[(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (3S)-3,4-dihydroxy-2-methylidenebutanoate

Details

• Internal ID: 71682e71-967a-4482-8828-46056a1ca1b1
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (3S)-3,4-dihydroxy-2-methylidenebutanoate
• SMILES (Canonical): C=C(C(CO)O)C(=O)OCC1C(C(C(C(O1)O)O)O)O
• SMILES (Isomeric): C=C([C@@H](CO)O)C(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)O)O)O
• InChI: InChI=1S/C11H18O9/c1-4(5(13)2-12)10(17)19-3-6-7(14)8(15)9(16)11(18)20-6/h5-9,11-16,18H,1-3H2/t5-,6-,7-,8+,9-,11-/m1/s1
• InChI Key: FMHJNIRDGYFPEC-XYLHZXCYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈O₉
• Molecular Weight: 294.25 g/mol
• Exact Mass: 294.09508215 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -3.50
• Atomic LogP (AlogP): -3.76
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8030	80.30%
Caco-2	-	0.8549	85.49%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7334	73.34%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8866	88.66%
OATP1B3 inhibitior	+	0.9532	95.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9632	96.32%
P-glycoprotein inhibitior	-	0.9313	93.13%
P-glycoprotein substrate	-	0.9607	96.07%
CYP3A4 substrate	-	0.5054	50.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8612	86.12%
CYP3A4 inhibition	-	0.9444	94.44%
CYP2C9 inhibition	-	0.9319	93.19%
CYP2C19 inhibition	-	0.8776	87.76%
CYP2D6 inhibition	-	0.9185	91.85%
CYP1A2 inhibition	-	0.9363	93.63%
CYP2C8 inhibition	-	0.9036	90.36%
CYP inhibitory promiscuity	-	0.9394	93.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7762	77.62%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9324	93.24%
Skin irritation	-	0.8087	80.87%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6130	61.30%
Micronuclear	-	0.7841	78.41%
Hepatotoxicity	-	0.8052	80.52%
skin sensitisation	-	0.8165	81.65%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6702	67.02%
Acute Oral Toxicity (c)	III	0.4322	43.22%
Estrogen receptor binding	-	0.4798	47.98%
Androgen receptor binding	-	0.8067	80.67%
Thyroid receptor binding	+	0.5270	52.70%
Glucocorticoid receptor binding	-	0.5357	53.57%
Aromatase binding	-	0.5232	52.32%
PPAR gamma	+	0.5570	55.70%
Honey bee toxicity	-	0.6918	69.18%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.5843	58.43%

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	99.21%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.80%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.94%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.36%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.76%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.84%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.03%	96.47%
CHEMBL3401	O75469	Pregnane X receptor	82.51%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	81.88%	95.93%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.20%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.52%	95.89%
CHEMBL2581	P07339	Cathepsin D	80.46%	98.95%

Plants that contains it

• Tulipa gesneriana
• Tulipa sylvestris

Cross-Links

• PubChem: 24939251
• LOTUS: LTS0269160
• wikiData: Q104997842