Levan

Details

• Internal ID: bd1aefcc-548d-4af1-a812-a43964944c7c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (2R,3S,4S,5R)-5-[[(2R,3S,4S,5R)-5-[[(2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxy-2-(hydroxymethyl)oxolan-2-yl]oxymethyl]-2-(hydroxymethyl)oxolane-2,3,4-triol
• SMILES (Canonical): C(C1C(C(C(O1)(CO)OCC2C(C(C(O2)(CO)OCC3C(C(C(O3)(CO)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@@H]([C@](O1)(CO)OC[C@@H]2[C@H]([C@@H]([C@](O2)(CO)OC[C@@H]3[C@H]([C@@H]([C@](O3)(CO)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C18H32O16/c19-1-7-10(23)14(27)17(5-21,33-7)31-3-9-12(25)15(28)18(6-22,34-9)30-2-8-11(24)13(26)16(29,4-20)32-8/h7-15,19-29H,1-6H2/t7-,8-,9-,10-,11-,12-,13+,14+,15+,16-,17-,18-/m1/s1
• InChI Key: ZFTFOHBYVDOAMH-XNOIKFDKSA-N
• Popularity: 308 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₂O₁₆
• Molecular Weight: 504.40 g/mol
• Exact Mass: 504.16903493 g/mol
• Topological Polar Surface Area (TPSA): 269.00 Ų
• XlogP: -6.00
• Atomic LogP (AlogP): -7.57
• H-Bond Acceptor: 16
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

• LEVAN
• (2,6-beta-D-Fructosyl)n
• (2,6-beta-D-Fructosyl)n+1
• beta-D-Fructan
• fructans
• beta-D-Levan
• C06215
• (2->6)-beta-D-fructan
• (2->6)-beta-D-fructofuranan
• CHEBI:16703
• CHEBI:28796
• Q3278761
• Beta-D-Fructofuranosyl-(2->6)-Beta-D-Fructofuranosyl-(2->6)-Beta-D-Fructofuranose
• 0UB

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9101	91.01%
Caco-2	-	0.9010	90.10%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6869	68.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8924	89.24%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6530	65.30%
P-glycoprotein inhibitior	-	0.6773	67.73%
P-glycoprotein substrate	-	0.9073	90.73%
CYP3A4 substrate	-	0.5171	51.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8414	84.14%
CYP3A4 inhibition	-	0.9753	97.53%
CYP2C9 inhibition	-	0.9340	93.40%
CYP2C19 inhibition	-	0.8889	88.89%
CYP2D6 inhibition	-	0.9390	93.90%
CYP1A2 inhibition	-	0.9171	91.71%
CYP2C8 inhibition	-	0.8424	84.24%
CYP inhibitory promiscuity	-	0.9677	96.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6367	63.67%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9411	94.11%
Skin irritation	-	0.8475	84.75%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7373	73.73%
Micronuclear	-	0.9326	93.26%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9382	93.82%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	+	0.4717	47.17%
Acute Oral Toxicity (c)	IV	0.5641	56.41%
Estrogen receptor binding	+	0.5986	59.86%
Androgen receptor binding	-	0.5281	52.81%
Thyroid receptor binding	+	0.6135	61.35%
Glucocorticoid receptor binding	-	0.4929	49.29%
Aromatase binding	+	0.7803	78.03%
PPAR gamma	+	0.5796	57.96%
Honey bee toxicity	-	0.8018	80.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7050	70.50%
Fish aquatic toxicity	-	0.7631	76.31%

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	95.92%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.71%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.38%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.02%	86.92%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.82%	92.32%
CHEMBL2996	Q05655	Protein kinase C delta	81.00%	97.79%

Plants that contains it

• Lolium perenne

Cross-Links

• PubChem: 440946
• LOTUS: LTS0115155
• wikiData: Q105064628