[(2R,3R,4R,5R,6R)-4-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 545895f0-21b8-4f0a-9d58-05747c61a697
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4R,5R,6R)-4-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)OC)O)CO)OCCC4=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]2OC(=O)/C=C/C3=CC(=C(C=C3)OC)O)CO)OCCC4=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/C36H48O20/c1-15-25(43)28(46)33(56-35-29(47)27(45)26(44)22(13-37)52-35)36(51-15)55-32-30(48)34(50-10-9-17-3-6-18(39)19(40)11-17)53-23(14-38)31(32)54-24(42)8-5-16-4-7-21(49-2)20(41)12-16/h3-8,11-12,15,22-23,25-41,43-48H,9-10,13-14H2,1-2H3/b8-5+/t15-,22+,23+,25-,26-,27-,28+,29+,30+,31+,32+,33+,34+,35-,36-/m0/s1
• InChI Key: ZESLEBMVQBSQNZ-LSSZPGCFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈O₂₀
• Molecular Weight: 800.80 g/mol
• Exact Mass: 800.27389392 g/mol
• Topological Polar Surface Area (TPSA): 313.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.89
• H-Bond Acceptor: 20
• H-Bond Donor: 11
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7661	76.61%
Caco-2	-	0.8904	89.04%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7177	71.77%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.8723	87.23%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8134	81.34%
P-glycoprotein inhibitior	+	0.5743	57.43%
P-glycoprotein substrate	+	0.5573	55.73%
CYP3A4 substrate	+	0.6855	68.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	-	0.9071	90.71%
CYP2C9 inhibition	-	0.8083	80.83%
CYP2C19 inhibition	-	0.8701	87.01%
CYP2D6 inhibition	-	0.9047	90.47%
CYP1A2 inhibition	-	0.8897	88.97%
CYP2C8 inhibition	+	0.8040	80.40%
CYP inhibitory promiscuity	-	0.7483	74.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7131	71.31%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9146	91.46%
Skin irritation	-	0.8429	84.29%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7651	76.51%
Micronuclear	-	0.6467	64.67%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.8643	86.43%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.9689	96.89%
Acute Oral Toxicity (c)	III	0.7867	78.67%
Estrogen receptor binding	+	0.8141	81.41%
Androgen receptor binding	-	0.6648	66.48%
Thyroid receptor binding	+	0.5399	53.99%
Glucocorticoid receptor binding	+	0.6418	64.18%
Aromatase binding	-	0.4891	48.91%
PPAR gamma	+	0.6958	69.58%
Honey bee toxicity	-	0.6426	64.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7104	71.04%

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%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.21%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.56%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.74%	96.00%
CHEMBL3194	P02766	Transthyretin	95.41%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.22%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.22%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.00%	91.49%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.11%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.97%	97.36%
CHEMBL2581	P07339	Cathepsin D	89.16%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.02%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.80%	80.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.04%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.52%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.06%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	81.51%	90.20%
CHEMBL4208	P20618	Proteasome component C5	81.42%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.13%	94.45%

Plants that contains it

• Lamium purpureum

Cross-Links

• PubChem: 163100304
• LOTUS: LTS0275727
• wikiData: Q105373659