[(2S,3R,4S,5R,6R)-4-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,5-dihydroxyoxan-2-yl] 3-(3,4-dihydroxyphenyl)propanoate

Details

• Internal ID: 4236a7a0-1f1b-475b-acc4-0fd98a834f61
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3R,4S,5R,6R)-4-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,5-dihydroxyoxan-2-yl] 3-(3,4-dihydroxyphenyl)propanoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2O)OC(=O)CCC3=CC(=C(C=C3)O)O)COC(=O)C=CC4=CC(=C(C=C4)O)O)O)OC5C(C(C(C(O5)CO)O)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]2O)OC(=O)CCC3=CC(=C(C=C3)O)O)COC(=O)/C=C/C4=CC(=C(C=C4)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O
• InChI: InChI=1S/C36H46O21/c1-14-25(44)29(48)33(57-34-30(49)28(47)26(45)21(12-37)53-34)36(52-14)56-32-27(46)22(13-51-23(42)8-4-15-2-6-17(38)19(40)10-15)54-35(31(32)50)55-24(43)9-5-16-3-7-18(39)20(41)11-16/h2-4,6-8,10-11,14,21-22,25-41,44-50H,5,9,12-13H2,1H3/b8-4+/t14-,21+,22+,25-,26+,27+,28-,29+,30+,31+,32-,33+,34-,35-,36-/m0/s1
• InChI Key: QAZBLEPVKAWDSG-PWBYPNGQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₆O₂₁
• Molecular Weight: 814.70 g/mol
• Exact Mass: 814.25315847 g/mol
• Topological Polar Surface Area (TPSA): 342.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -3.27
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8261	82.61%
Caco-2	-	0.8894	88.94%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.9286	92.86%
Subcellular localzation	Mitochondria	0.7486	74.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8514	85.14%
OATP1B3 inhibitior	+	0.9585	95.85%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8536	85.36%
P-glycoprotein inhibitior	+	0.6011	60.11%
P-glycoprotein substrate	-	0.5201	52.01%
CYP3A4 substrate	+	0.6754	67.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.9027	90.27%
CYP2C9 inhibition	-	0.7221	72.21%
CYP2C19 inhibition	-	0.8670	86.70%
CYP2D6 inhibition	-	0.9292	92.92%
CYP1A2 inhibition	-	0.8688	86.88%
CYP2C8 inhibition	+	0.7336	73.36%
CYP inhibitory promiscuity	-	0.8342	83.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6796	67.96%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9104	91.04%
Skin irritation	-	0.8508	85.08%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6793	67.93%
Micronuclear	-	0.6467	64.67%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.8649	86.49%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9716	97.16%
Acute Oral Toxicity (c)	III	0.7500	75.00%
Estrogen receptor binding	+	0.7420	74.20%
Androgen receptor binding	-	0.6029	60.29%
Thyroid receptor binding	-	0.5213	52.13%
Glucocorticoid receptor binding	+	0.5409	54.09%
Aromatase binding	+	0.5251	52.51%
PPAR gamma	+	0.7041	70.41%
Honey bee toxicity	-	0.6537	65.37%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.8535	85.35%

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	99.77%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.43%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.98%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.59%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.89%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.88%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.17%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	92.11%	94.73%
CHEMBL3194	P02766	Transthyretin	91.75%	90.71%
CHEMBL2581	P07339	Cathepsin D	91.44%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.19%	86.92%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	89.18%	80.78%
CHEMBL226	P30542	Adenosine A1 receptor	89.10%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.52%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.56%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.51%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.51%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	82.12%	92.50%
CHEMBL4208	P20618	Proteasome component C5	81.75%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.67%	95.50%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.58%	96.37%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.22%	97.09%

Plants that contains it

• Caryopteris incana

Cross-Links

• PubChem: 163188289
• LOTUS: LTS0024794
• wikiData: Q105217672