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[5-acetyloxy-6-[[17-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-2-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-4-hydroxy-2-methyloxan-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 73b76a37-327f-4d91-90af-b6f7888d6122
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name [5-acetyloxy-6-[[17-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-2-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-4-hydroxy-2-methyloxan-3-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H58O13/c1-19-30(51-20(2)41)29(46)31(52-21(3)42)34(50-19)53-25-17-37(8)26-13-12-22-23(16-24(43)33(47)36(22,6)7)39(26,10)28(45)18-38(37,9)32(25)40(11,49)27(44)14-15-35(4,5)48/h12,14-15,19,23-26,29-32,34,43,46,48-49H,13,16-18H2,1-11H3
InChI Key GIJVJTQJDQMZKO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H58O13
Molecular Weight 746.90 g/mol
Exact Mass 746.38774190 g/mol
Topological Polar Surface Area (TPSA) 203.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.92
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-acetyloxy-6-[[17-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-2-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-4-hydroxy-2-methyloxan-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 + 0.9798 97.98%
Caco-2 - 0.8475 84.75%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7536 75.36%
OATP2B1 inhibitior - 0.8566 85.66%
OATP1B1 inhibitior + 0.8255 82.55%
OATP1B3 inhibitior + 0.9188 91.88%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9252 92.52%
P-glycoprotein inhibitior + 0.7803 78.03%
P-glycoprotein substrate + 0.5694 56.94%
CYP3A4 substrate + 0.7303 73.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9021 90.21%
CYP3A4 inhibition - 0.6473 64.73%
CYP2C9 inhibition - 0.9028 90.28%
CYP2C19 inhibition - 0.9102 91.02%
CYP2D6 inhibition - 0.9408 94.08%
CYP1A2 inhibition - 0.7979 79.79%
CYP2C8 inhibition + 0.6738 67.38%
CYP inhibitory promiscuity - 0.9163 91.63%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5254 52.54%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9092 90.92%
Skin irritation + 0.5824 58.24%
Skin corrosion - 0.9317 93.17%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.5392 53.92%
skin sensitisation - 0.7874 78.74%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.5194 51.94%
Acute Oral Toxicity (c) I 0.7542 75.42%
Estrogen receptor binding + 0.7608 76.08%
Androgen receptor binding + 0.7434 74.34%
Thyroid receptor binding + 0.5705 57.05%
Glucocorticoid receptor binding + 0.8121 81.21%
Aromatase binding + 0.6524 65.24%
PPAR gamma + 0.7605 76.05%
Honey bee toxicity - 0.6320 63.20%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9910 99.10%

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 98.75% 91.11%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 94.26% 87.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.06% 86.33%
CHEMBL2581 P07339 Cathepsin D 93.02% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.45% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.18% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.35% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.06% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.98% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.87% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.86% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.25% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.04% 91.07%
CHEMBL4208 P20618 Proteasome component C5 85.79% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 85.17% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.51% 100.00%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 82.88% 98.00%
CHEMBL4530 P00488 Coagulation factor XIII 81.89% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.73% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.43% 96.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.38% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.97% 92.94%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163020120
LOTUS LTS0274834
wikiData Q105009045