Loniphenyruviridoside D

Details

• Internal ID: 1c1322d6-cc4d-4139-bd1f-76d99f50ecbe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2S,3R,4S)-3-ethenyl-4-[[(2R)-4-hydroxy-5-oxo-3-phenyl-2H-furan-2-yl]methyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid
• SMILES (Canonical): C=CC1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)O)CC3C(=C(C(=O)O3)O)C4=CC=CC=C4
• SMILES (Isomeric): C=C[C@@H]1[C@@H](C(=CO[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)O)C[C@@H]3C(=C(C(=O)O3)O)C4=CC=CC=C4
• InChI: InChI=1S/C25H28O12/c1-2-12-13(8-15-17(19(28)23(33)35-15)11-6-4-3-5-7-11)14(22(31)32)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)/t12-,13+,15-,16-,18-,20+,21-,24+,25+/m1/s1
• InChI Key: GHPOIRJQBGGCSC-SPFBNEDVSA-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: 0.00
• Atomic LogP (AlogP): -0.17
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

• CHEBI:69641
• CHEMBL1928041
• Q27137982

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6072	60.72%
Caco-2	-	0.9110	91.10%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7761	77.61%
OATP2B1 inhibitior	-	0.7063	70.63%
OATP1B1 inhibitior	+	0.7877	78.77%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6280	62.80%
P-glycoprotein inhibitior	-	0.5812	58.12%
P-glycoprotein substrate	-	0.7828	78.28%
CYP3A4 substrate	+	0.6093	60.93%
CYP2C9 substrate	-	0.6122	61.22%
CYP2D6 substrate	-	0.8791	87.91%
CYP3A4 inhibition	-	0.8120	81.20%
CYP2C9 inhibition	-	0.7700	77.00%
CYP2C19 inhibition	-	0.7890	78.90%
CYP2D6 inhibition	-	0.9176	91.76%
CYP1A2 inhibition	-	0.8324	83.24%
CYP2C8 inhibition	+	0.6063	60.63%
CYP inhibitory promiscuity	-	0.5931	59.31%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7115	71.15%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9079	90.79%
Skin irritation	-	0.8092	80.92%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.5293	52.93%
Human Ether-a-go-go-Related Gene inhibition	-	0.3787	37.87%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.7308	73.08%
skin sensitisation	-	0.8395	83.95%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5756	57.56%
Acute Oral Toxicity (c)	III	0.5761	57.61%
Estrogen receptor binding	+	0.7892	78.92%
Androgen receptor binding	+	0.6465	64.65%
Thyroid receptor binding	+	0.5822	58.22%
Glucocorticoid receptor binding	-	0.4898	48.98%
Aromatase binding	-	0.5158	51.58%
PPAR gamma	+	0.7599	75.99%
Honey bee toxicity	-	0.7144	71.44%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9341	93.41%

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	97.90%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.59%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.80%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.61%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.75%	83.57%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.61%	99.23%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.30%	94.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.60%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.43%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.18%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.32%	93.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.13%	96.00%

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: 56598469
• NPASS: NPC17567
• LOTUS: LTS0014480
• wikiData: Q27137982