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

Details

• Internal ID: d98e5397-1973-40af-b45e-97d2ba3823c2
• 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-(4-hydroxy-2-methoxyphenoxy)oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=CC(=C1)O)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)O)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O
• InChI: InChI=1S/C18H26O12/c1-26-10-4-8(20)2-3-9(10)29-16-14(23)13(22)12(21)11(30-16)5-27-17-15(24)18(25,6-19)7-28-17/h2-4,11-17,19-25H,5-7H2,1H3
• InChI Key: WRMWKBAFARUWLX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₁₂
• Molecular Weight: 434.40 g/mol
• Exact Mass: 434.14242626 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.96
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 7

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	-	0.8587	85.87%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6809	68.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9603	96.03%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8247	82.47%
P-glycoprotein inhibitior	-	0.7845	78.45%
P-glycoprotein substrate	-	0.5729	57.29%
CYP3A4 substrate	+	0.6160	61.60%
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	+	0.6657	66.57%
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	-	0.9400	94.00%
Skin irritation	-	0.8293	82.93%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4545	45.45%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.7208	72.08%
skin sensitisation	-	0.8506	85.06%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.6896	68.96%
Acute Oral Toxicity (c)	III	0.7060	70.60%
Estrogen receptor binding	+	0.7032	70.32%
Androgen receptor binding	-	0.6536	65.36%
Thyroid receptor binding	+	0.6510	65.10%
Glucocorticoid receptor binding	+	0.5406	54.06%
Aromatase binding	+	0.7162	71.62%
PPAR gamma	+	0.6472	64.72%
Honey bee toxicity	-	0.8513	85.13%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
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	98.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.09%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.77%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.14%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	91.62%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.61%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.25%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.71%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.35%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.25%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.83%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.91%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.93%	90.00%
CHEMBL2581	P07339	Cathepsin D	84.90%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.68%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.09%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.86%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.54%	97.14%
CHEMBL2535	P11166	Glucose transporter	80.76%	98.75%
CHEMBL4581	P52732	Kinesin-like protein 1	80.13%	93.18%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.06%	96.00%

Plants that contains it

• Canthium berberidifolium

Cross-Links

• PubChem: 74029656
• LOTUS: LTS0004960
• wikiData: Q105311408