(2S,3R,4R,5R,6R)-2-methyl-6-[(2S,3S,4R)-2,3,4-trihydroxyoctadecoxy]oxane-3,4,5-triol

Details

Top
Internal ID bed171d9-7f02-4275-a0a0-6fb01c52ba75
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name (2S,3R,4R,5R,6R)-2-methyl-6-[(2S,3S,4R)-2,3,4-trihydroxyoctadecoxy]oxane-3,4,5-triol
SMILES (Canonical) CCCCCCCCCCCCCCC(C(C(COC1C(C(C(C(O1)C)O)O)O)O)O)O
SMILES (Isomeric) CCCCCCCCCCCCCC[C@H]([C@@H]([C@H](CO[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O)O)O)O
InChI InChI=1S/C24H48O8/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-18(25)21(28)19(26)16-31-24-23(30)22(29)20(27)17(2)32-24/h17-30H,3-16H2,1-2H3/t17-,18+,19-,20-,21-,22+,23+,24+/m0/s1
InChI Key RRMUKDNDCZQSOQ-QXUFRZHESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C24H48O8
Molecular Weight 464.60 g/mol
Exact Mass 464.33491849 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 2.00
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 18

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,4R,5R,6R)-2-methyl-6-[(2S,3S,4R)-2,3,4-trihydroxyoctadecoxy]oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5891 58.91%
Caco-2 - 0.8009 80.09%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7923 79.23%
OATP2B1 inhibitior - 0.8558 85.58%
OATP1B1 inhibitior + 0.9268 92.68%
OATP1B3 inhibitior + 0.9162 91.62%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8542 85.42%
BSEP inhibitior - 0.7702 77.02%
P-glycoprotein inhibitior - 0.6534 65.34%
P-glycoprotein substrate - 0.7343 73.43%
CYP3A4 substrate + 0.5394 53.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8247 82.47%
CYP3A4 inhibition - 0.7442 74.42%
CYP2C9 inhibition - 0.9001 90.01%
CYP2C19 inhibition - 0.7950 79.50%
CYP2D6 inhibition - 0.9225 92.25%
CYP1A2 inhibition - 0.8848 88.48%
CYP2C8 inhibition - 0.8283 82.83%
CYP inhibitory promiscuity - 0.9482 94.82%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7608 76.08%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.8882 88.82%
Skin irritation - 0.7796 77.96%
Skin corrosion - 0.9604 96.04%
Ames mutagenesis - 0.8900 89.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6503 65.03%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.6566 65.66%
skin sensitisation - 0.8321 83.21%
Respiratory toxicity - 0.6667 66.67%
Reproductive toxicity - 0.7444 74.44%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.6208 62.08%
Acute Oral Toxicity (c) III 0.5969 59.69%
Estrogen receptor binding - 0.5166 51.66%
Androgen receptor binding - 0.7239 72.39%
Thyroid receptor binding - 0.5463 54.63%
Glucocorticoid receptor binding - 0.6385 63.85%
Aromatase binding + 0.5641 56.41%
PPAR gamma + 0.5598 55.98%
Honey bee toxicity - 0.9301 93.01%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5579 55.79%
Fish aquatic toxicity + 0.8233 82.33%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 96.82% 96.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 95.71% 97.29%
CHEMBL2581 P07339 Cathepsin D 94.89% 98.95%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 92.81% 92.86%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.62% 99.17%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 91.46% 85.94%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 89.80% 92.08%
CHEMBL3401 O75469 Pregnane X receptor 89.32% 94.73%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.84% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.69% 97.25%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.07% 97.36%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.56% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.46% 93.56%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 83.81% 90.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.52% 100.00%
CHEMBL1907 P15144 Aminopeptidase N 81.94% 93.31%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.90% 95.89%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.13% 83.00%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 81.05% 91.81%
CHEMBL240 Q12809 HERG 80.04% 89.76%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Angelica genuflexa
Commiphora gileadensis

Cross-Links

Top
PubChem 16681227
NPASS NPC210397
LOTUS LTS0168978
wikiData Q105244233