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[(2S,3R,4R,5S,6S)-3-acetyloxy-2-[[(1S,2R,5R,7S,10R,11R,15S,16S,18R,20S)-7-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-16-yl]oxy]-5-hydroxy-6-methyloxan-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 afc64dc9-6593-413b-b046-56f0e9397741
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2S,3R,4R,5S,6S)-3-acetyloxy-2-[[(1S,2R,5R,7S,10R,11R,15S,16S,18R,20S)-7-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-16-yl]oxy]-5-hydroxy-6-methyloxan-4-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2COC(C(C2O)O)OC3CCC4(C5CCC6C7C(CC(OC78CC6(C5(CCC4C3(C)C)C)CO8)C=C(C)C)(C)OC9C(C(C(C(O9)C)O)OC(=O)C)OC(=O)C)C)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CO[C@H]([C@@H]([C@H]2O)O)O[C@H]3CC[C@@]4([C@H]5CCC6[C@H]7[C@@](C[C@@H](O[C@@]78C[C@]6([C@@]5(CC[C@H]4C3(C)C)C)CO8)C=C(C)C)(C)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)OC(=O)C)OC(=O)C)C)O)O)O
InChI InChI=1S/C51H80O18/c1-23(2)18-28-19-49(11,69-45-41(65-27(6)53)40(64-26(5)52)35(55)25(4)63-45)42-29-12-13-32-47(9)16-15-33(46(7,8)31(47)14-17-48(32,10)50(29)21-51(42,68-28)61-22-50)67-43-38(58)36(56)30(20-60-43)66-44-39(59)37(57)34(54)24(3)62-44/h18,24-25,28-45,54-59H,12-17,19-22H2,1-11H3/t24-,25-,28-,29?,30-,31-,32+,33-,34-,35-,36-,37+,38+,39+,40+,41+,42-,43-,44-,45-,47-,48+,49-,50-,51-/m0/s1
InChI Key SPFBVQWRJFUDBB-SEVWJEICSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C51H80O18
Molecular Weight 981.20 g/mol
Exact Mass 980.53446570 g/mol
Topological Polar Surface Area (TPSA) 248.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.16
H-Bond Acceptor 18
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

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C08991
AC1L9C02

2D Structure

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2D Structure of [(2S,3R,4R,5S,6S)-3-acetyloxy-2-[[(1S,2R,5R,7S,10R,11R,15S,16S,18R,20S)-7-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-16-yl]oxy]-5-hydroxy-6-methyloxan-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 + 0.8202 82.02%
Caco-2 - 0.8732 87.32%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8768 87.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8191 81.91%
OATP1B3 inhibitior + 0.8839 88.39%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9125 91.25%
P-glycoprotein inhibitior + 0.7552 75.52%
P-glycoprotein substrate + 0.6220 62.20%
CYP3A4 substrate + 0.7567 75.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8767 87.67%
CYP3A4 inhibition - 0.9416 94.16%
CYP2C9 inhibition - 0.8489 84.89%
CYP2C19 inhibition - 0.9005 90.05%
CYP2D6 inhibition - 0.9365 93.65%
CYP1A2 inhibition - 0.8809 88.09%
CYP2C8 inhibition + 0.7751 77.51%
CYP inhibitory promiscuity - 0.9406 94.06%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5424 54.24%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9017 90.17%
Skin irritation - 0.5815 58.15%
Skin corrosion - 0.9312 93.12%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7229 72.29%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.8794 87.94%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8175 81.75%
Acute Oral Toxicity (c) III 0.5172 51.72%
Estrogen receptor binding + 0.7476 74.76%
Androgen receptor binding + 0.7580 75.80%
Thyroid receptor binding + 0.5480 54.80%
Glucocorticoid receptor binding + 0.7918 79.18%
Aromatase binding + 0.6423 64.23%
PPAR gamma + 0.8129 81.29%
Honey bee toxicity - 0.5273 52.73%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6045 60.45%
Fish aquatic toxicity + 0.9865 98.65%

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 95.13% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.71% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.52% 89.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 92.30% 89.05%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.44% 97.36%
CHEMBL204 P00734 Thrombin 91.27% 96.01%
CHEMBL340 P08684 Cytochrome P450 3A4 91.21% 91.19%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 91.09% 95.71%
CHEMBL221 P23219 Cyclooxygenase-1 90.72% 90.17%
CHEMBL2581 P07339 Cathepsin D 89.49% 98.95%
CHEMBL325 Q13547 Histone deacetylase 1 89.25% 95.92%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.79% 100.00%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 88.33% 95.36%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.01% 98.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.62% 95.89%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 85.94% 98.99%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.75% 92.94%
CHEMBL2243 O00519 Anandamide amidohydrolase 85.69% 97.53%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 85.49% 97.34%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.24% 96.77%
CHEMBL4246 P42680 Tyrosine-protein kinase TEC 85.11% 82.05%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.95% 95.56%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.75% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.66% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.58% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.20% 91.07%
CHEMBL259 P32245 Melanocortin receptor 4 84.10% 95.38%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 84.02% 97.31%
CHEMBL5255 O00206 Toll-like receptor 4 83.49% 92.50%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 83.48% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.29% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.95% 91.24%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.69% 82.50%
CHEMBL5028 O14672 ADAM10 82.36% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.90% 93.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.62% 91.03%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.49% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.39% 95.89%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.85% 97.47%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.70% 97.14%

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.
Ziziphus jujuba

Cross-Links

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PubChem 118701286
LOTUS LTS0267856
wikiData Q104251307