(2S,3R,4S,5S,6R)-2-[(3S,6E)-3,7-dimethyloctadeca-1,6-dien-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 0d83451b-4776-4718-9748-2f6fed36264d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(3S,6E)-3,7-dimethyloctadeca-1,6-dien-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CCCCCCCCCCCC(=CCCC(C)(C=C)OC1C(C(C(C(O1)CO)O)O)O)C
• SMILES (Isomeric): CCCCCCCCCCC/C(=C/CC[C@@](C)(C=C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)/C
• InChI: InChI=1S/C26H48O6/c1-5-7-8-9-10-11-12-13-14-16-20(3)17-15-18-26(4,6-2)32-25-24(30)23(29)22(28)21(19-27)31-25/h6,17,21-25,27-30H,2,5,7-16,18-19H2,1,3-4H3/b20-17+/t21-,22-,23+,24-,25+,26-/m1/s1
• InChI Key: FYPLKHOEMZYGDB-SKJUTHBASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₈O₆
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.34508925 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 4.40
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5615	56.15%
Caco-2	-	0.7430	74.30%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7591	75.91%
OATP2B1 inhibitior	-	0.5781	57.81%
OATP1B1 inhibitior	+	0.8605	86.05%
OATP1B3 inhibitior	+	0.8903	89.03%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6426	64.26%
P-glycoprotein inhibitior	-	0.5489	54.89%
P-glycoprotein substrate	-	0.7857	78.57%
CYP3A4 substrate	+	0.6090	60.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.6469	64.69%
CYP2C9 inhibition	-	0.7832	78.32%
CYP2C19 inhibition	-	0.6861	68.61%
CYP2D6 inhibition	-	0.9245	92.45%
CYP1A2 inhibition	-	0.8001	80.01%
CYP2C8 inhibition	+	0.4592	45.92%
CYP inhibitory promiscuity	-	0.8462	84.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7154	71.54%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9503	95.03%
Skin irritation	-	0.6874	68.74%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7540	75.40%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6842	68.42%
skin sensitisation	-	0.8434	84.34%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5479	54.79%
Acute Oral Toxicity (c)	III	0.6547	65.47%
Estrogen receptor binding	-	0.5574	55.74%
Androgen receptor binding	-	0.4873	48.73%
Thyroid receptor binding	-	0.5777	57.77%
Glucocorticoid receptor binding	-	0.5778	57.78%
Aromatase binding	-	0.5250	52.50%
PPAR gamma	-	0.5646	56.46%
Honey bee toxicity	-	0.7971	79.71%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6183	61.83%
Fish aquatic toxicity	+	0.9591	95.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	98.40%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.65%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.84%	91.11%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	95.81%	97.29%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.90%	97.25%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	94.35%	85.94%
CHEMBL2581	P07339	Cathepsin D	94.29%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.87%	96.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.56%	92.86%
CHEMBL3401	O75469	Pregnane X receptor	91.94%	94.73%
CHEMBL2996	Q05655	Protein kinase C delta	89.37%	97.79%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.05%	100.00%
CHEMBL1977	P11473	Vitamin D receptor	85.79%	99.43%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.10%	96.90%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.86%	93.56%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.70%	82.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.95%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.72%	86.33%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.62%	91.81%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.52%	97.36%
CHEMBL5255	O00206	Toll-like receptor 4	82.24%	92.50%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.42%	80.33%
CHEMBL2885	P07451	Carbonic anhydrase III	80.34%	87.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.14%	100.00%

Plants that contains it

• Pluchea indica

Cross-Links

• PubChem: 101831549
• LOTUS: LTS0179652
• wikiData: Q105004627