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N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-2-[[(1R,2R,4S,5R,8R,10S,13R,14R,18S,21S)-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracos-16-en-10-yl]oxy]-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl]acetamide

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 7d503fa2-7f47-472e-9fad-9c36a510ae57
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-2-[[(1R,2R,4S,5R,8R,10S,13R,14R,18S,21S)-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracos-16-en-10-yl]oxy]-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl]acetamide
SMILES (Canonical) CC(=O)NC1C(C(C(OC1OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(CC(C67C5CC(C(C6)OC7=O)(C)C)O)C)C)C)COC8C(C(C(CO8)O)O)O)O)O
SMILES (Isomeric) CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]4([C@@H]3CC=C5[C@]4(C[C@H]([C@]67[C@H]5CC([C@H](C6)OC7=O)(C)C)O)C)C)C)CO[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O)O)O
InChI InChI=1S/C43H67NO13/c1-20(45)44-30-33(50)32(49)24(19-54-36-34(51)31(48)23(46)18-53-36)55-35(30)56-28-12-13-40(6)25(39(28,4)5)11-14-41(7)26(40)10-9-21-22-15-38(2,3)29-17-43(22,37(52)57-29)27(47)16-42(21,41)8/h9,22-36,46-51H,10-19H2,1-8H3,(H,44,45)/t22-,23-,24+,25-,26+,27+,28-,29-,30+,31-,32+,33+,34+,35-,36-,40-,41+,42+,43+/m0/s1
InChI Key VLLPOYAZODCOQG-GWNKAOGUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H67NO13
Molecular Weight 806.00 g/mol
Exact Mass 805.46124119 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.09
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-2-[[(1R,2R,4S,5R,8R,10S,13R,14R,18S,21S)-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracos-16-en-10-yl]oxy]-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl]acetamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6782 67.82%
Caco-2 - 0.8823 88.23%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7187 71.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7612 76.12%
OATP1B3 inhibitior + 0.9244 92.44%
MATE1 inhibitior - 0.9454 94.54%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7542 75.42%
P-glycoprotein inhibitior + 0.7698 76.98%
P-glycoprotein substrate + 0.5960 59.60%
CYP3A4 substrate + 0.7436 74.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8679 86.79%
CYP3A4 inhibition - 0.9155 91.55%
CYP2C9 inhibition - 0.8542 85.42%
CYP2C19 inhibition - 0.8654 86.54%
CYP2D6 inhibition - 0.9461 94.61%
CYP1A2 inhibition - 0.8902 89.02%
CYP2C8 inhibition + 0.7005 70.05%
CYP inhibitory promiscuity - 0.8232 82.32%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4697 46.97%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9108 91.08%
Skin irritation - 0.7037 70.37%
Skin corrosion - 0.9229 92.29%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6896 68.96%
Micronuclear + 0.7200 72.00%
Hepatotoxicity - 0.6371 63.71%
skin sensitisation - 0.8511 85.11%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6777 67.77%
Acute Oral Toxicity (c) III 0.6424 64.24%
Estrogen receptor binding + 0.7568 75.68%
Androgen receptor binding + 0.7385 73.85%
Thyroid receptor binding - 0.6010 60.10%
Glucocorticoid receptor binding + 0.7246 72.46%
Aromatase binding + 0.6794 67.94%
PPAR gamma + 0.7733 77.33%
Honey bee toxicity - 0.6854 68.54%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6050 60.50%
Fish aquatic toxicity + 0.9689 96.89%

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 97.85% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.78% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.30% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.00% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.50% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 89.46% 92.50%
CHEMBL5957 P21589 5'-nucleotidase 87.33% 97.78%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.91% 95.71%
CHEMBL1871 P10275 Androgen Receptor 86.76% 96.43%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.02% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.82% 100.00%
CHEMBL2581 P07339 Cathepsin D 85.61% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.30% 95.56%
CHEMBL5028 O14672 ADAM10 85.14% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.69% 94.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.47% 97.28%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.10% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.09% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.01% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.94% 96.90%
CHEMBL3401 O75469 Pregnane X receptor 80.57% 94.73%
CHEMBL221 P23219 Cyclooxygenase-1 80.22% 90.17%

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.
Acacia auriculiformis

Cross-Links

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PubChem 15812666
LOTUS LTS0145470
wikiData Q105288487