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[(2S,3S,4R,5R,6S)-4,5-diacetoxy-6-[(2R,3R,4S,5S,6R)-2-hexadecoxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]oxy-2-methyl-tetrahydropyran-3-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 1529edf6-694e-4844-b6a7-306d66955ad3
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name [(2S,3S,4R,5R,6S)-4,5-diacetyloxy-6-[(2R,3R,4S,5S,6R)-2-hexadecoxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-2-methyloxan-3-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H60O13/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-41-33-30(28(40)27(39)26(21-35)46-33)47-34-32(45-25(5)38)31(44-24(4)37)29(22(2)42-34)43-23(3)36/h22,26-35,39-40H,6-21H2,1-5H3/t22-,26+,27+,28-,29-,30+,31+,32+,33+,34-/m0/s1
InChI Key BIIREZIBDQHNJJ-REGLIKJSSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C34H60O13
Molecular Weight 676.80 g/mol
Exact Mass 676.40339196 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 6.30
Atomic LogP (AlogP) 3.85
H-Bond Acceptor 13
H-Bond Donor 3
Rotatable Bonds 22

Synonyms

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[(2S,3S,4R,5R,6S)-4,5-diacetoxy-6-[(2R,3R,4S,5S,6R)-2-hexadecoxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]oxy-2-methyl-tetrahydropyran-3-yl] acetate

2D Structure

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2D Structure of [(2S,3S,4R,5R,6S)-4,5-diacetoxy-6-[(2R,3R,4S,5S,6R)-2-hexadecoxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]oxy-2-methyl-tetrahydropyran-3-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 - 0.7800 78.00%
Caco-2 - 0.8408 84.08%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8585 85.85%
OATP2B1 inhibitior - 0.7143 71.43%
OATP1B1 inhibitior + 0.8242 82.42%
OATP1B3 inhibitior + 0.8605 86.05%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9339 93.39%
P-glycoprotein inhibitior + 0.6841 68.41%
P-glycoprotein substrate - 0.8109 81.09%
CYP3A4 substrate + 0.6249 62.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8885 88.85%
CYP3A4 inhibition - 0.6586 65.86%
CYP2C9 inhibition - 0.8863 88.63%
CYP2C19 inhibition - 0.8314 83.14%
CYP2D6 inhibition - 0.9328 93.28%
CYP1A2 inhibition - 0.8927 89.27%
CYP2C8 inhibition - 0.7338 73.38%
CYP inhibitory promiscuity - 0.9610 96.10%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7252 72.52%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9014 90.14%
Skin irritation - 0.8212 82.12%
Skin corrosion - 0.9658 96.58%
Ames mutagenesis - 0.9000 90.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4459 44.59%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6490 64.90%
skin sensitisation - 0.9476 94.76%
Respiratory toxicity - 0.7667 76.67%
Reproductive toxicity - 0.7111 71.11%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity + 0.4656 46.56%
Acute Oral Toxicity (c) III 0.6023 60.23%
Estrogen receptor binding + 0.7603 76.03%
Androgen receptor binding - 0.5437 54.37%
Thyroid receptor binding - 0.6497 64.97%
Glucocorticoid receptor binding - 0.4800 48.00%
Aromatase binding - 0.4840 48.40%
PPAR gamma + 0.5926 59.26%
Honey bee toxicity - 0.8498 84.98%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6143 61.43%
Fish aquatic toxicity + 0.9094 90.94%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.72% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.19% 99.17%
CHEMBL2581 P07339 Cathepsin D 94.52% 98.95%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 93.72% 97.29%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.62% 91.11%
CHEMBL5255 O00206 Toll-like receptor 4 89.75% 92.50%
CHEMBL3401 O75469 Pregnane X receptor 88.71% 94.73%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 86.39% 92.08%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.01% 92.86%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.37% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.47% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.06% 94.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.58% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 82.54% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.16% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.37% 91.24%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.21% 97.25%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.19% 97.36%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.11% 96.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.05% 96.95%

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.
Cupania glabra

Cross-Links

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PubChem 76336129
LOTUS LTS0165674
wikiData Q104936522