(S)-Multifidol 2-[apiosyl-(1->6)-glucoside]

Details

• Internal ID: a82dd8e9-9ca5-45e7-8c04-575882df33d5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 1-[2-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4,6-dihydroxyphenyl]-2-methylbutan-1-one
• SMILES (Canonical): CCC(C)C(=O)C1=C(C=C(C=C1OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O)O)O
• SMILES (Isomeric): CCC(C)C(=O)C1=C(C=C(C=C1OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C22H32O13/c1-3-9(2)15(26)14-11(25)4-10(24)5-12(14)34-20-18(29)17(28)16(27)13(35-20)6-32-21-19(30)22(31,7-23)8-33-21/h4-5,9,13,16-21,23-25,27-31H,3,6-8H2,1-2H3
• InChI Key: MXXCYHQPSVRPOP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₁₃
• Molecular Weight: 504.50 g/mol
• Exact Mass: 504.18429107 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -2.03
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

• CHEBI:173280
• 1-[2-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4,6-dihydroxyphenyl]-2-methylbutan-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5556	55.56%
Caco-2	-	0.8590	85.90%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7515	75.15%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8778	87.78%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4929	49.29%
P-glycoprotein inhibitior	-	0.6566	65.66%
P-glycoprotein substrate	-	0.5790	57.90%
CYP3A4 substrate	+	0.6261	62.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.7207	72.07%
CYP2C9 inhibition	-	0.8385	83.85%
CYP2C19 inhibition	-	0.8469	84.69%
CYP2D6 inhibition	-	0.9235	92.35%
CYP1A2 inhibition	-	0.7963	79.63%
CYP2C8 inhibition	+	0.5495	54.95%
CYP inhibitory promiscuity	-	0.7952	79.52%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6321	63.21%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9400	94.00%
Skin irritation	-	0.8167	81.67%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3914	39.14%
Micronuclear	-	0.6567	65.67%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8436	84.36%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6936	69.36%
Acute Oral Toxicity (c)	III	0.6476	64.76%
Estrogen receptor binding	+	0.7872	78.72%
Androgen receptor binding	-	0.5337	53.37%
Thyroid receptor binding	-	0.5520	55.20%
Glucocorticoid receptor binding	+	0.6484	64.84%
Aromatase binding	+	0.7035	70.35%
PPAR gamma	+	0.6343	63.43%
Honey bee toxicity	-	0.8268	82.68%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8816	88.16%

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	98.98%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.20%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.19%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.96%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.25%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.71%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.43%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.47%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.26%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.53%	97.09%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.30%	82.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.58%	94.00%
CHEMBL4208	P20618	Proteasome component C5	85.73%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	85.41%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.08%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.33%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.49%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.38%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.32%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.80%	96.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.03%	96.38%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.72%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.25%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.29%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.09%	95.89%

Plants that contains it

• Phyllanthus emblica

Cross-Links

• PubChem: 73077146
• LOTUS: LTS0132258
• wikiData: Q105174650