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

Details

• Internal ID: fed46807-478d-4477-8221-f222acf2ffa7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(4-hydroxy-3-methoxyphenyl)methoxy]oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=CC(=C1)COC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)COC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O)O
• InChI: InChI=1S/C19H28O12/c1-27-11-4-9(2-3-10(11)21)5-28-17-15(24)14(23)13(22)12(31-17)6-29-18-16(25)19(26,7-20)8-30-18/h2-4,12-18,20-26H,5-8H2,1H3
• InChI Key: MFJAQXCOSBBPOT-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): 188.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -2.82
• H-Bond Acceptor: 12
• 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	-	0.7448	74.48%
Caco-2	-	0.8838	88.38%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6809	68.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9107	91.07%
OATP1B3 inhibitior	+	0.9603	96.03%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6527	65.27%
P-glycoprotein inhibitior	-	0.7395	73.95%
P-glycoprotein substrate	-	0.6381	63.81%
CYP3A4 substrate	+	0.6169	61.69%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.8097	80.97%
CYP3A4 inhibition	-	0.9059	90.59%
CYP2C9 inhibition	-	0.8728	87.28%
CYP2C19 inhibition	-	0.8273	82.73%
CYP2D6 inhibition	-	0.8988	89.88%
CYP1A2 inhibition	-	0.8828	88.28%
CYP2C8 inhibition	+	0.7297	72.97%
CYP inhibitory promiscuity	-	0.8073	80.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5621	56.21%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9516	95.16%
Skin irritation	-	0.8293	82.93%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7069	70.69%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.7708	77.08%
skin sensitisation	-	0.8506	85.06%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.7273	72.73%
Acute Oral Toxicity (c)	III	0.7060	70.60%
Estrogen receptor binding	+	0.6878	68.78%
Androgen receptor binding	-	0.5391	53.91%
Thyroid receptor binding	+	0.5720	57.20%
Glucocorticoid receptor binding	+	0.5665	56.65%
Aromatase binding	+	0.7394	73.94%
PPAR gamma	+	0.6848	68.48%
Honey bee toxicity	-	0.8044	80.44%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.5875	58.75%

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	99.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.73%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.27%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.74%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.94%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.75%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.30%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.23%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.15%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.00%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.96%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.78%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.40%	99.17%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	84.90%	96.69%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.85%	99.15%
CHEMBL2535	P11166	Glucose transporter	84.73%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.52%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.15%	97.14%
CHEMBL4208	P20618	Proteasome component C5	83.94%	90.00%
CHEMBL4581	P52732	Kinesin-like protein 1	83.15%	93.18%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.22%	95.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.82%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.46%	89.62%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	81.26%	99.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.76%	89.00%

Plants that contains it

• Bretschneidera sinensis

Cross-Links

• PubChem: 75244262
• LOTUS: LTS0155603
• wikiData: Q105162763