Lentzeoside D

Details

• Internal ID: e5f4bb48-e0a0-442e-8f22-b895d8394fff
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2E,4E)-hepta-2,4-dienoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CCC=CC=CCOC1C(C(C(C(O1)C)O)O)O
• SMILES (Isomeric): CC/C=C/C=C/CO[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O
• InChI: InChI=1S/C13H22O5/c1-3-4-5-6-7-8-17-13-12(16)11(15)10(14)9(2)18-13/h4-7,9-16H,3,8H2,1-2H3/b5-4+,7-6+/t9-,10-,11+,12+,13-/m0/s1
• InChI Key: QTTXYRXOYFRRNY-IONLNTPPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₅
• Molecular Weight: 258.31 g/mol
• Exact Mass: 258.14672380 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• (2S,3R,4R,5R,6S)-2-[(2E,4E)-hepta-2,4-dienoxy]-6-methyl-tetrahydropyran-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7639	76.39%
Caco-2	+	0.6552	65.52%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7165	71.65%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9045	90.45%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9155	91.55%
P-glycoprotein inhibitior	-	0.9380	93.80%
P-glycoprotein substrate	-	0.9317	93.17%
CYP3A4 substrate	-	0.5572	55.72%
CYP2C9 substrate	-	0.8133	81.33%
CYP2D6 substrate	-	0.8324	83.24%
CYP3A4 inhibition	-	0.8023	80.23%
CYP2C9 inhibition	-	0.8558	85.58%
CYP2C19 inhibition	-	0.8071	80.71%
CYP2D6 inhibition	-	0.9092	90.92%
CYP1A2 inhibition	-	0.8890	88.90%
CYP2C8 inhibition	-	0.8641	86.41%
CYP inhibitory promiscuity	-	0.6668	66.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7162	71.62%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.9586	95.86%
Skin irritation	-	0.7705	77.05%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5211	52.11%
Micronuclear	-	0.6226	62.26%
Hepatotoxicity	-	0.7572	75.72%
skin sensitisation	-	0.8212	82.12%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.6248	62.48%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.7587	75.87%
Acute Oral Toxicity (c)	III	0.6911	69.11%
Estrogen receptor binding	-	0.7474	74.74%
Androgen receptor binding	-	0.8351	83.51%
Thyroid receptor binding	+	0.5463	54.63%
Glucocorticoid receptor binding	-	0.4832	48.32%
Aromatase binding	-	0.6303	63.03%
PPAR gamma	-	0.5221	52.21%
Honey bee toxicity	-	0.8866	88.66%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.3951	39.51%

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	93.33%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	87.52%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.32%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.20%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	84.78%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.19%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.46%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.05%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.71%	96.61%
CHEMBL2581	P07339	Cathepsin D	80.10%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 129909620
• LOTUS: LTS0036826
• wikiData: Q105227922