Forsythoside F

Details

• Internal ID: 17dafcfa-5b98-4221-9556-f0346e68cd29
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)COC4C(C(C(CO4)O)O)O)OCCC5=CC(=C(C=C5)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2OC(=O)/C=C/C3=CC(=C(C=C3)O)O)CO[C@H]4[C@@H]([C@H]([C@@H](CO4)O)O)O)OCCC5=CC(=C(C=C5)O)O)O)O)O)O
• InChI: InChI=1S/C34H44O19/c1-14-24(41)26(43)28(45)34(50-14)53-31-29(46)33(47-9-8-16-3-6-18(36)20(38)11-16)51-22(13-49-32-27(44)25(42)21(39)12-48-32)30(31)52-23(40)7-4-15-2-5-17(35)19(37)10-15/h2-7,10-11,14,21-22,24-39,41-46H,8-9,12-13H2,1H3/b7-4+/t14-,21+,22+,24-,25-,26+,27+,28+,29+,30+,31+,32-,33+,34-/m0/s1
• InChI Key: XPLMUADTACCMDJ-UVQMCPPLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₄O₁₉
• Molecular Weight: 756.70 g/mol
• Exact Mass: 756.24767917 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.55
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 12

Synonyms

• arenarioside
• 94130-58-2
• [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• HY-N7397
• AKOS040760065
• CS-0119427

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6494	64.94%
Caco-2	-	0.9033	90.33%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.8207	82.07%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8816	88.16%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8557	85.57%
P-glycoprotein inhibitior	-	0.4841	48.41%
P-glycoprotein substrate	+	0.5506	55.06%
CYP3A4 substrate	+	0.6867	68.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8696	86.96%
CYP3A4 inhibition	-	0.9186	91.86%
CYP2C9 inhibition	-	0.8931	89.31%
CYP2C19 inhibition	-	0.8809	88.09%
CYP2D6 inhibition	-	0.8895	88.95%
CYP1A2 inhibition	-	0.8272	82.72%
CYP2C8 inhibition	+	0.7054	70.54%
CYP inhibitory promiscuity	-	0.8852	88.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6891	68.91%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9182	91.82%
Skin irritation	-	0.8349	83.49%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7162	71.62%
Micronuclear	-	0.7126	71.26%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8318	83.18%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9871	98.71%
Acute Oral Toxicity (c)	III	0.7621	76.21%
Estrogen receptor binding	+	0.7997	79.97%
Androgen receptor binding	-	0.7899	78.99%
Thyroid receptor binding	+	0.5460	54.60%
Glucocorticoid receptor binding	+	0.5708	57.08%
Aromatase binding	-	0.4901	49.01%
PPAR gamma	+	0.7207	72.07%
Honey bee toxicity	-	0.6800	68.00%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8999	89.99%

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	99.84%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.18%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.52%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.30%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.17%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.32%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.49%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	91.70%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.99%	99.17%
CHEMBL4208	P20618	Proteasome component C5	88.99%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.80%	95.93%
CHEMBL3194	P02766	Transthyretin	88.54%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.38%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.67%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.66%	97.36%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.11%	80.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.31%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.65%	90.71%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.41%	96.37%

Plants that contains it

• Abeliophyllum distichum
• Acacia kempeana
• Aframomum sulcatum
• Alhagi pseudalhagi subsp. persarum
• Baillonella toxisperma
• Brandisia hancei
• Castanopsis cuspidata
• Centaurea axillaris
• Decaisnea fargesii
• Dendrobium crepidatum
• Dendrobium thyrsiflorum
• Diospyros buxifolia
• Forsythia suspensa
• Forsythia viridissima
• Gratiola officinalis
• Hymenaea courbaril
• Laburnum watereri
• Lessertia frutescens
• Montanoa guatemalensis
• Polygonatum stenophyllum
• Pteris biaurita subsp. fornicata
• Senecio variabilis
• Teucrium lanigerum

Cross-Links

• PubChem: 6442994
• NPASS: NPC93211
• LOTUS: LTS0214143
• wikiData: Q105338808