2-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[2-hydroxy-5-(2-hydroxyethyl)phenoxy]oxane-3,4,5-triol

Details

• Internal ID: 73bf2ae9-b091-4591-a195-513d2798d34b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[2-hydroxy-5-(2-hydroxyethyl)phenoxy]oxane-3,4,5-triol
• SMILES (Canonical): C1C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(C=CC(=C3)CCO)O)O)O)O)O)(CO)O
• SMILES (Isomeric): C1C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(C=CC(=C3)CCO)O)O)O)O)O)(CO)O
• InChI: InChI=1S/C19H28O12/c20-4-3-9-1-2-10(22)11(5-9)30-17-15(25)14(24)13(23)12(31-17)6-28-18-16(26)19(27,7-21)8-29-18/h1-2,5,12-18,20-27H,3-4,6-8H2
• InChI Key: AVMZJTPUNCRUQU-UHFFFAOYSA-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: -2.80
• 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	-	0.7295	72.95%
Caco-2	-	0.8744	87.44%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7756	77.56%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9101	91.01%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7352	73.52%
P-glycoprotein inhibitior	-	0.7426	74.26%
P-glycoprotein substrate	-	0.6939	69.39%
CYP3A4 substrate	+	0.6190	61.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8058	80.58%
CYP3A4 inhibition	-	0.9089	90.89%
CYP2C9 inhibition	-	0.8195	81.95%
CYP2C19 inhibition	-	0.8230	82.30%
CYP2D6 inhibition	-	0.8844	88.44%
CYP1A2 inhibition	-	0.8872	88.72%
CYP2C8 inhibition	+	0.6947	69.47%
CYP inhibitory promiscuity	-	0.8647	86.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5702	57.02%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9286	92.86%
Skin irritation	-	0.8087	80.87%
Skin corrosion	-	0.9522	95.22%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7076	70.76%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8537	85.37%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7235	72.35%
Acute Oral Toxicity (c)	III	0.6250	62.50%
Estrogen receptor binding	+	0.7338	73.38%
Androgen receptor binding	-	0.5794	57.94%
Thyroid receptor binding	+	0.6197	61.97%
Glucocorticoid receptor binding	-	0.5110	51.10%
Aromatase binding	+	0.7479	74.79%
PPAR gamma	+	0.7322	73.22%
Honey bee toxicity	-	0.7844	78.44%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6750	67.50%
Fish aquatic toxicity	-	0.5523	55.23%

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	99.61%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.74%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.02%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.93%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.91%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.69%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.31%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.02%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.94%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.61%	99.15%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.46%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.59%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.51%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.67%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.64%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.60%	99.17%
CHEMBL2581	P07339	Cathepsin D	82.71%	98.95%
CHEMBL4581	P52732	Kinesin-like protein 1	82.16%	93.18%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.84%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.47%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	81.33%	91.49%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	81.17%	96.69%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.71%	83.57%

Plants that contains it

• Miliusa balansae

Cross-Links

• PubChem: 163073475
• LOTUS: LTS0009022
• wikiData: Q104919648