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[17-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-4,4,9,13,14-pentamethyl-3,11-dioxo-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-16-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 e8717dd3-d717-4c86-8179-24f0f381592e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name [17-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-4,4,9,13,14-pentamethyl-3,11-dioxo-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-16-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2(C3CC=C4C(C3(C(=O)CC2(C1C(C)(C(=O)C=CC(C)(C)O)O)C)C)C=C(C(=O)C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C
SMILES (Isomeric) CC(=O)OC1CC2(C3CC=C4C(C3(C(=O)CC2(C1C(C)(C(=O)C=CC(C)(C)O)O)C)C)C=C(C(=O)C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C
InChI InChI=1S/C38H54O13/c1-18(40)49-22-15-35(6)24-11-10-19-20(14-21(31(46)34(19,4)5)50-32-29(45)28(44)27(43)23(17-39)51-32)37(24,8)26(42)16-36(35,7)30(22)38(9,48)25(41)12-13-33(2,3)47/h10,12-14,20,22-24,27-30,32,39,43-45,47-48H,11,15-17H2,1-9H3
InChI Key WVVGJLXJXQDKGS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H54O13
Molecular Weight 718.80 g/mol
Exact Mass 718.35644177 g/mol
Topological Polar Surface Area (TPSA) 217.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.45
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 [17-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-4,4,9,13,14-pentamethyl-3,11-dioxo-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-16-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 - 0.8542 85.42%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8479 84.79%
OATP2B1 inhibitior - 0.7187 71.87%
OATP1B1 inhibitior + 0.8229 82.29%
OATP1B3 inhibitior + 0.8193 81.93%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7564 75.64%
P-glycoprotein inhibitior + 0.7596 75.96%
P-glycoprotein substrate - 0.5168 51.68%
CYP3A4 substrate + 0.7219 72.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8976 89.76%
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 + 0.6906 69.06%
CYP inhibitory promiscuity - 0.8682 86.82%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6796 67.96%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9107 91.07%
Skin irritation - 0.5918 59.18%
Skin corrosion - 0.9463 94.63%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4222 42.22%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.7370 73.70%
skin sensitisation - 0.8949 89.49%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.5956 59.56%
Acute Oral Toxicity (c) III 0.6473 64.73%
Estrogen receptor binding + 0.7707 77.07%
Androgen receptor binding + 0.7431 74.31%
Thyroid receptor binding + 0.5500 55.00%
Glucocorticoid receptor binding + 0.7751 77.51%
Aromatase binding + 0.6854 68.54%
PPAR gamma + 0.7265 72.65%
Honey bee toxicity - 0.6323 63.23%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6100 61.00%
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 99.41% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.22% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.27% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.21% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.03% 94.45%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 93.01% 87.67%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.75% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.02% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 90.03% 94.73%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 89.31% 89.34%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.05% 96.77%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.24% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.02% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.57% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.06% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.98% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.44% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.60% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.37% 95.89%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 81.05% 94.01%
CHEMBL4208 P20618 Proteasome component C5 80.04% 90.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.02% 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.
Gratiola officinalis

Cross-Links

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PubChem 73802404
LOTUS LTS0200948
wikiData Q105313798