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[(2S,8S,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-4,4,9,13,14-pentamethyl-3,11-dioxo-16-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-2-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 b8fc6a74-f1a5-413f-9c81-8da897d686a9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name [(2S,8S,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-4,4,9,13,14-pentamethyl-3,11-dioxo-16-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-2-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H56O13/c1-18(40)49-21-14-20-19(34(4,5)31(21)46)10-11-24-35(6)15-22(50-32-29(45)28(44)27(43)23(17-39)51-32)30(36(35,7)16-26(42)37(20,24)8)38(9,48)25(41)12-13-33(2,3)47/h10,12-13,20-24,27-30,32,39,43-45,47-48H,11,14-17H2,1-9H3/b13-12+/t20-,21+,22-,23+,24+,27+,28-,29+,30+,32+,35+,36-,37+,38+/m1/s1
InChI Key MMYGYERXPCECHL-RDKSKIDVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H56O13
Molecular Weight 720.80 g/mol
Exact Mass 720.37209184 g/mol
Topological Polar Surface Area (TPSA) 217.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.32
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,8S,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-4,4,9,13,14-pentamethyl-3,11-dioxo-16-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-2-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 + 0.8841 88.41%
Caco-2 - 0.8543 85.43%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8479 84.79%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.8070 80.70%
OATP1B3 inhibitior + 0.8193 81.93%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8275 82.75%
P-glycoprotein inhibitior + 0.7555 75.55%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7273 72.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8984 89.84%
CYP3A4 inhibition - 0.8389 83.89%
CYP2C9 inhibition - 0.8282 82.82%
CYP2C19 inhibition - 0.9019 90.19%
CYP2D6 inhibition - 0.9474 94.74%
CYP1A2 inhibition - 0.8201 82.01%
CYP2C8 inhibition + 0.6894 68.94%
CYP inhibitory promiscuity - 0.8682 86.82%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6796 67.96%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9116 91.16%
Skin irritation - 0.5918 59.18%
Skin corrosion - 0.9463 94.63%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4400 44.00%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.6434 64.34%
skin sensitisation - 0.8949 89.49%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.4740 47.40%
Acute Oral Toxicity (c) III 0.6473 64.73%
Estrogen receptor binding + 0.7621 76.21%
Androgen receptor binding + 0.7507 75.07%
Thyroid receptor binding + 0.5152 51.52%
Glucocorticoid receptor binding + 0.7791 77.91%
Aromatase binding + 0.6786 67.86%
PPAR gamma + 0.7206 72.06%
Honey bee toxicity - 0.6122 61.22%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9883 98.83%

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 99.49% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.15% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.09% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.53% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.44% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.16% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.94% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.23% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 87.27% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.18% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 86.96% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.54% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.35% 91.07%
CHEMBL4208 P20618 Proteasome component C5 83.28% 90.00%
CHEMBL226 P30542 Adenosine A1 receptor 83.00% 95.93%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.76% 89.34%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.21% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.56% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 81.05% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.09% 95.56%

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 162898658
LOTUS LTS0189279
wikiData Q105168192