[(3S,4S,5R)-5-[(2R,3S,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-hydroxyphenoxy)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-2-methylbut-2-enoate

Details

• Internal ID: 1d1791c9-7b29-4519-806f-70377d448c72
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(3S,4S,5R)-5-[(2R,3S,4S,5S,6S)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-hydroxyphenoxy)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC1(COC(C1O)OC2C(C(C(OC2OC3=CC=C(C=C3)O)CO)O)O)O
• SMILES (Isomeric): C/C=C(\C)/C(=O)OC[C@]1(CO[C@@H]([C@H]1O)O[C@H]2[C@H]([C@@H]([C@@H](O[C@@H]2OC3=CC=C(C=C3)O)CO)O)O)O
• InChI: InChI=1S/C22H30O12/c1-3-11(2)19(28)30-9-22(29)10-31-21(18(22)27)34-17-16(26)15(25)14(8-23)33-20(17)32-13-6-4-12(24)5-7-13/h3-7,14-18,20-21,23-27,29H,8-10H2,1-2H3/b11-3+/t14-,15+,16-,17-,18+,20-,21+,22+/m0/s1
• InChI Key: RYHVNXLXTBESAE-NUMQRFBXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₁₂
• Molecular Weight: 486.50 g/mol
• Exact Mass: 486.17372639 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.45
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5216	52.16%
Caco-2	-	0.8621	86.21%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7654	76.54%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8840	88.40%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5993	59.93%
P-glycoprotein inhibitior	-	0.6480	64.80%
P-glycoprotein substrate	-	0.7119	71.19%
CYP3A4 substrate	+	0.6737	67.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8785	87.85%
CYP3A4 inhibition	-	0.8542	85.42%
CYP2C9 inhibition	-	0.8247	82.47%
CYP2C19 inhibition	-	0.8258	82.58%
CYP2D6 inhibition	-	0.9061	90.61%
CYP1A2 inhibition	-	0.8399	83.99%
CYP2C8 inhibition	+	0.4690	46.90%
CYP inhibitory promiscuity	-	0.6046	60.46%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5813	58.13%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9457	94.57%
Skin irritation	-	0.7724	77.24%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6438	64.38%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.6841	68.41%
skin sensitisation	-	0.7645	76.45%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4920	49.20%
Acute Oral Toxicity (c)	III	0.6030	60.30%
Estrogen receptor binding	+	0.7826	78.26%
Androgen receptor binding	+	0.5605	56.05%
Thyroid receptor binding	+	0.5316	53.16%
Glucocorticoid receptor binding	-	0.4938	49.38%
Aromatase binding	+	0.6879	68.79%
PPAR gamma	+	0.6380	63.80%
Honey bee toxicity	-	0.7098	70.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8031	80.31%

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	99.45%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.01%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.80%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.65%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.54%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.25%	89.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	92.43%	85.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.11%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.64%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.07%	99.17%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.68%	97.53%
CHEMBL3401	O75469	Pregnane X receptor	86.35%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.19%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.10%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.66%	94.00%
CHEMBL2581	P07339	Cathepsin D	83.42%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.59%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.54%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.19%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.98%	94.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.47%	94.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.61%	94.62%

Plants that contains it

• Myrsine seguinii

Cross-Links

• PubChem: 163190469
• LOTUS: LTS0144324
• wikiData: Q105247607