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(16alpha,20R,24S)-16,24-epoxy-2,20,25-trihydroxycucurbita-1,5-diene-3,11,22-trione 2-O-beta-D-glucopyranoside

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 f680af0a-195c-4972-844a-fdd41e52798f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (1S,2S,4R,6S,9R,10R,11R,14R,15R)-9-hydroxy-6-(2-hydroxypropan-2-yl)-2,9,11,14,19,19-hexamethyl-17-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-oxapentacyclo[12.8.0.02,11.04,10.015,20]docosa-16,20-diene-8,13,18-trione
SMILES (Canonical) CC1(C2=CCC3C4(CC5C(C4(CC(=O)C3(C2C=C(C1=O)OC6C(C(C(C(O6)CO)O)O)O)C)C)C(C(=O)CC(O5)C(C)(C)O)(C)O)C)C
SMILES (Isomeric) C[C@@]12C[C@@H]3[C@@H]([C@]1(CC(=O)[C@@]4([C@H]2CC=C5[C@H]4C=C(C(=O)C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)[C@@](C(=O)C[C@H](O3)C(C)(C)O)(C)O
InChI InChI=1S/C36H52O12/c1-31(2)16-9-10-21-33(5)13-19-28(36(8,45)22(38)12-24(46-19)32(3,4)44)34(33,6)14-23(39)35(21,7)17(16)11-18(29(31)43)47-30-27(42)26(41)25(40)20(15-37)48-30/h9,11,17,19-21,24-28,30,37,40-42,44-45H,10,12-15H2,1-8H3/t17-,19-,20-,21+,24+,25-,26+,27-,28+,30-,33+,34-,35+,36+/m1/s1
InChI Key IWNXFVRPEIWIJJ-VPLPWDSJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H52O12
Molecular Weight 676.80 g/mol
Exact Mass 676.34587709 g/mol
Topological Polar Surface Area (TPSA) 200.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.12
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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CHEBI:68909
BDBM50358967
Q27137264
(16alpha,20R,24S)-16,24-epoxy-2,20,25-trihydroxycucurbita-1,5-diene-3,11,22-trione 2-O-beta-D-glucopyranoside

2D Structure

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2D Structure of (16alpha,20R,24S)-16,24-epoxy-2,20,25-trihydroxycucurbita-1,5-diene-3,11,22-trione 2-O-beta-D-glucopyranoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8647 86.47%
Caco-2 - 0.8466 84.66%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8276 82.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8471 84.71%
OATP1B3 inhibitior + 0.8178 81.78%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5973 59.73%
P-glycoprotein inhibitior + 0.7433 74.33%
P-glycoprotein substrate - 0.5620 56.20%
CYP3A4 substrate + 0.7092 70.92%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8874 88.74%
CYP3A4 inhibition - 0.8597 85.97%
CYP2C9 inhibition - 0.8007 80.07%
CYP2C19 inhibition - 0.9019 90.19%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.8738 87.38%
CYP2C8 inhibition + 0.6592 65.92%
CYP inhibitory promiscuity - 0.9075 90.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6460 64.60%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9158 91.58%
Skin irritation - 0.6061 60.61%
Skin corrosion - 0.9405 94.05%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3904 39.04%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5968 59.68%
skin sensitisation - 0.8871 88.71%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.6844 68.44%
Acute Oral Toxicity (c) III 0.5896 58.96%
Estrogen receptor binding + 0.7171 71.71%
Androgen receptor binding + 0.7420 74.20%
Thyroid receptor binding + 0.5154 51.54%
Glucocorticoid receptor binding + 0.7631 76.31%
Aromatase binding + 0.7158 71.58%
PPAR gamma + 0.7058 70.58%
Honey bee toxicity - 0.7312 73.12%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9874 98.74%

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 99.23% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.51% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.37% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.12% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.83% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.85% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.00% 94.45%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 92.36% 89.34%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.71% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.89% 96.61%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.00% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.90% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 85.35% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.18% 95.89%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 85.00% 94.01%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.97% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.77% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.59% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.37% 86.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.28% 93.04%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.27% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.86% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.31% 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.
There are no matching plants.

Cross-Links

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PubChem 56655721
LOTUS LTS0205192
wikiData Q27137264