2-[2-[2-(Hydroxymethyl)-3-methoxyphenyl]ethenyl]-5-methyloxolane-3,4-diol

Details

• Internal ID: b04e48ff-8636-4069-bfcb-faf87864e213
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: 2-[2-[2-(hydroxymethyl)-3-methoxyphenyl]ethenyl]-5-methyloxolane-3,4-diol
• SMILES (Canonical): CC1C(C(C(O1)C=CC2=C(C(=CC=C2)OC)CO)O)O
• SMILES (Isomeric): CC1C(C(C(O1)C=CC2=C(C(=CC=C2)OC)CO)O)O
• InChI: InChI=1S/C15H20O5/c1-9-14(17)15(18)13(20-9)7-6-10-4-3-5-12(19-2)11(10)8-16/h3-7,9,13-18H,8H2,1-2H3
• InChI Key: JGUADRHIBCXAFH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• FT-0675789

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9254	92.54%
Caco-2	+	0.5268	52.68%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7418	74.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8876	88.76%
OATP1B3 inhibitior	+	0.9604	96.04%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6853	68.53%
P-glycoprotein inhibitior	-	0.9332	93.32%
P-glycoprotein substrate	-	0.7510	75.10%
CYP3A4 substrate	+	0.5111	51.11%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	-	0.7588	75.88%
CYP3A4 inhibition	-	0.6719	67.19%
CYP2C9 inhibition	-	0.7785	77.85%
CYP2C19 inhibition	-	0.6119	61.19%
CYP2D6 inhibition	-	0.8913	89.13%
CYP1A2 inhibition	+	0.6609	66.09%
CYP2C8 inhibition	-	0.6976	69.76%
CYP inhibitory promiscuity	+	0.7689	76.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8848	88.48%
Carcinogenicity (trinary)	Non-required	0.5828	58.28%
Eye corrosion	-	0.9712	97.12%
Eye irritation	-	0.9619	96.19%
Skin irritation	-	0.7254	72.54%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6597	65.97%
Micronuclear	-	0.5519	55.19%
Hepatotoxicity	-	0.6788	67.88%
skin sensitisation	+	0.5550	55.50%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7738	77.38%
Acute Oral Toxicity (c)	III	0.7253	72.53%
Estrogen receptor binding	-	0.6947	69.47%
Androgen receptor binding	-	0.8159	81.59%
Thyroid receptor binding	-	0.6324	63.24%
Glucocorticoid receptor binding	-	0.7639	76.39%
Aromatase binding	-	0.6690	66.90%
PPAR gamma	-	0.5956	59.56%
Honey bee toxicity	-	0.8994	89.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7501	75.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.29%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.98%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.41%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.56%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.60%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.50%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.94%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.65%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.60%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.42%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73004050
• LOTUS: LTS0163202
• wikiData: Q104169517