(2R,3S,4S,5S,6S)-2-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-(3-methylpentatriacontan-18-yloxy)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 959942b5-27ee-470a-8677-21da50a94f51
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Alkyl glycosides > Simplexides
• IUPAC Name: (2R,3S,4S,5S,6S)-2-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-(3-methylpentatriacontan-18-yloxy)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CCCCCCCCCCCCCCCCCC(CCCCCCCCCCCCCCC(C)CC)OC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCC(CCCCCCCCCCCCCCC(C)CC)O[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)CO)O[C@@H]2[C@H]([C@H]([C@@H]([C@@H](O2)CO)O)O)O)O)O
• InChI: InChI=1S/C48H94O11/c1-4-6-7-8-9-10-11-12-13-14-18-21-24-27-30-33-38(34-31-28-25-22-19-16-15-17-20-23-26-29-32-37(3)5-2)56-47-45(55)43(53)46(40(36-50)58-47)59-48-44(54)42(52)41(51)39(35-49)57-48/h37-55H,4-36H2,1-3H3/t37?,38?,39-,40-,41+,42-,43+,44-,45-,46-,47+,48+/m0/s1
• InChI Key: HFQCFAWDAWREDD-KUVWOARTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₉₄O₁₁
• Molecular Weight: 847.30 g/mol
• Exact Mass: 846.67961381 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 13.80
• Atomic LogP (AlogP): 8.76
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 38

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8062	80.62%
Caco-2	-	0.8584	85.84%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7561	75.61%
OATP2B1 inhibitior	-	0.5744	57.44%
OATP1B1 inhibitior	+	0.8838	88.38%
OATP1B3 inhibitior	+	0.8813	88.13%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.5690	56.90%
P-glycoprotein inhibitior	+	0.6280	62.80%
P-glycoprotein substrate	-	0.7511	75.11%
CYP3A4 substrate	+	0.5951	59.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8361	83.61%
CYP3A4 inhibition	-	0.8147	81.47%
CYP2C9 inhibition	-	0.8809	88.09%
CYP2C19 inhibition	-	0.8219	82.19%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	-	0.8965	89.65%
CYP2C8 inhibition	-	0.7811	78.11%
CYP inhibitory promiscuity	-	0.9195	91.95%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7120	71.20%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8874	88.74%
Skin irritation	-	0.8260	82.60%
Skin corrosion	-	0.9687	96.87%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3815	38.15%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8166	81.66%
skin sensitisation	-	0.9305	93.05%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.7778	77.78%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6802	68.02%
Acute Oral Toxicity (c)	III	0.5933	59.33%
Estrogen receptor binding	+	0.7047	70.47%
Androgen receptor binding	+	0.6435	64.35%
Thyroid receptor binding	-	0.5652	56.52%
Glucocorticoid receptor binding	-	0.6563	65.63%
Aromatase binding	+	0.6443	64.43%
PPAR gamma	+	0.6179	61.79%
Honey bee toxicity	-	0.8314	83.14%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5516	55.16%
Fish aquatic toxicity	+	0.8187	81.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.60%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	96.62%	92.86%
CHEMBL2581	P07339	Cathepsin D	93.58%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.89%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.73%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.56%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	91.91%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.87%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.60%	93.56%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.27%	85.94%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.20%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.07%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	87.68%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	87.68%	92.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.16%	96.47%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.02%	92.08%
CHEMBL2885	P07451	Carbonic anhydrase III	86.28%	87.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.01%	96.61%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	85.45%	90.24%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.39%	91.81%
CHEMBL299	P17252	Protein kinase C alpha	82.62%	98.03%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.47%	97.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.82%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.60%	96.00%
CHEMBL1977	P11473	Vitamin D receptor	80.30%	99.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71716003
• LOTUS: LTS0183812
• wikiData: Q105027462