(2R,3S,4S,5R,6S)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[2-hydroxy-4-(2-hydroxyethyl)phenoxy]-2-(hydroxymethyl)oxane-3,4-diol

Details

• Internal ID: e33ab173-5e4a-4673-8fa1-b48e55b475c4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[2-hydroxy-4-(2-hydroxyethyl)phenoxy]-2-(hydroxymethyl)oxane-3,4-diol
• SMILES (Canonical): C1C(C(C(O1)OC2C(C(C(OC2OC3=C(C=C(C=C3)CCO)O)CO)O)O)O)(CO)O
• SMILES (Isomeric): C1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C(C=C(C=C3)CCO)O)CO)O)O)O)(CO)O
• InChI: InChI=1S/C19H28O12/c20-4-3-9-1-2-11(10(23)5-9)29-17-15(14(25)13(24)12(6-21)30-17)31-18-16(26)19(27,7-22)8-28-18/h1-2,5,12-18,20-27H,3-4,6-8H2/t12-,13-,14+,15-,16+,17-,18+,19-/m1/s1
• InChI Key: FBBSMLGWVVCTJZ-DERWZFJFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₁₂
• Molecular Weight: 448.40 g/mol
• Exact Mass: 448.15807632 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -3.43
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7515	75.15%
Caco-2	-	0.8574	85.74%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7403	74.03%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9110	91.10%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6588	65.88%
P-glycoprotein inhibitior	-	0.7734	77.34%
P-glycoprotein substrate	-	0.6775	67.75%
CYP3A4 substrate	+	0.6261	62.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8058	80.58%
CYP3A4 inhibition	-	0.9030	90.30%
CYP2C9 inhibition	-	0.7804	78.04%
CYP2C19 inhibition	-	0.8310	83.10%
CYP2D6 inhibition	-	0.8753	87.53%
CYP1A2 inhibition	-	0.8791	87.91%
CYP2C8 inhibition	+	0.5650	56.50%
CYP inhibitory promiscuity	-	0.7961	79.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5300	53.00%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9144	91.44%
Skin irritation	-	0.8012	80.12%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7340	73.40%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	-	0.7802	78.02%
skin sensitisation	-	0.8386	83.86%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7176	71.76%
Acute Oral Toxicity (c)	III	0.6647	66.47%
Estrogen receptor binding	+	0.7249	72.49%
Androgen receptor binding	-	0.5617	56.17%
Thyroid receptor binding	+	0.5994	59.94%
Glucocorticoid receptor binding	+	0.5519	55.19%
Aromatase binding	+	0.7726	77.26%
PPAR gamma	+	0.7352	73.52%
Honey bee toxicity	-	0.6925	69.25%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	-	0.6911	69.11%

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	98.68%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.63%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.26%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.39%	86.92%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.02%	83.57%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.41%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.68%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.33%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.68%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.51%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.38%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.82%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.20%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.68%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.67%	96.95%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.38%	95.83%
CHEMBL4208	P20618	Proteasome component C5	82.33%	90.00%
CHEMBL2581	P07339	Cathepsin D	82.00%	98.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.40%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.05%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.19%	96.00%

Plants that contains it

• Alangium premnifolium

Cross-Links

• PubChem: 102066457
• LOTUS: LTS0015619
• wikiData: Q104992549