2-(Hydroxymethyl)-6-[3-(3-hydroxyprop-1-enyl)-2,5-dimethoxyphenoxy]oxane-3,4,5-triol

Details

• Internal ID: 74d7b9de-c3ef-43c1-b3a3-aff06c66c5e2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-(hydroxymethyl)-6-[3-(3-hydroxyprop-1-enyl)-2,5-dimethoxyphenoxy]oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=C(C(=C1)OC2C(C(C(C(O2)CO)O)O)O)OC)C=CCO
• SMILES (Isomeric): COC1=CC(=C(C(=C1)OC2C(C(C(C(O2)CO)O)O)O)OC)C=CCO
• InChI: InChI=1S/C17H24O9/c1-23-10-6-9(4-3-5-18)16(24-2)11(7-10)25-17-15(22)14(21)13(20)12(8-19)26-17/h3-4,6-7,12-15,17-22H,5,8H2,1-2H3
• InChI Key: SPPYYXOQQMWVFK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₉
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.14203234 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.11
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7647	76.47%
Caco-2	-	0.6974	69.74%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5745	57.45%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8335	83.35%
OATP1B3 inhibitior	+	0.9758	97.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5439	54.39%
P-glycoprotein inhibitior	-	0.8184	81.84%
P-glycoprotein substrate	-	0.8969	89.69%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.5811	58.11%
CYP2D6 substrate	-	0.8036	80.36%
CYP3A4 inhibition	-	0.8365	83.65%
CYP2C9 inhibition	-	0.8747	87.47%
CYP2C19 inhibition	-	0.8028	80.28%
CYP2D6 inhibition	-	0.8823	88.23%
CYP1A2 inhibition	-	0.8547	85.47%
CYP2C8 inhibition	-	0.6909	69.09%
CYP inhibitory promiscuity	-	0.5682	56.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6989	69.89%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9331	93.31%
Skin irritation	-	0.8447	84.47%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3596	35.96%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8206	82.06%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.7109	71.09%
Acute Oral Toxicity (c)	III	0.7551	75.51%
Estrogen receptor binding	-	0.5488	54.88%
Androgen receptor binding	-	0.6871	68.71%
Thyroid receptor binding	+	0.5916	59.16%
Glucocorticoid receptor binding	-	0.4690	46.90%
Aromatase binding	+	0.5308	53.08%
PPAR gamma	+	0.6160	61.60%
Honey bee toxicity	-	0.8862	88.62%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.3835	38.35%

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	98.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.22%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.31%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.62%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.98%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.47%	94.73%
CHEMBL4208	P20618	Proteasome component C5	85.13%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.04%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.12%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.21%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.05%	97.09%

Plants that contains it

• Dirca palustris

Cross-Links

• PubChem: 85267128
• LOTUS: LTS0204570
• wikiData: Q105257519