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(2R)-2-[(3R,8S,9R,10R,13R,14S,16R,17R)-16-hydroxy-4,4,9,13,14-pentamethyl-11-oxo-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-5-propan-2-ylfuran-3-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 85b59c8a-2f15-40a9-9079-1cdd9d0c0549
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2R)-2-[(3R,8S,9R,10R,13R,14S,16R,17R)-16-hydroxy-4,4,9,13,14-pentamethyl-11-oxo-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-5-propan-2-ylfuran-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H52O9/c1-17(2)22-13-24(38)35(8,44-22)29-20(36)14-32(5)23-11-9-18-19(34(23,7)25(39)15-33(29,32)6)10-12-26(31(18,3)4)43-30-28(41)27(40)21(37)16-42-30/h9,13,17,19-21,23,26-30,36-37,40-41H,10-12,14-16H2,1-8H3/t19-,20-,21-,23+,26-,27+,28-,29+,30+,32+,33-,34+,35+/m1/s1
InChI Key CNZWIBJPXRQCLH-BCNZASKOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H52O9
Molecular Weight 616.80 g/mol
Exact Mass 616.36113323 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.46
H-Bond Acceptor 9
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 (2R)-2-[(3R,8S,9R,10R,13R,14S,16R,17R)-16-hydroxy-4,4,9,13,14-pentamethyl-11-oxo-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-5-propan-2-ylfuran-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9429 94.29%
Caco-2 - 0.8302 83.02%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8903 89.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8541 85.41%
OATP1B3 inhibitior + 0.9291 92.91%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.7046 70.46%
P-glycoprotein inhibitior + 0.7310 73.10%
P-glycoprotein substrate + 0.5359 53.59%
CYP3A4 substrate + 0.7088 70.88%
CYP2C9 substrate - 0.7908 79.08%
CYP2D6 substrate - 0.8790 87.90%
CYP3A4 inhibition - 0.8364 83.64%
CYP2C9 inhibition - 0.8325 83.25%
CYP2C19 inhibition - 0.9359 93.59%
CYP2D6 inhibition - 0.9368 93.68%
CYP1A2 inhibition - 0.9284 92.84%
CYP2C8 inhibition + 0.5537 55.37%
CYP inhibitory promiscuity - 0.9394 93.94%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4835 48.35%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9268 92.68%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9282 92.82%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6609 66.09%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5340 53.40%
skin sensitisation - 0.8918 89.18%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7477 74.77%
Acute Oral Toxicity (c) I 0.7025 70.25%
Estrogen receptor binding + 0.6924 69.24%
Androgen receptor binding + 0.7547 75.47%
Thyroid receptor binding + 0.5374 53.74%
Glucocorticoid receptor binding + 0.7719 77.19%
Aromatase binding + 0.7278 72.78%
PPAR gamma + 0.6428 64.28%
Honey bee toxicity - 0.7810 78.10%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5050 50.50%
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 97.58% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.14% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.02% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.86% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.47% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 92.12% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.33% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.27% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.83% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.29% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.55% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.08% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.47% 90.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.42% 82.69%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.14% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.65% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.19% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.15% 90.71%
CHEMBL4208 P20618 Proteasome component C5 81.89% 90.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.64% 95.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.52% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.27% 92.94%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.46% 93.56%

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.
Picria fel-terrae

Cross-Links

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PubChem 102120502
LOTUS LTS0156293
wikiData Q104966562