(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: c0d573c3-0d98-40f2-8beb-4385876445ee
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=CC=C(C=C1)C=CCOC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)/C=C/CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O
• InChI: InChI=1S/C21H30O11/c22-9-12-14(24)15(25)17(27)21(30-12)32-19-13(10-23)31-20(18(28)16(19)26)29-8-4-7-11-5-2-1-3-6-11/h1-7,12-28H,8-10H2/b7-4+/t12-,13-,14-,15+,16-,17-,18-,19-,20-,21+/m1/s1
• InChI Key: USNYZEMLEKKCHR-WSQSDKIMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₁₁
• Molecular Weight: 458.50 g/mol
• Exact Mass: 458.17881177 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.66
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9258	92.58%
Caco-2	-	0.8902	89.02%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.6619	66.19%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8679	86.79%
OATP1B3 inhibitior	+	0.9660	96.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6587	65.87%
P-glycoprotein inhibitior	-	0.7762	77.62%
P-glycoprotein substrate	-	0.9492	94.92%
CYP3A4 substrate	-	0.5095	50.95%
CYP2C9 substrate	+	0.5790	57.90%
CYP2D6 substrate	-	0.8176	81.76%
CYP3A4 inhibition	-	0.9526	95.26%
CYP2C9 inhibition	-	0.9327	93.27%
CYP2C19 inhibition	-	0.8532	85.32%
CYP2D6 inhibition	-	0.9145	91.45%
CYP1A2 inhibition	-	0.9460	94.60%
CYP2C8 inhibition	-	0.5867	58.67%
CYP inhibitory promiscuity	-	0.7662	76.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6173	61.73%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9529	95.29%
Skin irritation	-	0.8682	86.82%
Skin corrosion	-	0.9724	97.24%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7357	73.57%
Micronuclear	-	0.7241	72.41%
Hepatotoxicity	-	0.9341	93.41%
skin sensitisation	-	0.8773	87.73%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.8250	82.50%
Acute Oral Toxicity (c)	III	0.4708	47.08%
Estrogen receptor binding	-	0.5068	50.68%
Androgen receptor binding	+	0.5214	52.14%
Thyroid receptor binding	+	0.5330	53.30%
Glucocorticoid receptor binding	-	0.7046	70.46%
Aromatase binding	+	0.7441	74.41%
PPAR gamma	+	0.7512	75.12%
Honey bee toxicity	-	0.7360	73.60%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.5130	51.30%

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	97.70%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.01%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.50%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.37%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	91.22%	94.23%
CHEMBL3401	O75469	Pregnane X receptor	88.61%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.92%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.63%	91.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.51%	96.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.42%	94.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.09%	99.17%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	82.31%	88.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.25%	89.67%

Plants that contains it

• Brickellia longifolia
• Bupleurum rigidum
• Carpesium longifolium
• Cochlearia officinalis
• Coelogyne nitida
• Crocus corsicus
• Dichotomanthes tristaniicarpa
• Dracontium spruceanum
• Euphorbia micractina
• Frullania brasiliensis
• Heptapleurum venulosum
• Homalium laurifolium
• Lychnis coronata
• Matsumurella chinensis
• Palisota barteri
• Piper retrofractum
• Retrophyllum minus
• Verbesina virginica

Cross-Links

• PubChem: 44521560
• NPASS: NPC51352
• LOTUS: LTS0012949
• wikiData: Q105278378