(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[5-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenoxy]oxane-3,4,5-triol

Details

• Internal ID: 6c344ad5-3c3c-43c1-911a-4d1c026fc946
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[5-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenoxy]oxane-3,4,5-triol
• InChI: InChI=1S/C16H22O8/c1-22-10-5-4-9(3-2-6-17)7-11(10)23-16-15(21)14(20)13(19)12(8-18)24-16/h2-5,7,12-21H,6,8H2,1H3/b3-2+/t12-,13-,14+,15-,16-/m1/s1
• InChI Key: CPOFYEOPARSACA-FAOXUISGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₈
• Molecular Weight: 342.34 g/mol
• Exact Mass: 342.13146766 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.12
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7680	76.80%
Caco-2	-	0.6841	68.41%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5647	56.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9084	90.84%
OATP1B3 inhibitior	+	0.9775	97.75%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6847	68.47%
P-glycoprotein inhibitior	-	0.9022	90.22%
P-glycoprotein substrate	-	0.9102	91.02%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.5811	58.11%
CYP2D6 substrate	-	0.8036	80.36%
CYP3A4 inhibition	-	0.8726	87.26%
CYP2C9 inhibition	-	0.8603	86.03%
CYP2C19 inhibition	-	0.8011	80.11%
CYP2D6 inhibition	-	0.8955	89.55%
CYP1A2 inhibition	-	0.8672	86.72%
CYP2C8 inhibition	+	0.4552	45.52%
CYP inhibitory promiscuity	-	0.5395	53.95%
UGT catelyzed	-	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6529	65.29%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9487	94.87%
Skin irritation	-	0.8308	83.08%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3705	37.05%
Micronuclear	-	0.5541	55.41%
Hepatotoxicity	-	0.8072	80.72%
skin sensitisation	-	0.8190	81.90%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.7578	75.78%
Acute Oral Toxicity (c)	III	0.7481	74.81%
Estrogen receptor binding	-	0.6887	68.87%
Androgen receptor binding	-	0.6331	63.31%
Thyroid receptor binding	-	0.5150	51.50%
Glucocorticoid receptor binding	-	0.5303	53.03%
Aromatase binding	-	0.6057	60.57%
PPAR gamma	+	0.5733	57.33%
Honey bee toxicity	-	0.8720	87.20%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.4401	44.01%

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	97.25%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.04%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.49%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.51%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.96%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.92%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.79%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.76%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.26%	89.00%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	84.90%	97.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.75%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.42%	86.92%

Plants that contains it

• Angelica archangelica

Cross-Links

• PubChem: 163190063
• LOTUS: LTS0052137
• wikiData: Q104967675