Forsythoside E

Details

• Internal ID: 2303ffb5-4ad1-4665-a5ed-18ef6e0145a2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OCCC3=CC(=C(C=C3)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OCCC3=CC(=C(C=C3)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C20H30O12/c1-8-13(23)15(25)17(27)20(31-8)30-7-12-14(24)16(26)18(28)19(32-12)29-5-4-9-2-3-10(21)11(22)6-9/h2-3,6,8,12-28H,4-5,7H2,1H3/t8-,12+,13-,14+,15+,16-,17+,18+,19+,20+/m0/s1
• InChI Key: QIMGUQIHCNDUKU-OJJLXHDHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₁₂
• Molecular Weight: 462.40 g/mol
• Exact Mass: 462.17372639 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -2.69
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

• 93675-88-8
• (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
• ForsythosideE
• SCHEMBL6008299
• HY-N2173
• MFCD29049465
• AKOS030530178
• AC-34399
• MS-28495
• CS-0019482
• (2R,3R,4S,5S,6R)-2-(3,4-Dihydroxyphenethoxy)-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8566	85.66%
Caco-2	-	0.8528	85.28%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8183	81.83%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.9114	91.14%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8522	85.22%
P-glycoprotein inhibitior	-	0.8696	86.96%
P-glycoprotein substrate	-	0.8172	81.72%
CYP3A4 substrate	+	0.5290	52.90%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8000	80.00%
CYP3A4 inhibition	-	0.9552	95.52%
CYP2C9 inhibition	-	0.6742	67.42%
CYP2C19 inhibition	-	0.8268	82.68%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	-	0.8269	82.69%
CYP2C8 inhibition	+	0.4666	46.66%
CYP inhibitory promiscuity	-	0.7212	72.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5891	58.91%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9406	94.06%
Skin irritation	-	0.8247	82.47%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6473	64.73%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8517	85.17%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.9133	91.33%
Acute Oral Toxicity (c)	III	0.7639	76.39%
Estrogen receptor binding	+	0.5929	59.29%
Androgen receptor binding	-	0.7117	71.17%
Thyroid receptor binding	+	0.6265	62.65%
Glucocorticoid receptor binding	-	0.5124	51.24%
Aromatase binding	+	0.7269	72.69%
PPAR gamma	+	0.6530	65.30%
Honey bee toxicity	-	0.7948	79.48%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	-	0.5105	51.05%

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	99.26%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.28%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.15%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.20%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.17%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.50%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.44%	97.36%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.99%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.69%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.84%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	84.06%	95.93%
CHEMBL4208	P20618	Proteasome component C5	82.72%	90.00%
CHEMBL3194	P02766	Transthyretin	82.13%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.03%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.48%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.87%	99.15%
CHEMBL1944	P08473	Neprilysin	80.33%	92.63%

Plants that contains it

• Firmiana simplex
• Forsythia suspensa

Cross-Links

• PubChem: 69634125
• LOTUS: LTS0256153
• wikiData: Q105221494