Alyssonoside

Details

• Internal ID: 3de96c17-4d85-470b-b9c7-7b96d780b234
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [2-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)OC)COC4C(C(CO4)(CO)O)O)OCCC5=CC(=C(C=C5)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)/C=C/C3=CC(=C(C=C3)O)OC)COC4C(C(CO4)(CO)O)O)OCCC5=CC(=C(C=C5)O)O)O)O)O)O
• InChI: InChI=1S/C35H46O19/c1-16-25(41)26(42)27(43)33(51-16)54-30-28(44)32(48-10-9-18-3-6-19(37)21(39)11-18)52-23(13-49-34-31(45)35(46,14-36)15-50-34)29(30)53-24(40)8-5-17-4-7-20(38)22(12-17)47-2/h3-8,11-12,16,23,25-34,36-39,41-46H,9-10,13-15H2,1-2H3/b8-5+
• InChI Key: BVFLJHVBTFJPHJ-VMPITWQZSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₆O₁₉
• Molecular Weight: 770.70 g/mol
• Exact Mass: 770.26332923 g/mol
• Topological Polar Surface Area (TPSA): 293.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -2.25
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 14

Synonyms

• 142674-76-8
• [2-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• beta-(3,4-Dihydroxyphenyl)ethyl-O-(alpha-L-rhamnopyranosyl-(1-3))-O-(beta-D-apiopyranosyl-(1-6))-4-feruloyl-beta-D-glucopyranoside
• NSC 729644
• beta-D-Glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl O-D-apio-beta-D-furanosyl-(1-6)-O-(6-deoxy-alpha-L-mannopyranosyl-(1-3))-, 4-(3-(4-hydroxy-3-methoxyphenyl)-2-propenoate), (E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5132	51.32%
Caco-2	-	0.8953	89.53%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7916	79.16%
OATP2B1 inhibitior	-	0.8656	86.56%
OATP1B1 inhibitior	+	0.8690	86.90%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8364	83.64%
P-glycoprotein inhibitior	+	0.6188	61.88%
P-glycoprotein substrate	+	0.6617	66.17%
CYP3A4 substrate	+	0.7140	71.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8648	86.48%
CYP3A4 inhibition	-	0.8912	89.12%
CYP2C9 inhibition	-	0.8541	85.41%
CYP2C19 inhibition	-	0.8535	85.35%
CYP2D6 inhibition	-	0.8923	89.23%
CYP1A2 inhibition	-	0.8687	86.87%
CYP2C8 inhibition	+	0.8203	82.03%
CYP inhibitory promiscuity	-	0.8395	83.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6320	63.20%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9206	92.06%
Skin irritation	-	0.8102	81.02%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7730	77.30%
Micronuclear	-	0.6826	68.26%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8285	82.85%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9538	95.38%
Acute Oral Toxicity (c)	III	0.5832	58.32%
Estrogen receptor binding	+	0.8220	82.20%
Androgen receptor binding	-	0.5825	58.25%
Thyroid receptor binding	+	0.5454	54.54%
Glucocorticoid receptor binding	+	0.6859	68.59%
Aromatase binding	+	0.5429	54.29%
PPAR gamma	+	0.7448	74.48%
Honey bee toxicity	-	0.6569	65.69%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8061	80.61%

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	99.90%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.53%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.81%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.59%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.57%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.74%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.21%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	91.47%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.05%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.76%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.12%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.06%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.84%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.54%	96.95%
CHEMBL4208	P20618	Proteasome component C5	87.53%	90.00%
CHEMBL3194	P02766	Transthyretin	87.53%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.35%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	85.13%	91.49%
CHEMBL2581	P07339	Cathepsin D	84.48%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.35%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.77%	92.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.59%	91.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.20%	94.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.15%	80.78%
CHEMBL3401	O75469	Pregnane X receptor	82.25%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	81.90%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.81%	94.33%
CHEMBL4581	P52732	Kinesin-like protein 1	80.80%	93.18%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.69%	96.90%

Plants that contains it

• Ballota nigra
• Lantana canescens
• Marrubium alysson
• Marrubium velutinum
• Marrubium vulgare
• Phlomis herba-venti subsp. pungens
• Phlomis integrifolia
• Phlomoides rotata
• Phlomoides umbrosa
• Schnabelia tetradonta

Cross-Links

• PubChem: 6444250
• NPASS: NPC198580
• LOTUS: LTS0170498
• wikiData: Q104667392