[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-methoxy-6-oxopyran-2-yl)-3-methylphenoxy]-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 5968aa5a-4f6f-41e4-b7d6-9869719ea266
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-methoxy-6-oxopyran-2-yl)-3-methylphenoxy]-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1=CC(=CC(=C1C2=CC(=CC(=O)O2)OC)OC3C(C(C(C(O3)CO)O)O)OC(=O)C=CC4=CC=C(C=C4)O)O
• SMILES (Isomeric): CC1=CC(=CC(=C1C2=CC(=CC(=O)O2)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)OC(=O)/C=C/C4=CC=C(C=C4)O)O
• InChI: InChI=1S/C28H28O12/c1-14-9-17(31)10-19(24(14)20-11-18(36-2)12-23(33)37-20)38-28-27(26(35)25(34)21(13-29)39-28)40-22(32)8-5-15-3-6-16(30)7-4-15/h3-12,21,25-31,34-35H,13H2,1-2H3/b8-5+/t21-,25-,26+,27-,28-/m1/s1
• InChI Key: AVKZBTISTJWNNL-MKNNQNITSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₈O₁₂
• Molecular Weight: 556.50 g/mol
• Exact Mass: 556.15807632 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6941	69.41%
Caco-2	-	0.8495	84.95%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6280	62.80%
OATP2B1 inhibitior	-	0.5602	56.02%
OATP1B1 inhibitior	+	0.8484	84.84%
OATP1B3 inhibitior	+	0.9680	96.80%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9163	91.63%
P-glycoprotein inhibitior	+	0.6768	67.68%
P-glycoprotein substrate	-	0.6202	62.02%
CYP3A4 substrate	+	0.6519	65.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8693	86.93%
CYP3A4 inhibition	-	0.8174	81.74%
CYP2C9 inhibition	-	0.8647	86.47%
CYP2C19 inhibition	-	0.9034	90.34%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.9401	94.01%
CYP2C8 inhibition	+	0.7610	76.10%
CYP inhibitory promiscuity	-	0.7493	74.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7262	72.62%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9199	91.99%
Skin irritation	-	0.8544	85.44%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6916	69.16%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.6933	69.33%
skin sensitisation	-	0.8980	89.80%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7994	79.94%
Acute Oral Toxicity (c)	III	0.6984	69.84%
Estrogen receptor binding	+	0.7893	78.93%
Androgen receptor binding	+	0.7942	79.42%
Thyroid receptor binding	+	0.5378	53.78%
Glucocorticoid receptor binding	+	0.7824	78.24%
Aromatase binding	-	0.5466	54.66%
PPAR gamma	+	0.6560	65.60%
Honey bee toxicity	-	0.7384	73.84%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9025	90.25%

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	99.57%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.42%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.35%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.25%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.23%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.87%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	92.75%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.87%	94.45%
CHEMBL3194	P02766	Transthyretin	90.94%	90.71%
CHEMBL2581	P07339	Cathepsin D	90.78%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.69%	99.15%
CHEMBL4208	P20618	Proteasome component C5	89.83%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.24%	96.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.93%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.77%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.45%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.72%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.31%	86.92%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.10%	85.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.13%	96.95%
CHEMBL4581	P52732	Kinesin-like protein 1	80.71%	93.18%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.44%	95.50%

Plants that contains it

• Aloe africana
• Aloe ferox
• Aloe nyeriensis
• Aloe spicata
• Aloe vera

Cross-Links

• PubChem: 14211227
• NPASS: NPC255011
• LOTUS: LTS0110311
• wikiData: Q104919618