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[(1S,3R,5S,7S,9R,10S,12R,14R,15S,18R,19R,20R,22S,23R)-14-formyl-9,10,22-trihydroxy-7-(hydroxymethyl)-18-methyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-20-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 c7e44e94-55cd-4327-b838-63a97a3bcfdb
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [(1S,3R,5S,7S,9R,10S,12R,14R,15S,18R,19R,20R,22S,23R)-14-formyl-9,10,22-trihydroxy-7-(hydroxymethyl)-18-methyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-20-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2(C3CCC4CC5C(CC4(C3CCC2(C1C6=CC(=O)OC6)C)C=O)OC7(C(CC(OC7O5)CO)O)O)O
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@]2([C@@H]3CC[C@H]4C[C@@H]5[C@@H](C[C@@]4([C@H]3CC[C@@]2([C@H]1C6=CC(=O)OC6)C)C=O)O[C@]7([C@@H](C[C@H](O[C@H]7O5)CO)O)O)O
InChI InChI=1S/C31H42O12/c1-15(34)40-23-11-30(37)20-4-3-17-8-21-22(43-31(38)24(35)9-18(12-32)41-27(31)42-21)10-29(17,14-33)19(20)5-6-28(30,2)26(23)16-7-25(36)39-13-16/h7,14,17-24,26-27,32,35,37-38H,3-6,8-13H2,1-2H3/t17-,18-,19-,20+,21+,22+,23+,24+,26-,27-,28+,29+,30-,31-/m0/s1
InChI Key VKBDXZRKAYVFOV-KIBPUUONSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H42O12
Molecular Weight 606.70 g/mol
Exact Mass 606.26762677 g/mol
Topological Polar Surface Area (TPSA) 178.00 Ų
XlogP -0.50
Atomic LogP (AlogP) 0.51
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,5S,7S,9R,10S,12R,14R,15S,18R,19R,20R,22S,23R)-14-formyl-9,10,22-trihydroxy-7-(hydroxymethyl)-18-methyl-19-(5-oxo-2H-furan-3-yl)-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosan-20-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 + 0.8980 89.80%
Caco-2 - 0.8768 87.68%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8871 88.71%
OATP2B1 inhibitior - 0.5807 58.07%
OATP1B1 inhibitior + 0.8748 87.48%
OATP1B3 inhibitior + 0.9539 95.39%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6805 68.05%
P-glycoprotein inhibitior + 0.6640 66.40%
P-glycoprotein substrate + 0.7676 76.76%
CYP3A4 substrate + 0.7353 73.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8976 89.76%
CYP3A4 inhibition - 0.7781 77.81%
CYP2C9 inhibition - 0.9072 90.72%
CYP2C19 inhibition - 0.9275 92.75%
CYP2D6 inhibition - 0.9394 93.94%
CYP1A2 inhibition - 0.8920 89.20%
CYP2C8 inhibition + 0.6915 69.15%
CYP inhibitory promiscuity - 0.9431 94.31%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5284 52.84%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9375 93.75%
Skin irritation - 0.5216 52.16%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.5154 51.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7359 73.59%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.5283 52.83%
skin sensitisation - 0.9266 92.66%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.7606 76.06%
Acute Oral Toxicity (c) I 0.8625 86.25%
Estrogen receptor binding + 0.8064 80.64%
Androgen receptor binding + 0.7942 79.42%
Thyroid receptor binding - 0.6268 62.68%
Glucocorticoid receptor binding + 0.6583 65.83%
Aromatase binding + 0.6197 61.97%
PPAR gamma + 0.5909 59.09%
Honey bee toxicity - 0.6542 65.42%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9709 97.09%

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 98.92% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.34% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.32% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.24% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.65% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 95.20% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.95% 91.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.27% 93.40%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.03% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.84% 95.56%
CHEMBL4208 P20618 Proteasome component C5 86.74% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.39% 97.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.92% 92.86%
CHEMBL5028 O14672 ADAM10 84.34% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.13% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.85% 93.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.52% 81.11%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.49% 91.07%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.71% 97.28%
CHEMBL340 P08684 Cytochrome P450 3A4 81.95% 91.19%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.92% 90.24%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.23% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.89% 94.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.81% 96.77%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.62% 99.23%

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.
Pergularia tomentosa

Cross-Links

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PubChem 44179785
LOTUS LTS0061695
wikiData Q105287645