Loniphenyruviridoside B

Details

• Internal ID: f683215d-8c56-496a-aaf0-d5613f427182
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylpyruvic acid derivatives
• IUPAC Name: (E)-3-[(3R,4aS,5R,6S)-5-ethenyl-1-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]-2-hydroxy-3-phenylprop-2-enoic acid
• SMILES (Canonical): C=CC1C2CC(OC(=O)C2=COC1OC3C(C(C(C(O3)CO)O)O)O)C(=C(C(=O)O)O)C4=CC=CC=C4
• SMILES (Isomeric): C=C[C@@H]1[C@@H]2C[C@@H](OC(=O)C2=CO[C@H]1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)/C(=C(\C(=O)O)/O)/C4=CC=CC=C4
• InChI: InChI=1S/C25H28O12/c1-2-12-13-8-15(17(19(28)22(31)32)11-6-4-3-5-7-11)35-23(33)14(13)10-34-24(12)37-25-21(30)20(29)18(27)16(9-26)36-25/h2-7,10,12-13,15-16,18,20-21,24-30H,1,8-9H2,(H,31,32)/b19-17+/t12-,13+,15-,16-,18-,20+,21-,24+,25+/m1/s1
• InChI Key: JANONPLUBJJWRY-LDRWPHMTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₁₂
• Molecular Weight: 520.50 g/mol
• Exact Mass: 520.15807632 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -0.17
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

• CHEBI:69639
• CHEMBL1928039
• Loniphenyruviridoside B, (rel)-
• Q27137980

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4791	47.91%
Caco-2	-	0.9039	90.39%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6701	67.01%
OATP2B1 inhibitior	-	0.8439	84.39%
OATP1B1 inhibitior	+	0.8343	83.43%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7035	70.35%
P-glycoprotein inhibitior	-	0.5911	59.11%
P-glycoprotein substrate	-	0.8092	80.92%
CYP3A4 substrate	+	0.6105	61.05%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8735	87.35%
CYP3A4 inhibition	-	0.8032	80.32%
CYP2C9 inhibition	-	0.8265	82.65%
CYP2C19 inhibition	-	0.8200	82.00%
CYP2D6 inhibition	-	0.8985	89.85%
CYP1A2 inhibition	-	0.8745	87.45%
CYP2C8 inhibition	+	0.5755	57.55%
CYP inhibitory promiscuity	-	0.8283	82.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7060	70.60%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.7690	76.90%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	-	0.5570	55.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6926	69.26%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	-	0.7591	75.91%
skin sensitisation	-	0.8216	82.16%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6303	63.03%
Acute Oral Toxicity (c)	III	0.4281	42.81%
Estrogen receptor binding	+	0.7834	78.34%
Androgen receptor binding	+	0.6621	66.21%
Thyroid receptor binding	+	0.5727	57.27%
Glucocorticoid receptor binding	+	0.5410	54.10%
Aromatase binding	-	0.4871	48.71%
PPAR gamma	+	0.7590	75.90%
Honey bee toxicity	-	0.7741	77.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9129	91.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.47%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	92.78%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.08%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.67%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.27%	94.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.20%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.53%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.97%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.01%	86.92%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.27%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.96%	99.23%
CHEMBL4208	P20618	Proteasome component C5	82.64%	90.00%

Plants that contains it

• Acacia aulacocarpa
• Anemonastrum flaccidum
• Ardisia neriifolia
• Aspidosperma subincanum
• Cryptocarya aschersoniana
• Eupatorium argentinum
• Garcinia madruno
• Guatteria ucayalina
• Juniperus brevifolia
• Lonicera japonica
• Peritassa compta
• Psiadia dentata

Cross-Links

• PubChem: 56598467
• NPASS: NPC289415
• LOTUS: LTS0244486
• wikiData: Q27137980