[(2S,3S,4R,5R)-4-hydroxy-2-[(2S,4R,5S,6R)-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,5-bis(hydroxymethyl)oxolan-3-yl] (E)-3-(4-hydroxy-2,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: 4914688b-ad73-45c7-af03-d9be62fe6002
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3S,4R,5R)-4-hydroxy-2-[(2S,4R,5S,6R)-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,5-bis(hydroxymethyl)oxolan-3-yl] (E)-3-(4-hydroxy-2,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=C(C=C1C=CC(=O)OC2C(C(OC2(CO)OC3CC(C(C(O3)CO)OC4C(C(C(C(O4)CO)O)O)O)O)CO)O)OC)O
• SMILES (Isomeric): COC1=CC(=C(C=C1/C=C/C(=O)O[C@H]2[C@@H]([C@H](O[C@@]2(CO)O[C@H]3C[C@H]([C@@H]([C@H](O3)CO)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)CO)O)OC)O
• InChI: InChI=1S/C29H42O19/c1-41-15-6-13(34)16(42-2)5-12(15)3-4-20(36)45-27-23(38)18(9-31)47-29(27,11-33)48-21-7-14(35)26(19(10-32)43-21)46-28-25(40)24(39)22(37)17(8-30)44-28/h3-6,14,17-19,21-28,30-35,37-40H,7-11H2,1-2H3/b4-3+/t14-,17-,18-,19-,21+,22-,23-,24+,25-,26+,27+,28+,29+/m1/s1
• InChI Key: MKMLKCLGTDUWFA-UDKHIFBCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₂O₁₉
• Molecular Weight: 694.60 g/mol
• Exact Mass: 694.23202911 g/mol
• Topological Polar Surface Area (TPSA): 293.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -4.56
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6856	68.56%
Caco-2	-	0.8932	89.32%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7006	70.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8053	80.53%
OATP1B3 inhibitior	+	0.9596	95.96%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6886	68.86%
P-glycoprotein inhibitior	+	0.6007	60.07%
P-glycoprotein substrate	+	0.5479	54.79%
CYP3A4 substrate	+	0.6889	68.89%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.7917	79.17%
CYP2C9 inhibition	-	0.9051	90.51%
CYP2C19 inhibition	-	0.8586	85.86%
CYP2D6 inhibition	-	0.8882	88.82%
CYP1A2 inhibition	-	0.8985	89.85%
CYP2C8 inhibition	+	0.6418	64.18%
CYP inhibitory promiscuity	-	0.7694	76.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6686	66.86%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9217	92.17%
Skin irritation	-	0.8237	82.37%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7186	71.86%
Micronuclear	-	0.6026	60.26%
Hepatotoxicity	-	0.6716	67.16%
skin sensitisation	-	0.8018	80.18%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8957	89.57%
Acute Oral Toxicity (c)	III	0.6916	69.16%
Estrogen receptor binding	+	0.7744	77.44%
Androgen receptor binding	-	0.4819	48.19%
Thyroid receptor binding	-	0.5242	52.42%
Glucocorticoid receptor binding	+	0.5836	58.36%
Aromatase binding	+	0.5826	58.26%
PPAR gamma	+	0.6920	69.20%
Honey bee toxicity	-	0.6791	67.91%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7656	76.56%

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	99.50%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.48%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.12%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.86%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.34%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.75%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.82%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.40%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.34%	92.94%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.79%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.74%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	86.72%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.83%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.34%	95.50%
CHEMBL4208	P20618	Proteasome component C5	84.65%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.71%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.55%	97.36%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.38%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.35%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	83.15%	94.73%
CHEMBL3194	P02766	Transthyretin	82.64%	90.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.85%	91.24%
CHEMBL5028	O14672	ADAM10	80.03%	97.50%

Plants that contains it

• Polygala arillata

Cross-Links

• PubChem: 6325729
• NPASS: NPC202286