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[(2R,3S,4S,5R,6R)-2-[16-(1,5-dimethyl-2,4-dioxopyrrolidin-3-ylidene)-16-hydroxy-15-methylhexadecoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] acetate

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 2925ccba-0ca8-4dba-a698-d2b4c879e1e6
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)-2-[16-(1,5-dimethyl-2,4-dioxopyrrolidin-3-ylidene)-16-hydroxy-15-methylhexadecoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] acetate
SMILES (Canonical) CC1C(=O)C(=C(C(C)CCCCCCCCCCCCCCOC2C(C(C(C(O2)CO)O)OC(=O)C)O)O)C(=O)N1C
SMILES (Isomeric) CC1C(=O)C(=C(C(C)CCCCCCCCCCCCCCO[C@H]2[C@H]([C@H]([C@@H]([C@H](O2)CO)O)OC(=O)C)O)O)C(=O)N1C
InChI InChI=1S/C31H53NO10/c1-20(25(35)24-26(36)21(2)32(4)30(24)39)17-15-13-11-9-7-5-6-8-10-12-14-16-18-40-31-28(38)29(41-22(3)34)27(37)23(19-33)42-31/h20-21,23,27-29,31,33,35,37-38H,5-19H2,1-4H3/t20?,21?,23-,27-,28+,29+,31-/m1/s1
InChI Key WGIDOZHCUPNGEH-BEQXBITGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H53NO10
Molecular Weight 599.80 g/mol
Exact Mass 599.36694689 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 3.32
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 19

Synonyms

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((2R,3S,4S,5R,6R)-2-(16-(1,5-dimethyl-2,4-dioxopyrrolidin-3-ylidene)-16-hydroxy-15-methylhexadecoxy)-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl) acetate
[(2R,3S,4S,5R,6R)-2-[16-(1,5-dimethyl-2,4-dioxopyrrolidin-3-ylidene)-16-hydroxy-15-methylhexadecoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] acetate
RefChem:921019
959855-22-2
CHEBI:208393

2D Structure

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2D Structure of [(2R,3S,4S,5R,6R)-2-[16-(1,5-dimethyl-2,4-dioxopyrrolidin-3-ylidene)-16-hydroxy-15-methylhexadecoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6797 67.97%
Caco-2 - 0.8119 81.19%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6533 65.33%
OATP2B1 inhibitior - 0.5658 56.58%
OATP1B1 inhibitior + 0.8617 86.17%
OATP1B3 inhibitior + 0.9310 93.10%
MATE1 inhibitior - 0.9012 90.12%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.5902 59.02%
P-glycoprotein inhibitior + 0.6650 66.50%
P-glycoprotein substrate - 0.6623 66.23%
CYP3A4 substrate + 0.6523 65.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8874 88.74%
CYP3A4 inhibition - 0.9004 90.04%
CYP2C9 inhibition - 0.8879 88.79%
CYP2C19 inhibition - 0.8848 88.48%
CYP2D6 inhibition - 0.9337 93.37%
CYP1A2 inhibition - 0.8492 84.92%
CYP2C8 inhibition - 0.8332 83.32%
CYP inhibitory promiscuity - 0.9149 91.49%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5209 52.09%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9135 91.35%
Skin irritation - 0.7645 76.45%
Skin corrosion - 0.9302 93.02%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4832 48.32%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.5196 51.96%
skin sensitisation - 0.8818 88.18%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6415 64.15%
Acute Oral Toxicity (c) III 0.6225 62.25%
Estrogen receptor binding + 0.6465 64.65%
Androgen receptor binding + 0.5437 54.37%
Thyroid receptor binding - 0.5763 57.63%
Glucocorticoid receptor binding - 0.4766 47.66%
Aromatase binding + 0.6036 60.36%
PPAR gamma + 0.5484 54.84%
Honey bee toxicity - 0.8327 83.27%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6950 69.50%
Fish aquatic toxicity + 0.6543 65.43%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.77% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.63% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.83% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.46% 96.47%
CHEMBL5255 O00206 Toll-like receptor 4 90.36% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.07% 99.17%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 87.23% 97.29%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.91% 90.08%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.71% 91.11%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 85.68% 89.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.96% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.56% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.15% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.28% 93.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.88% 86.92%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.77% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 80.71% 94.73%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 139585696
LOTUS LTS0148520
wikiData Q77489616