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

Details

• Internal ID: 8e0af811-a49a-4077-a458-c3c1b05daaa5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(E)-3-methoxyprop-1-enyl]phenoxy]oxane-3,4,5-triol
• SMILES (Canonical): COCC=CC1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): COC/C=C/C1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C16H22O7/c1-21-8-2-3-10-4-6-11(7-5-10)22-16-15(20)14(19)13(18)12(9-17)23-16/h2-7,12-20H,8-9H2,1H3/b3-2+/t12-,13-,14+,15-,16-/m1/s1
• InChI Key: NZZJDBVBBHYGQX-FAOXUISGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₇
• Molecular Weight: 326.34 g/mol
• Exact Mass: 326.13655304 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.48
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7482	74.82%
Caco-2	-	0.6867	68.67%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6285	62.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9141	91.41%
OATP1B3 inhibitior	+	0.9666	96.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8823	88.23%
P-glycoprotein inhibitior	-	0.9100	91.00%
P-glycoprotein substrate	-	0.9548	95.48%
CYP3A4 substrate	+	0.5135	51.35%
CYP2C9 substrate	-	0.6052	60.52%
CYP2D6 substrate	-	0.8231	82.31%
CYP3A4 inhibition	-	0.8561	85.61%
CYP2C9 inhibition	-	0.8715	87.15%
CYP2C19 inhibition	-	0.8061	80.61%
CYP2D6 inhibition	-	0.8854	88.54%
CYP1A2 inhibition	-	0.8847	88.47%
CYP2C8 inhibition	-	0.7098	70.98%
CYP inhibitory promiscuity	-	0.7432	74.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5996	59.96%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9053	90.53%
Skin irritation	-	0.8353	83.53%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4510	45.10%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8419	84.19%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.5836	58.36%
Acute Oral Toxicity (c)	III	0.6945	69.45%
Estrogen receptor binding	-	0.5877	58.77%
Androgen receptor binding	-	0.5477	54.77%
Thyroid receptor binding	-	0.5709	57.09%
Glucocorticoid receptor binding	+	0.5772	57.72%
Aromatase binding	+	0.5179	51.79%
PPAR gamma	-	0.5300	53.00%
Honey bee toxicity	-	0.8630	86.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.4125	41.25%

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	97.23%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.36%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.04%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.36%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.67%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.45%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	87.73%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	87.05%	95.93%
CHEMBL4208	P20618	Proteasome component C5	84.98%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.46%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.76%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.25%	95.56%

Plants that contains it

• Foeniculum vulgare

Cross-Links

• PubChem: 10758476
• LOTUS: LTS0010495
• wikiData: Q105188534