(2R,26R)-2,26-dihydroxy-28-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctacosan-4-one

Details

• Internal ID: 0dfbe4fe-2f19-4da3-860a-24c741018e47
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,26R)-2,26-dihydroxy-28-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctacosan-4-one
• SMILES (Canonical): CC(CC(=O)CCCCCCCCCCCCCCCCCCCCCC(CCOC1C(C(C(C(O1)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H](CC(=O)CCCCCCCCCCCCCCCCCCCCC[C@H](CCO[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O
• InChI: InChI=1S/C34H66O9/c1-27(36)25-29(38)22-20-18-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-19-21-28(37)23-24-42-34-33(41)32(40)31(39)30(26-35)43-34/h27-28,30-37,39-41H,2-26H2,1H3/t27-,28-,30-,31-,32+,33-,34+/m1/s1
• InChI Key: PATADSNGNXIWLE-JWKKMKLASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₆₆O₉
• Molecular Weight: 618.90 g/mol
• Exact Mass: 618.47068368 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 5.09
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 29

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8562	85.62%
Caco-2	-	0.8271	82.71%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8612	86.12%
OATP2B1 inhibitior	+	0.5717	57.17%
OATP1B1 inhibitior	+	0.9134	91.34%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6590	65.90%
P-glycoprotein inhibitior	-	0.4511	45.11%
P-glycoprotein substrate	-	0.8080	80.80%
CYP3A4 substrate	+	0.5986	59.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8596	85.96%
CYP3A4 inhibition	-	0.9258	92.58%
CYP2C9 inhibition	-	0.9304	93.04%
CYP2C19 inhibition	-	0.8887	88.87%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.9077	90.77%
CYP2C8 inhibition	-	0.8615	86.15%
CYP inhibitory promiscuity	-	0.9819	98.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7397	73.97%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8769	87.69%
Skin irritation	-	0.8203	82.03%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6802	68.02%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6949	69.49%
skin sensitisation	-	0.9177	91.77%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.7667	76.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5503	55.03%
Acute Oral Toxicity (c)	III	0.5043	50.43%
Estrogen receptor binding	+	0.6912	69.12%
Androgen receptor binding	-	0.6325	63.25%
Thyroid receptor binding	-	0.5993	59.93%
Glucocorticoid receptor binding	-	0.5560	55.60%
Aromatase binding	+	0.6065	60.65%
PPAR gamma	+	0.5585	55.85%
Honey bee toxicity	-	0.8682	86.82%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7576	75.76%
Fish aquatic toxicity	-	0.6015	60.15%

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	98.45%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.83%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.54%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.76%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.48%	96.47%
CHEMBL220	P22303	Acetylcholinesterase	90.33%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	89.18%	83.82%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.10%	82.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.69%	96.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.05%	89.05%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.65%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	85.90%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.95%	95.89%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.31%	97.29%
CHEMBL5255	O00206	Toll-like receptor 4	83.04%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.87%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.61%	93.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.05%	98.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.97%	94.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.58%	90.71%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.45%	94.66%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.90%	100.00%

Plants that contains it

• Descurainia sophia

Cross-Links

• PubChem: 102318049
• NPASS: NPC254260