6-Tuliposide A

Details

• Internal ID: 1c5ff664-bcb6-455b-afbb-837b6f03edf4
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3S,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl 4-hydroxy-2-methylidenebutanoate
• SMILES (Canonical): C=C(CCO)C(=O)OCC1C(C(C(C(O1)O)O)O)O
• SMILES (Isomeric): C=C(CCO)C(=O)OC[C@@H]1[C@H]([C@@H]([C@H](C(O1)O)O)O)O
• InChI: InChI=1S/C11H18O8/c1-5(2-3-12)10(16)18-4-6-7(13)8(14)9(15)11(17)19-6/h6-9,11-15,17H,1-4H2/t6-,7-,8+,9-,11?/m1/s1
• InChI Key: NABVFHUVYXEKSQ-OGADHKOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈O₈
• Molecular Weight: 278.26 g/mol
• Exact Mass: 278.10016753 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.73
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• 6-O-(4-Hydroxy-2-methylenebutanoyl)-D-glucose
• 6-O-(4-hydroxy-2-methylenebutanoyl)-D-glucopyranose
• CHEBI:72781
• C20577
• Q27140142
• [(2R,3S,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl 4-hydroxy-2-methylidenebutanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7907	79.07%
Caco-2	-	0.8408	84.08%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8292	82.92%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.8686	86.86%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9169	91.69%
P-glycoprotein inhibitior	-	0.9411	94.11%
P-glycoprotein substrate	-	0.9675	96.75%
CYP3A4 substrate	-	0.5216	52.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8530	85.30%
CYP3A4 inhibition	-	0.9427	94.27%
CYP2C9 inhibition	-	0.9126	91.26%
CYP2C19 inhibition	-	0.8251	82.51%
CYP2D6 inhibition	-	0.9092	90.92%
CYP1A2 inhibition	-	0.9196	91.96%
CYP2C8 inhibition	-	0.8979	89.79%
CYP inhibitory promiscuity	-	0.9650	96.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7877	78.77%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.9263	92.63%
Skin irritation	-	0.8112	81.12%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7127	71.27%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.7944	79.44%
skin sensitisation	-	0.8275	82.75%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5575	55.75%
Acute Oral Toxicity (c)	III	0.5205	52.05%
Estrogen receptor binding	-	0.5423	54.23%
Androgen receptor binding	-	0.8047	80.47%
Thyroid receptor binding	+	0.5233	52.33%
Glucocorticoid receptor binding	-	0.6086	60.86%
Aromatase binding	-	0.5855	58.55%
PPAR gamma	+	0.5199	51.99%
Honey bee toxicity	-	0.7624	76.24%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.5626	56.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.65%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.71%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.96%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.99%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.27%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	85.35%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.24%	97.25%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.73%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.34%	92.50%

Plants that contains it

• Alstroemeria aurea
• Alstroemeria diluta
• Alstroemeria revoluta
• Tulipa sylvestris

Cross-Links

• PubChem: 21119819
• LOTUS: LTS0001201
• wikiData: Q27140142