[(3R,4R,5S)-5-[(2S,3S,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-6-[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxymethyl]oxan-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-4-hydroxy-3-(hydroxymethyl)oxolan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: abe97e21-f0d4-4891-83e9-f44d343eb195
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(3R,4R,5S)-5-[(2S,3S,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-6-[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxymethyl]oxan-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-4-hydroxy-3-(hydroxymethyl)oxolan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OCCC3=CC(=C(C=C3)O)O)COC(=O)C=CC4=CC(=C(C(=C4)OC)O)OC)O)O)OC5C(C(CO5)(CO)OC(=O)C=CC6=CC(=C(C=C6)O)OC)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]([C@H](O[C@H]2OCCC3=CC(=C(C=C3)O)O)COC(=O)/C=C/C4=CC(=C(C(=C4)OC)O)OC)O)O)O[C@H]5[C@@H]([C@](CO5)(CO)OC(=O)/C=C/C6=CC(=C(C=C6)O)OC)O)O)O
• InChI: InChI=1S/C46H56O23/c1-22-35(53)38(56)41(68-45-42(58)46(20-47,21-64-45)69-34(52)12-7-23-6-10-27(49)29(16-23)59-2)44(65-22)67-40-39(57)37(55)32(66-43(40)62-14-13-24-5-9-26(48)28(50)15-24)19-63-33(51)11-8-25-17-30(60-3)36(54)31(18-25)61-4/h5-12,15-18,22,32,35,37-45,47-50,53-58H,13-14,19-21H2,1-4H3/b11-8+,12-7+/t22-,32+,35-,37+,38+,39-,40+,41-,42-,43+,44-,45-,46+/m0/s1
• InChI Key: SVNIIMYPSPJPRI-FRSCTISCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₆O₂₃
• Molecular Weight: 976.90 g/mol
• Exact Mass: 976.32123803 g/mol
• Topological Polar Surface Area (TPSA): 338.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.26
• H-Bond Acceptor: 23
• H-Bond Donor: 10
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6713	67.13%
Caco-2	-	0.8680	86.80%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7558	75.58%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.8401	84.01%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8316	83.16%
P-glycoprotein inhibitior	+	0.7420	74.20%
P-glycoprotein substrate	+	0.6669	66.69%
CYP3A4 substrate	+	0.7181	71.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	-	0.8449	84.49%
CYP2C9 inhibition	-	0.7265	72.65%
CYP2C19 inhibition	-	0.8116	81.16%
CYP2D6 inhibition	-	0.9270	92.70%
CYP1A2 inhibition	-	0.8462	84.62%
CYP2C8 inhibition	+	0.8289	82.89%
CYP inhibitory promiscuity	-	0.7325	73.25%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5674	56.74%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.8269	82.69%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4420	44.20%
Micronuclear	-	0.6367	63.67%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8500	85.00%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9845	98.45%
Acute Oral Toxicity (c)	III	0.6278	62.78%
Estrogen receptor binding	+	0.8207	82.07%
Androgen receptor binding	+	0.6366	63.66%
Thyroid receptor binding	+	0.5826	58.26%
Glucocorticoid receptor binding	+	0.6638	66.38%
Aromatase binding	+	0.5957	59.57%
PPAR gamma	+	0.7693	76.93%
Honey bee toxicity	-	0.6596	65.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8381	83.81%

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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.73%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.01%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.98%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.07%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.62%	91.49%
CHEMBL3194	P02766	Transthyretin	94.66%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	93.01%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.99%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.12%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.11%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.05%	97.36%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.60%	86.92%
CHEMBL2581	P07339	Cathepsin D	89.55%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.30%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.96%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.06%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.28%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.04%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	84.56%	94.73%
CHEMBL4208	P20618	Proteasome component C5	84.42%	90.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.37%	95.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.70%	92.62%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.29%	80.78%
CHEMBL340	P08684	Cytochrome P450 3A4	81.28%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.97%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.97%	96.90%
CHEMBL221	P23219	Cyclooxygenase-1	80.12%	90.17%

Plants that contains it

• Newbouldia laevis

Cross-Links

• PubChem: 163106054
• LOTUS: LTS0014031
• wikiData: Q105262237