Syringoylglucose

Details

• Internal ID: 3b75fc42-54cf-43e7-b785-70ce19470d5a
• Taxonomy: Benzenoids > Phenols > Methoxyphenols > Gingerdiols
• IUPAC Name: (3R,4S,5R,6R)-3,4,5,6,7-pentahydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)heptane-1,2-dione
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C(=O)C(=O)C(C(C(C(CO)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C(=O)C(=O)[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O
• InChI: InChI=1S/C15H20O10/c1-24-8-3-6(4-9(25-2)12(8)20)10(18)13(21)15(23)14(22)11(19)7(17)5-16/h3-4,7,11,14-17,19-20,22-23H,5H2,1-2H3/t7-,11-,14+,15+/m1/s1
• InChI Key: QCIGTAPXKGNROR-GDYWFKHXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₁₀
• Molecular Weight: 360.31 g/mol
• Exact Mass: 360.10564683 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -2.40
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7893	78.93%
Caco-2	-	0.7814	78.14%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6819	68.19%
OATP2B1 inhibitior	-	0.7147	71.47%
OATP1B1 inhibitior	+	0.8496	84.96%
OATP1B3 inhibitior	+	0.9609	96.09%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9608	96.08%
P-glycoprotein inhibitior	-	0.8904	89.04%
P-glycoprotein substrate	-	0.7213	72.13%
CYP3A4 substrate	-	0.5592	55.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7562	75.62%
CYP3A4 inhibition	-	0.8146	81.46%
CYP2C9 inhibition	-	0.9214	92.14%
CYP2C19 inhibition	-	0.9225	92.25%
CYP2D6 inhibition	-	0.8969	89.69%
CYP1A2 inhibition	-	0.5856	58.56%
CYP2C8 inhibition	-	0.7642	76.42%
CYP inhibitory promiscuity	-	0.9676	96.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8532	85.32%
Carcinogenicity (trinary)	Non-required	0.7786	77.86%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.8130	81.30%
Skin irritation	-	0.7502	75.02%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7796	77.96%
Micronuclear	-	0.6227	62.27%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.6406	64.06%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8249	82.49%
Acute Oral Toxicity (c)	III	0.7933	79.33%
Estrogen receptor binding	+	0.7155	71.55%
Androgen receptor binding	-	0.5906	59.06%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6137	61.37%
Aromatase binding	-	0.5449	54.49%
PPAR gamma	-	0.6439	64.39%
Honey bee toxicity	-	0.9591	95.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8685	86.85%
Fish aquatic toxicity	-	0.4352	43.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.77%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.86%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.89%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.90%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.93%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	87.51%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.43%	96.00%
CHEMBL2535	P11166	Glucose transporter	86.29%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.64%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.11%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.63%	85.14%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.40%	100.00%

Plants that contains it

• Thymus vulgaris

Cross-Links

• PubChem: 129719980
• LOTUS: LTS0195689
• wikiData: Q104393825