Visartiside C

Details

• Internal ID: da48c302-d215-4f63-96f7-cb91989cd8da
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-2-[[(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-2,3-dihydrochromen-7-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-phenylprop-2-enoate
• SMILES (Canonical): C1C(OC2=CC(=CC(=C2C1=O)O)OC3C(C(C(C(O3)CO)O)O)OC4C(C(CO4)(COC(=O)C=CC5=CC=CC=C5)O)O)C6=CC(=C(C=C6)O)O
• SMILES (Isomeric): C1[C@H](OC2=CC(=CC(=C2C1=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O[C@H]4[C@@H]([C@](CO4)(COC(=O)/C=C/C5=CC=CC=C5)O)O)C6=CC(=C(C=C6)O)O
• InChI: InChI=1S/C35H36O16/c36-14-26-29(42)30(43)31(51-34-32(44)35(45,16-47-34)15-46-27(41)9-6-17-4-2-1-3-5-17)33(50-26)48-19-11-22(39)28-23(40)13-24(49-25(28)12-19)18-7-8-20(37)21(38)10-18/h1-12,24,26,29-34,36-39,42-45H,13-16H2/b9-6+/t24-,26+,29+,30-,31+,32-,33+,34-,35+/m0/s1
• InChI Key: DOVKRLBLJULZLC-DFROKGSNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₆O₁₆
• Molecular Weight: 712.60 g/mol
• Exact Mass: 712.20033506 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.42
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

• ((3S,4R,5S)-5-((2S,3R,4S,5S,6R)-2-(((2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-2,3-dihydrochromen-7-yl)oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl)oxy-3,4-dihydroxyoxolan-3-yl)methyl (E)-3-phenylprop-2-enoate
• [(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-2-[[(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-2,3-dihydrochromen-7-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-phenylprop-2-enoate
• RefChem:194488
• CHEMBL1077014

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6718	67.18%
Caco-2	-	0.8970	89.70%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.5815	58.15%
OATP2B1 inhibitior	-	0.8504	85.04%
OATP1B1 inhibitior	+	0.8859	88.59%
OATP1B3 inhibitior	+	0.9648	96.48%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7415	74.15%
P-glycoprotein inhibitior	+	0.6287	62.87%
P-glycoprotein substrate	+	0.5135	51.35%
CYP3A4 substrate	+	0.7046	70.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.8393	83.93%
CYP2C9 inhibition	-	0.8900	89.00%
CYP2C19 inhibition	-	0.8310	83.10%
CYP2D6 inhibition	-	0.8960	89.60%
CYP1A2 inhibition	-	0.9188	91.88%
CYP2C8 inhibition	+	0.7885	78.85%
CYP inhibitory promiscuity	-	0.8150	81.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5483	54.83%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9131	91.31%
Skin irritation	-	0.8074	80.74%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7304	73.04%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6716	67.16%
skin sensitisation	-	0.8370	83.70%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7534	75.34%
Acute Oral Toxicity (c)	III	0.5178	51.78%
Estrogen receptor binding	+	0.8342	83.42%
Androgen receptor binding	+	0.6779	67.79%
Thyroid receptor binding	+	0.5151	51.51%
Glucocorticoid receptor binding	+	0.6169	61.69%
Aromatase binding	+	0.6078	60.78%
PPAR gamma	+	0.7323	73.23%
Honey bee toxicity	-	0.6324	63.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9253	92.53%

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	99.93%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.56%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.66%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.47%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.67%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	95.15%	94.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.49%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.66%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.39%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.69%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.14%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.56%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.37%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	88.16%	95.93%
CHEMBL4208	P20618	Proteasome component C5	87.81%	90.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.87%	94.08%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.34%	83.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.31%	91.07%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.47%	89.67%
CHEMBL3194	P02766	Transthyretin	83.11%	90.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.95%	80.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.77%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	80.95%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.86%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.74%	91.71%
CHEMBL221	P23219	Cyclooxygenase-1	80.54%	90.17%

Plants that contains it

• Viscum articulatum

Cross-Links

• PubChem: 46184804
• NPASS: NPC469371
• ChEMBL: CHEMBL1077014
• LOTUS: LTS0249622
• wikiData: Q104986284