Vanicoside F

Details

• Internal ID: 4c909260-255a-4e33-aa07-ee345f5a051b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(2R,3R,4S,5S)-5-[(2R,3R,4S,5R,6R)-4-acetyloxy-3,5-dihydroxy-6-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxy-3-hydroxy-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-5-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxolan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OC1C(C(OC(C1O)OC2(C(C(C(O2)COC(=O)C=CC3=CC=C(C=C3)O)O)OC(=O)C=CC4=CC=C(C=C4)O)COC(=O)C=CC5=CC=C(C=C5)O)COC(=O)C=CC6=CC(=C(C=C6)O)OC)O
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@H]([C@H](O[C@@H]([C@@H]1O)O[C@]2([C@H]([C@@H]([C@H](O2)COC(=O)/C=C/C3=CC=C(C=C3)O)O)OC(=O)/C=C/C4=CC=C(C=C4)O)COC(=O)/C=C/C5=CC=C(C=C5)O)COC(=O)/C=C/C6=CC(=C(C=C6)O)OC)O
• InChI: InChI=1S/C51H50O21/c1-29(52)68-48-45(61)39(26-65-42(58)23-13-33-9-20-37(56)38(25-33)64-2)69-50(47(48)63)72-51(28-67-43(59)22-11-31-5-16-35(54)17-6-31)49(70-44(60)24-12-32-7-18-36(55)19-8-32)46(62)40(71-51)27-66-41(57)21-10-30-3-14-34(53)15-4-30/h3-25,39-40,45-50,53-56,61-63H,26-28H2,1-2H3/b21-10+,22-11+,23-13+,24-12+/t39-,40-,45-,46-,47-,48+,49+,50-,51+/m1/s1
• InChI Key: ZEQORUCQVCNBHD-KUMDLGEHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₅₀O₂₁
• Molecular Weight: 998.90 g/mol
• Exact Mass: 998.28445860 g/mol
• Topological Polar Surface Area (TPSA): 310.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 21
• H-Bond Donor: 7
• Rotatable Bonds: 19

Synonyms

• SCHEMBL14798647

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5919	59.19%
Caco-2	-	0.8715	87.15%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7532	75.32%
OATP2B1 inhibitior	-	0.7206	72.06%
OATP1B1 inhibitior	+	0.8472	84.72%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9666	96.66%
P-glycoprotein inhibitior	+	0.7563	75.63%
P-glycoprotein substrate	-	0.5491	54.91%
CYP3A4 substrate	+	0.6874	68.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.7489	74.89%
CYP2C9 inhibition	-	0.6560	65.60%
CYP2C19 inhibition	-	0.6354	63.54%
CYP2D6 inhibition	-	0.9030	90.30%
CYP1A2 inhibition	-	0.8637	86.37%
CYP2C8 inhibition	+	0.8317	83.17%
CYP inhibitory promiscuity	-	0.5143	51.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9628	96.28%
Carcinogenicity (trinary)	Non-required	0.6203	62.03%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.8595	85.95%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7771	77.71%
Micronuclear	+	0.5048	50.48%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.7777	77.77%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8729	87.29%
Acute Oral Toxicity (c)	III	0.5927	59.27%
Estrogen receptor binding	+	0.8233	82.33%
Androgen receptor binding	+	0.7253	72.53%
Thyroid receptor binding	+	0.5852	58.52%
Glucocorticoid receptor binding	+	0.6120	61.20%
Aromatase binding	+	0.5638	56.38%
PPAR gamma	+	0.7483	74.83%
Honey bee toxicity	-	0.6834	68.34%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9591	95.91%

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	99.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.28%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.17%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.87%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.08%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.58%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.23%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.59%	94.73%
CHEMBL3194	P02766	Transthyretin	91.54%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.71%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	89.06%	91.49%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.51%	89.62%
CHEMBL340	P08684	Cytochrome P450 3A4	87.73%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.73%	99.17%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	86.54%	97.03%
CHEMBL4208	P20618	Proteasome component C5	86.35%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.20%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.27%	89.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.71%	95.89%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	81.98%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.82%	95.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.53%	97.28%
CHEMBL5255	O00206	Toll-like receptor 4	81.15%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.22%	92.62%

Plants that contains it

• Persicaria pensylvanica
• Polygonum perfoliatum

Cross-Links

• PubChem: 10724685
• NPASS: NPC197923
• LOTUS: LTS0002260
• wikiData: Q105373529