3-[3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl]-3H-2-benzofuran-1-one

Details

• Internal ID: f2f4a58e-ab61-46a6-9d19-81ed6446c54d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 3-[3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl]-3H-2-benzofuran-1-one
• SMILES (Canonical): C1=CC=C2C(=C1)C(OC2=O)CCCOC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C(OC2=O)CCCOC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C17H22O8/c18-8-12-13(19)14(20)15(21)17(25-12)23-7-3-6-11-9-4-1-2-5-10(9)16(22)24-11/h1-2,4-5,11-15,17-21H,3,6-8H2
• InChI Key: FHVWYSXRSUVNTG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₈
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.13146766 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.51
• H-Bond Acceptor: 8
• 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	-	0.6191	61.91%
Caco-2	-	0.8088	80.88%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7448	74.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8415	84.15%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8044	80.44%
P-glycoprotein inhibitior	-	0.8309	83.09%
P-glycoprotein substrate	-	0.8814	88.14%
CYP3A4 substrate	+	0.5888	58.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9281	92.81%
CYP2C9 inhibition	-	0.8254	82.54%
CYP2C19 inhibition	-	0.7487	74.87%
CYP2D6 inhibition	-	0.8786	87.86%
CYP1A2 inhibition	-	0.8132	81.32%
CYP2C8 inhibition	-	0.5876	58.76%
CYP inhibitory promiscuity	-	0.7933	79.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6394	63.94%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9704	97.04%
Skin irritation	-	0.8380	83.80%
Skin corrosion	-	0.9588	95.88%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4872	48.72%
Micronuclear	-	0.6441	64.41%
Hepatotoxicity	-	0.6533	65.33%
skin sensitisation	-	0.8720	87.20%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5592	55.92%
Acute Oral Toxicity (c)	III	0.5326	53.26%
Estrogen receptor binding	+	0.7091	70.91%
Androgen receptor binding	-	0.5889	58.89%
Thyroid receptor binding	+	0.6607	66.07%
Glucocorticoid receptor binding	-	0.5315	53.15%
Aromatase binding	+	0.7385	73.85%
PPAR gamma	+	0.6407	64.07%
Honey bee toxicity	-	0.8381	83.81%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.5666	56.66%

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	98.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.14%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.71%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.84%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.75%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.85%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.76%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	84.06%	91.49%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.62%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.38%	89.00%

Plants that contains it

• Gentiana pyrenaica

Cross-Links

• PubChem: 14309747
• LOTUS: LTS0264934
• wikiData: Q104995484