Syringin 4-glucoside

Details

• Internal ID: ac0a96e4-a3c4-4433-8168-953a5d64e826
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenoxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O)O)OC)C=CCO
• SMILES (Isomeric): COC1=CC(=CC(=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)OC)/C=C/CO
• InChI: InChI=1S/C23H34O14/c1-32-11-6-10(4-3-5-24)7-12(33-2)20(11)36-23-19(31)17(29)21(14(9-26)35-23)37-22-18(30)16(28)15(27)13(8-25)34-22/h3-4,6-7,13-19,21-31H,5,8-9H2,1-2H3/b4-3+/t13-,14-,15-,16+,17-,18-,19-,21-,22+,23+/m1/s1
• InChI Key: PGQISLLSNXMLSM-KGVBHMMXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₄O₁₄
• Molecular Weight: 534.50 g/mol
• Exact Mass: 534.19485575 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -3.29
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

• CHEMBL466368

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8236	82.36%
Caco-2	-	0.8891	88.91%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5517	55.17%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8809	88.09%
OATP1B3 inhibitior	+	0.9758	97.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4731	47.31%
P-glycoprotein inhibitior	-	0.7022	70.22%
P-glycoprotein substrate	-	0.8808	88.08%
CYP3A4 substrate	+	0.5630	56.30%
CYP2C9 substrate	+	0.5811	58.11%
CYP2D6 substrate	-	0.8036	80.36%
CYP3A4 inhibition	-	0.8993	89.93%
CYP2C9 inhibition	-	0.9031	90.31%
CYP2C19 inhibition	-	0.8516	85.16%
CYP2D6 inhibition	-	0.8939	89.39%
CYP1A2 inhibition	-	0.9186	91.86%
CYP2C8 inhibition	-	0.5641	56.41%
CYP inhibitory promiscuity	-	0.6543	65.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6635	66.35%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9392	93.92%
Skin irritation	-	0.8460	84.60%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3941	39.41%
Micronuclear	-	0.5841	58.41%
Hepatotoxicity	-	0.8697	86.97%
skin sensitisation	-	0.8297	82.97%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.8219	82.19%
Acute Oral Toxicity (c)	III	0.7438	74.38%
Estrogen receptor binding	+	0.6468	64.68%
Androgen receptor binding	-	0.5514	55.14%
Thyroid receptor binding	+	0.5567	55.67%
Glucocorticoid receptor binding	-	0.5700	57.00%
Aromatase binding	+	0.5492	54.92%
PPAR gamma	+	0.6609	66.09%
Honey bee toxicity	-	0.6912	69.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.4368	43.68%

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	97.45%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.51%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.89%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.75%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.16%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.05%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.84%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.57%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.14%	86.92%

Plants that contains it

• Magnolia sieboldii

Cross-Links

• PubChem: 10578229
• NPASS: NPC164857
• LOTUS: LTS0244672
• wikiData: Q105208603