]oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC(=C1OC)OC)CC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)OC)C[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@](CO3)(CO)O)O)O)O)O
• InChI: InChI=1S/C21H32O12/c1-28-12-5-10(6-13(29-2)18(12)30-3)4-11-15(23)17(25)16(24)14(33-11)7-31-20-19(26)21(27,8-22)9-32-20/h5-6,11,14-17,19-20,22-27H,4,7-9H2,1-3H3/t11-,14+,15-,16+,17+,19-,20+,21+/m0/s1
• InChI Key: ZEJKLTXPDGZDBD-XFRIDPOZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₁₂
• Molecular Weight: 476.50 g/mol
• Exact Mass: 476.18937645 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.44
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7272	72.72%
Caco-2	-	0.8151	81.51%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6591	65.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9029	90.29%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6824	68.24%
P-glycoprotein inhibitior	-	0.6555	65.55%
P-glycoprotein substrate	-	0.6966	69.66%
CYP3A4 substrate	+	0.6246	62.46%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.7949	79.49%
CYP3A4 inhibition	-	0.9204	92.04%
CYP2C9 inhibition	-	0.8804	88.04%
CYP2C19 inhibition	-	0.8600	86.00%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.8632	86.32%
CYP2C8 inhibition	+	0.6223	62.23%
CYP inhibitory promiscuity	-	0.7996	79.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5960	59.60%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9483	94.83%
Skin irritation	-	0.8339	83.39%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7407	74.07%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.7458	74.58%
skin sensitisation	-	0.8571	85.71%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7184	71.84%
Acute Oral Toxicity (c)	III	0.6499	64.99%
Estrogen receptor binding	+	0.7426	74.26%
Androgen receptor binding	-	0.6179	61.79%
Thyroid receptor binding	+	0.6506	65.06%
Glucocorticoid receptor binding	-	0.5237	52.37%
Aromatase binding	+	0.6624	66.24%
PPAR gamma	+	0.6480	64.80%
Honey bee toxicity	-	0.8254	82.54%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.5210	52.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.90%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.66%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.12%	94.45%
CHEMBL4302	P08183	P-glycoprotein 1	91.73%	92.98%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.04%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.81%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.80%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.58%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.54%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.90%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.61%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.77%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.69%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	83.99%	93.18%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.18%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.57%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.37%	96.00%
CHEMBL2581	P07339	Cathepsin D	81.25%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.92%	92.94%
CHEMBL5747	Q92793	CREB-binding protein	80.43%	95.12%

Plants that contains it

• Nauclea orientalis

Cross-Links

• PubChem: 163053204
• LOTUS: LTS0103713
• wikiData: Q105373326