Populoside

Details

• Internal ID: 4707c4a8-9f85-4542-85c6-7cfa978cc142
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC=C(C(=C1)COC(=O)C=CC2=CC(=C(C=C2)O)O)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)COC(=O)/C=C/C2=CC(=C(C=C2)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C22H24O10/c23-10-17-19(27)20(28)21(29)22(32-17)31-16-4-2-1-3-13(16)11-30-18(26)8-6-12-5-7-14(24)15(25)9-12/h1-9,17,19-25,27-29H,10-11H2/b8-6+/t17-,19-,20+,21-,22-/m1/s1
• InChI Key: KMQUGCQVIDIVLT-CKNMYDPISA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₁₀
• Molecular Weight: 448.40 g/mol
• Exact Mass: 448.13694696 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.03
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

• CHEMBL462995
• MEGxp0_000687
• 26632-35-9
• AKOS040735169
• NCGC00380503-01
• NCGC00380503-01_C22H24O10_2-(beta-D-Glucopyranosyloxy)benzyl (2E)-3-(3,4-dihydroxyphenyl)acrylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6871	68.71%
Caco-2	-	0.9312	93.12%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.9286	92.86%
Subcellular localzation	Mitochondria	0.6087	60.87%
OATP2B1 inhibitior	-	0.7027	70.27%
OATP1B1 inhibitior	+	0.9261	92.61%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6491	64.91%
P-glycoprotein inhibitior	-	0.6723	67.23%
P-glycoprotein substrate	-	0.8941	89.41%
CYP3A4 substrate	+	0.5873	58.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8666	86.66%
CYP3A4 inhibition	-	0.8685	86.85%
CYP2C9 inhibition	-	0.8795	87.95%
CYP2C19 inhibition	-	0.8786	87.86%
CYP2D6 inhibition	-	0.9070	90.70%
CYP1A2 inhibition	-	0.9246	92.46%
CYP2C8 inhibition	+	0.7112	71.12%
CYP inhibitory promiscuity	-	0.6201	62.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7080	70.80%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9028	90.28%
Skin irritation	-	0.8423	84.23%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4325	43.25%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.7829	78.29%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7081	70.81%
Acute Oral Toxicity (c)	III	0.6351	63.51%
Estrogen receptor binding	+	0.6540	65.40%
Androgen receptor binding	+	0.6812	68.12%
Thyroid receptor binding	+	0.5925	59.25%
Glucocorticoid receptor binding	-	0.4935	49.35%
Aromatase binding	-	0.4891	48.91%
PPAR gamma	+	0.7571	75.71%
Honey bee toxicity	-	0.6841	68.41%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8889	88.89%

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	99.81%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.15%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.37%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.24%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	92.74%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.64%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.64%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.79%	96.09%
CHEMBL3194	P02766	Transthyretin	91.20%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	88.03%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.36%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.22%	95.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.95%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.25%	99.15%
CHEMBL2581	P07339	Cathepsin D	82.73%	98.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.29%	80.78%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.06%	96.61%

Plants that contains it

• Populus grandidentata

Cross-Links

• PubChem: 23872119
• LOTUS: LTS0063931
• wikiData: Q105143145