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16-Hydroxy-17-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,9,13,14-pentamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one

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 9571fb3b-3eb0-4179-86b7-6b2f4153566d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name 16-hydroxy-17-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,9,13,14-pentamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H58O10/c1-31(2)18-9-11-22-33(5)15-20(38)29(35(7)14-13-25(46-35)32(3,4)43)34(33,6)16-23(39)36(22,8)19(18)10-12-24(31)45-30-28(42)27(41)26(40)21(17-37)44-30/h9,19-22,24-30,37-38,40-43H,10-17H2,1-8H3
InChI Key CZDBDPKUMTVKPX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H58O10
Molecular Weight 650.80 g/mol
Exact Mass 650.40299804 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.64
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 16-Hydroxy-17-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,9,13,14-pentamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9268 92.68%
Caco-2 - 0.8449 84.49%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8762 87.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8455 84.55%
OATP1B3 inhibitior + 0.8560 85.60%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.8097 80.97%
P-glycoprotein inhibitior + 0.7375 73.75%
P-glycoprotein substrate - 0.6299 62.99%
CYP3A4 substrate + 0.7221 72.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8733 87.33%
CYP3A4 inhibition - 0.8141 81.41%
CYP2C9 inhibition - 0.8376 83.76%
CYP2C19 inhibition - 0.9269 92.69%
CYP2D6 inhibition - 0.9303 93.03%
CYP1A2 inhibition - 0.9115 91.15%
CYP2C8 inhibition + 0.5714 57.14%
CYP inhibitory promiscuity - 0.8822 88.22%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5232 52.32%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9246 92.46%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7166 71.66%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6061 60.61%
skin sensitisation - 0.9065 90.65%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.7817 78.17%
Acute Oral Toxicity (c) I 0.6410 64.10%
Estrogen receptor binding + 0.6156 61.56%
Androgen receptor binding + 0.7382 73.82%
Thyroid receptor binding - 0.5379 53.79%
Glucocorticoid receptor binding + 0.6969 69.69%
Aromatase binding + 0.7181 71.81%
PPAR gamma + 0.6221 62.21%
Honey bee toxicity - 0.7580 75.80%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9722 97.22%

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 98.43% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.05% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.97% 97.09%
CHEMBL2581 P07339 Cathepsin D 93.92% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.64% 96.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.70% 96.21%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.65% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.93% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.14% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.10% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.05% 94.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.73% 93.04%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.14% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.87% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.83% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.36% 97.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.35% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.30% 92.62%
CHEMBL1937 Q92769 Histone deacetylase 2 84.22% 94.75%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 83.59% 98.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.59% 89.00%
CHEMBL259 P32245 Melanocortin receptor 4 82.59% 95.38%
CHEMBL3401 O75469 Pregnane X receptor 82.11% 94.73%
CHEMBL1871 P10275 Androgen Receptor 81.89% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.65% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.30% 99.23%
CHEMBL5255 O00206 Toll-like receptor 4 81.18% 92.50%

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 73802407
LOTUS LTS0177358
wikiData Q104972666