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[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[(E,2R)-4-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]but-3-en-2-yl]oxyoxan-2-yl]methyl 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 71370c42-cf6b-4924-a069-d930b896c854
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[(E,2R)-4-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]but-3-en-2-yl]oxyoxan-2-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H38O12/c1-14-11-20(32)12-26(7,8)27(14,33)10-9-15(2)35-25-24(38-19(6)31)23(37-18(5)30)22(36-17(4)29)21(39-25)13-34-16(3)28/h9-11,15,21-25,33H,12-13H2,1-8H3/b10-9+/t15-,21-,22-,23+,24-,25-,27-/m1/s1
InChI Key VJEKZSJRAPJYOR-YBFMDEBSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H38O12
Molecular Weight 554.60 g/mol
Exact Mass 554.23632664 g/mol
Topological Polar Surface Area (TPSA) 161.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 1.71
H-Bond Acceptor 12
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[(E,2R)-4-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]but-3-en-2-yl]oxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9595 95.95%
Caco-2 - 0.7431 74.31%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8623 86.23%
OATP2B1 inhibitior - 0.7171 71.71%
OATP1B1 inhibitior + 0.8436 84.36%
OATP1B3 inhibitior + 0.8614 86.14%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9662 96.62%
P-glycoprotein inhibitior + 0.8243 82.43%
P-glycoprotein substrate - 0.8079 80.79%
CYP3A4 substrate + 0.6766 67.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9007 90.07%
CYP3A4 inhibition - 0.9110 91.10%
CYP2C9 inhibition - 0.6961 69.61%
CYP2C19 inhibition - 0.8149 81.49%
CYP2D6 inhibition - 0.9443 94.43%
CYP1A2 inhibition - 0.7960 79.60%
CYP2C8 inhibition - 0.7923 79.23%
CYP inhibitory promiscuity - 0.8444 84.44%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9028 90.28%
Carcinogenicity (trinary) Non-required 0.6241 62.41%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9026 90.26%
Skin irritation - 0.7375 73.75%
Skin corrosion - 0.9552 95.52%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3981 39.81%
Micronuclear - 0.6726 67.26%
Hepatotoxicity - 0.6268 62.68%
skin sensitisation - 0.6568 65.68%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity - 0.6750 67.50%
Nephrotoxicity - 0.7283 72.83%
Acute Oral Toxicity (c) III 0.6055 60.55%
Estrogen receptor binding + 0.7131 71.31%
Androgen receptor binding + 0.5674 56.74%
Thyroid receptor binding + 0.5970 59.70%
Glucocorticoid receptor binding + 0.7627 76.27%
Aromatase binding + 0.6236 62.36%
PPAR gamma + 0.6763 67.63%
Honey bee toxicity - 0.7906 79.06%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9572 95.72%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.64% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.55% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.83% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.90% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.84% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.82% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.56% 86.33%
CHEMBL4208 P20618 Proteasome component C5 88.07% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.05% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.54% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.92% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 85.29% 91.49%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.18% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.08% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.80% 96.77%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.30% 96.95%
CHEMBL340 P08684 Cytochrome P450 3A4 82.60% 91.19%
CHEMBL226 P30542 Adenosine A1 receptor 81.94% 95.93%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.94% 97.21%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.79% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 81.79% 94.73%
CHEMBL1937 Q92769 Histone deacetylase 2 81.74% 94.75%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.01% 80.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.94% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.47% 96.47%
CHEMBL5028 O14672 ADAM10 80.42% 97.50%

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.
Psydrax subcordatus

Cross-Links

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PubChem 13857522
LOTUS LTS0046879
wikiData Q105287180