(4R)-1-(furan-3-yl)-4-methyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentan-1-one

Details

• Internal ID: 6c3443ac-375b-47ac-8447-6271edd03627
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (4R)-1-(furan-3-yl)-4-methyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentan-1-one
• SMILES (Canonical): CC(CCC(=O)C1=COC=C1)COC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C[C@H](CCC(=O)C1=COC=C1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C16H24O8/c1-9(2-3-11(18)10-4-5-22-8-10)7-23-16-15(21)14(20)13(19)12(6-17)24-16/h4-5,8-9,12-17,19-21H,2-3,6-7H2,1H3/t9-,12-,13-,14+,15-,16-/m1/s1
• InChI Key: PTJJGQRFZDZMRD-YYMOATHLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₈
• Molecular Weight: 344.36 g/mol
• Exact Mass: 344.14711772 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.30
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7221	72.21%
Caco-2	-	0.7655	76.55%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8365	83.65%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.7947	79.47%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8379	83.79%
P-glycoprotein inhibitior	-	0.8635	86.35%
P-glycoprotein substrate	-	0.8467	84.67%
CYP3A4 substrate	+	0.5481	54.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8508	85.08%
CYP3A4 inhibition	-	0.9533	95.33%
CYP2C9 inhibition	-	0.8605	86.05%
CYP2C19 inhibition	-	0.8468	84.68%
CYP2D6 inhibition	-	0.9199	91.99%
CYP1A2 inhibition	-	0.8447	84.47%
CYP2C8 inhibition	-	0.8338	83.38%
CYP inhibitory promiscuity	-	0.8804	88.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6615	66.15%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9925	99.25%
Skin irritation	-	0.7984	79.84%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5985	59.85%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7044	70.44%
skin sensitisation	-	0.9085	90.85%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6860	68.60%
Acute Oral Toxicity (c)	III	0.6529	65.29%
Estrogen receptor binding	-	0.4892	48.92%
Androgen receptor binding	-	0.6655	66.55%
Thyroid receptor binding	+	0.5160	51.60%
Glucocorticoid receptor binding	-	0.5755	57.55%
Aromatase binding	-	0.5146	51.46%
PPAR gamma	+	0.5579	55.79%
Honey bee toxicity	-	0.8786	87.86%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7805	78.05%
Fish aquatic toxicity	+	0.7378	73.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.33%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.02%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.41%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	91.09%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.71%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.44%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	88.71%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	86.09%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.17%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.31%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.14%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.11%	95.56%

Plants that contains it

• Collinsonia japonica

Cross-Links

• PubChem: 163000576
• LOTUS: LTS0224259
• wikiData: Q105214679