Multifidol glucoside

Details

• Internal ID: 6ad0a2de-eec5-4e6d-a2e2-6822475f4d18
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S)-1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2-methylbutan-1-one
• SMILES (Canonical): CCC(C)C(=O)C1=C(C=C(C=C1OC2C(C(C(C(O2)CO)O)O)O)O)O
• SMILES (Isomeric): CC[C@H](C)C(=O)C1=C(C=C(C=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O
• InChI: InChI=1S/C17H24O9/c1-3-7(2)13(21)12-9(20)4-8(19)5-10(12)25-17-16(24)15(23)14(22)11(6-18)26-17/h4-5,7,11,14-20,22-24H,3,6H2,1-2H3/t7-,11+,14+,15-,16+,17+/m0/s1
• InChI Key: MMJKSUJYDHTZJV-WVSKRKQGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₉
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.14203234 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -0.49
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

• Compound NP-008759
• CHEBI:68339
• AKOS040739298
• Q27136836
• 3,5-dihydroxy-2-[(2S)-2-methylbutanoyl]phenyl beta-D-glucopyranoside
• (alphaS)-2'-(beta-D-Glucopyranosyloxy)-4',6'-dihydroxy-alpha-methylbutyrophenone
• (2S)-1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2-methylbutan-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5342	53.42%
Caco-2	-	0.8572	85.72%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7567	75.67%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8494	84.94%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9084	90.84%
P-glycoprotein inhibitior	-	0.9004	90.04%
P-glycoprotein substrate	-	0.8538	85.38%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8625	86.25%
CYP3A4 inhibition	-	0.7774	77.74%
CYP2C9 inhibition	-	0.7729	77.29%
CYP2C19 inhibition	-	0.8172	81.72%
CYP2D6 inhibition	-	0.9218	92.18%
CYP1A2 inhibition	-	0.7171	71.71%
CYP2C8 inhibition	-	0.6436	64.36%
CYP inhibitory promiscuity	-	0.6663	66.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7375	73.75%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9395	93.95%
Skin irritation	-	0.8415	84.15%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4068	40.68%
Micronuclear	-	0.6067	60.67%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8291	82.91%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.7150	71.50%
Acute Oral Toxicity (c)	III	0.7625	76.25%
Estrogen receptor binding	+	0.6446	64.46%
Androgen receptor binding	-	0.5940	59.40%
Thyroid receptor binding	-	0.6041	60.41%
Glucocorticoid receptor binding	+	0.5582	55.82%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5732	57.32%
Honey bee toxicity	-	0.8665	86.65%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7055	70.55%
Fish aquatic toxicity	+	0.8737	87.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.21%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.87%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.99%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.76%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.20%	89.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.39%	82.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.39%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.72%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.70%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.41%	95.89%
CHEMBL4208	P20618	Proteasome component C5	83.37%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.75%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.25%	94.45%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	81.21%	97.88%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.19%	95.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.47%	100.00%

Plants that contains it

• Acacia mearnsii
• Artemisia alba subsp. alba
• Cyperus papyrus
• Dimorphotheca tragus
• Fagus grandifolia
• Ichthyothere latifolia
• Jatropha multifida
• Mitragyna inermis
• Neorautanenia ficifolia
• Othonna dentata
• Perriera orientalis
• Phyllanthus emblica
• Pseudofumaria lutea
• Pteris cretica subsp. cretica
• Sabal palmetto
• Scrophularia oblongifolia
• Solanum chenopodioides
• Strychnos erichsonii
• Swertia pseudochinensis

Cross-Links

• PubChem: 14412552
• NPASS: NPC166264
• LOTUS: LTS0166137
• wikiData: Q27136836