[(2R,3R,4R,5R,6R)-2-[[(2R,3R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-5-hydroxy-6-[2-(4-hydroxy-3-methoxyphenyl)ethoxy]-4-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: c5de8394-d1f0-448e-853e-1c5f94735929
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4R,5R,6R)-2-[[(2R,3R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-5-hydroxy-6-[2-(4-hydroxy-3-methoxyphenyl)ethoxy]-4-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)OC)COC4C(C(CO4)(CO)O)O)OCCC5=CC(=C(C=C5)O)OC)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2OC(=O)/C=C/C3=CC(=C(C=C3)O)OC)CO[C@H]4[C@@H](C(CO4)(CO)O)O)OCCC5=CC(=C(C=C5)O)OC)O)O)O)O
• InChI: InChI=1S/C36H48O19/c1-17-26(41)27(42)28(43)34(52-17)55-31-29(44)33(49-11-10-19-5-8-21(39)23(13-19)48-3)53-24(14-50-35-32(45)36(46,15-37)16-51-35)30(31)54-25(40)9-6-18-4-7-20(38)22(12-18)47-2/h4-9,12-13,17,24,26-35,37-39,41-46H,10-11,14-16H2,1-3H3/b9-6+/t17-,24+,26+,27+,28+,29+,30+,31+,32-,33+,34-,35+,36?/m0/s1
• InChI Key: UMADJYFWGWTKSA-ONPZMMOJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈O₁₉
• Molecular Weight: 784.80 g/mol
• Exact Mass: 784.27897930 g/mol
• Topological Polar Surface Area (TPSA): 282.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.94
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5126	51.26%
Caco-2	-	0.8889	88.89%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7723	77.23%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.8648	86.48%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8829	88.29%
P-glycoprotein inhibitior	+	0.6559	65.59%
P-glycoprotein substrate	+	0.6584	65.84%
CYP3A4 substrate	+	0.7146	71.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8663	86.63%
CYP3A4 inhibition	-	0.8969	89.69%
CYP2C9 inhibition	-	0.8471	84.71%
CYP2C19 inhibition	-	0.8641	86.41%
CYP2D6 inhibition	-	0.9094	90.94%
CYP1A2 inhibition	-	0.8670	86.70%
CYP2C8 inhibition	+	0.8392	83.92%
CYP inhibitory promiscuity	-	0.8359	83.59%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6132	61.32%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9182	91.82%
Skin irritation	-	0.8071	80.71%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8020	80.20%
Micronuclear	-	0.6926	69.26%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8441	84.41%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9524	95.24%
Acute Oral Toxicity (c)	III	0.5364	53.64%
Estrogen receptor binding	+	0.8152	81.52%
Androgen receptor binding	-	0.5262	52.62%
Thyroid receptor binding	+	0.5626	56.26%
Glucocorticoid receptor binding	+	0.6970	69.70%
Aromatase binding	+	0.5455	54.55%
PPAR gamma	+	0.7395	73.95%
Honey bee toxicity	-	0.6838	68.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8073	80.73%

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	99.87%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.55%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.75%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.52%	96.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.74%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	93.44%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.58%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.53%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.41%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.95%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.56%	92.94%
CHEMBL2581	P07339	Cathepsin D	88.07%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.41%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.99%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.94%	92.62%
CHEMBL4208	P20618	Proteasome component C5	83.95%	90.00%
CHEMBL3194	P02766	Transthyretin	83.62%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.60%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	83.35%	93.18%
CHEMBL4302	P08183	P-glycoprotein 1	82.41%	92.98%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.05%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.81%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.60%	96.90%
CHEMBL3401	O75469	Pregnane X receptor	80.80%	94.73%

Plants that contains it

• Phlomoides rotata

Cross-Links

• PubChem: 11972393
• NPASS: NPC179757