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(2R,3S,4S,5R,6R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(hydroxymethyl)-6-[(3R)-3-hydroxyoctoxy]oxane-3,4-diol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 1ef48800-d11c-4c06-9a43-6072d58de611
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name (2R,3S,4S,5R,6R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(hydroxymethyl)-6-[(3R)-3-hydroxyoctoxy]oxane-3,4-diol
SMILES (Canonical) CCCCCC(CCOC1C(C(C(C(O1)CO)O)O)OC2C(C(CO2)(CO)O)O)O
SMILES (Isomeric) CCCCC[C@H](CCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O[C@H]2[C@@H]([C@](CO2)(CO)O)O)O
InChI InChI=1S/C19H36O11/c1-2-3-4-5-11(22)6-7-27-17-15(14(24)13(23)12(8-20)29-17)30-18-16(25)19(26,9-21)10-28-18/h11-18,20-26H,2-10H2,1H3/t11-,12-,13-,14+,15-,16+,17-,18+,19-/m1/s1
InChI Key HTBXZRUTMUOBOY-BSZVCDTPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H36O11
Molecular Weight 440.50 g/mol
Exact Mass 440.22576196 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -2.40
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(hydroxymethyl)-6-[(3R)-3-hydroxyoctoxy]oxane-3,4-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6661 66.61%
Caco-2 - 0.8260 82.60%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6716 67.16%
OATP2B1 inhibitior - 0.8590 85.90%
OATP1B1 inhibitior + 0.9022 90.22%
OATP1B3 inhibitior + 0.9424 94.24%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.7959 79.59%
P-glycoprotein inhibitior - 0.7767 77.67%
P-glycoprotein substrate - 0.6573 65.73%
CYP3A4 substrate + 0.6449 64.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8449 84.49%
CYP3A4 inhibition - 0.9153 91.53%
CYP2C9 inhibition - 0.8792 87.92%
CYP2C19 inhibition - 0.8582 85.82%
CYP2D6 inhibition - 0.9388 93.88%
CYP1A2 inhibition - 0.8964 89.64%
CYP2C8 inhibition - 0.7305 73.05%
CYP inhibitory promiscuity - 0.9486 94.86%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6456 64.56%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9138 91.38%
Skin irritation - 0.7166 71.66%
Skin corrosion - 0.9505 95.05%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6984 69.84%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.6297 62.97%
skin sensitisation - 0.9221 92.21%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity - 0.7444 74.44%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity + 0.4641 46.41%
Acute Oral Toxicity (c) III 0.4194 41.94%
Estrogen receptor binding + 0.5575 55.75%
Androgen receptor binding - 0.5236 52.36%
Thyroid receptor binding + 0.5891 58.91%
Glucocorticoid receptor binding - 0.5446 54.46%
Aromatase binding + 0.7976 79.76%
PPAR gamma + 0.5675 56.75%
Honey bee toxicity - 0.8826 88.26%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6621 66.21%
Fish aquatic toxicity - 0.3623 36.23%

Targets

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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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.95% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.88% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.30% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 94.82% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.75% 96.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 93.69% 92.86%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.69% 94.45%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 92.10% 92.88%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 92.08% 97.29%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.52% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.09% 99.17%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 86.98% 96.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.34% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.94% 90.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.90% 93.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.88% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.72% 91.24%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 85.60% 80.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.14% 100.00%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 84.05% 90.24%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.81% 96.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.39% 98.75%
CHEMBL4581 P52732 Kinesin-like protein 1 83.37% 93.18%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.20% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.00% 96.61%
CHEMBL3401 O75469 Pregnane X receptor 82.12% 94.73%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.36% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.05% 100.00%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.98% 92.32%
CHEMBL299 P17252 Protein kinase C alpha 80.51% 98.03%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.26% 96.90%

Plants that contains it

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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.
Crescentia cujete

Cross-Links

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PubChem 101939202
LOTUS LTS0027108
wikiData Q105033362