[(2R,3R,4R,5R,6R)-3-acetyloxy-2-(acetyloxymethyl)-5-hydroxy-6-[(Z)-8-hydroxy-7-methyl-3-methylideneoct-6-enoxy]oxan-4-yl] (2R)-2-methylbutanoate

Details

• Internal ID: 160d8532-edfb-4cfa-9ac0-900b83578f66
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3R,4R,5R,6R)-3-acetyloxy-2-(acetyloxymethyl)-5-hydroxy-6-[(Z)-8-hydroxy-7-methyl-3-methylideneoct-6-enoxy]oxan-4-yl] (2R)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C(C(OC(C1OC(=O)C)COC(=O)C)OCCC(=C)CCC=C(C)CO)O
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@@H]1[C@H]([C@@H](O[C@@H]([C@H]1OC(=O)C)COC(=O)C)OCCC(=C)CC/C=C(/C)\CO)O
• InChI: InChI=1S/C25H40O10/c1-7-17(4)24(30)35-23-21(29)25(31-12-11-15(2)9-8-10-16(3)13-26)34-20(14-32-18(5)27)22(23)33-19(6)28/h10,17,20-23,25-26,29H,2,7-9,11-14H2,1,3-6H3/b16-10-/t17-,20-,21-,22-,23-,25-/m1/s1
• InChI Key: WPBDJVDBALEGPK-VUCYUGIOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₀O₁₀
• Molecular Weight: 500.60 g/mol
• Exact Mass: 500.26214747 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7576	75.76%
Caco-2	-	0.7353	73.53%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8275	82.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8410	84.10%
OATP1B3 inhibitior	+	0.9232	92.32%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9289	92.89%
P-glycoprotein inhibitior	+	0.6113	61.13%
P-glycoprotein substrate	-	0.7232	72.32%
CYP3A4 substrate	+	0.6603	66.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8919	89.19%
CYP3A4 inhibition	+	0.6936	69.36%
CYP2C9 inhibition	-	0.8978	89.78%
CYP2C19 inhibition	-	0.5505	55.05%
CYP2D6 inhibition	-	0.8847	88.47%
CYP1A2 inhibition	-	0.7241	72.41%
CYP2C8 inhibition	-	0.6312	63.12%
CYP inhibitory promiscuity	-	0.8976	89.76%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7028	70.28%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.8964	89.64%
Skin irritation	-	0.6435	64.35%
Skin corrosion	-	0.9618	96.18%
Ames mutagenesis	-	0.7108	71.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.5179	51.79%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5444	54.44%
skin sensitisation	-	0.9031	90.31%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7386	73.86%
Acute Oral Toxicity (c)	III	0.6863	68.63%
Estrogen receptor binding	+	0.7249	72.49%
Androgen receptor binding	-	0.5748	57.48%
Thyroid receptor binding	-	0.5401	54.01%
Glucocorticoid receptor binding	+	0.6779	67.79%
Aromatase binding	-	0.4825	48.25%
PPAR gamma	+	0.5437	54.37%
Honey bee toxicity	-	0.6717	67.17%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9740	97.40%

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	96.87%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.31%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.44%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.33%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.83%	96.47%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.54%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.59%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.09%	96.77%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.16%	89.34%
CHEMBL226	P30542	Adenosine A1 receptor	88.15%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	88.04%	94.73%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.03%	82.50%
CHEMBL5255	O00206	Toll-like receptor 4	86.61%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.49%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.32%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.15%	97.29%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.06%	94.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.09%	89.50%
CHEMBL202	P00374	Dihydrofolate reductase	81.40%	89.92%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.69%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.35%	89.00%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	80.17%	97.88%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.13%	92.32%

Plants that contains it

• Tetraneuris linearifolia

Cross-Links

• PubChem: 162909795
• LOTUS: LTS0116996
• wikiData: Q105309780