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(16alpha,20R,24R)-24N,25-carbamoyloxy-2,16,20-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 a7dad43d-ab0b-4048-ae8c-61f3f1212012
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (8S,9R,10R,13R,14S,16R,17R)-17-[(2R)-4-[(4R)-5,5-dimethyl-2-oxo-1,3-oxazolidin-4-yl]-2-hydroxy-3-oxobutan-2-yl]-16-hydroxy-4,4,9,13,14-pentamethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthrene-3,11-dione
SMILES (Canonical) CC1(C(NC(=O)O1)CC(=O)C(C)(C2C(CC3(C2(CC(=O)C4(C3CC=C5C4C=C(C(=O)C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)C)C)O)O)C
SMILES (Isomeric) C[C@@]12C[C@H]([C@@H]([C@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3C=C(C(=O)C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)[C@](C)(C(=O)C[C@@H]6C(OC(=O)N6)(C)C)O)O
InChI InChI=1S/C37H53NO13/c1-32(2)16-9-10-21-34(5)13-18(40)28(37(8,48)23(41)12-22-33(3,4)51-31(47)38-22)35(34,6)14-24(42)36(21,7)17(16)11-19(29(32)46)49-30-27(45)26(44)25(43)20(15-39)50-30/h9,11,17-18,20-22,25-28,30,39-40,43-45,48H,10,12-15H2,1-8H3,(H,38,47)/t17-,18-,20-,21+,22-,25-,26+,27-,28+,30-,34+,35-,36+,37+/m1/s1
InChI Key LSGLQIRVQKVXDL-QZWHHHJSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H53NO13
Molecular Weight 719.80 g/mol
Exact Mass 719.35169075 g/mol
Topological Polar Surface Area (TPSA) 229.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.83
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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CHEBI:68910
DTXSID601099399
BDBM50358968
Q27137265
(16alpha,20R,24R)-24N,25-carbamoyloxy-2,16,20-trihydroxycucurbita-1,5-diene-3,11,22-trione 2-O-beta-D-glucopyranoside
1345690-57-4
19,24-Dinorchola-1,5-diene-3,11,22-trione, 23-[(4R)-5,5-dimethyl-2-oxo-4-oxazolidinyl]-2-(beta-D-glucopyranosyloxy)-16,20-dihydroxy-4,4,9,14-tetramethyl-, (9beta,10alpha,16alpha)-

2D Structure

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2D Structure of (16alpha,20R,24R)-24N,25-carbamoyloxy-2,16,20-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 + 0.9431 94.31%
Caco-2 - 0.8607 86.07%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6503 65.03%
OATP2B1 inhibitior - 0.8619 86.19%
OATP1B1 inhibitior + 0.8287 82.87%
OATP1B3 inhibitior + 0.9269 92.69%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.6580 65.80%
P-glycoprotein inhibitior + 0.7407 74.07%
P-glycoprotein substrate + 0.5811 58.11%
CYP3A4 substrate + 0.7150 71.50%
CYP2C9 substrate - 0.8050 80.50%
CYP2D6 substrate - 0.8782 87.82%
CYP3A4 inhibition - 0.7879 78.79%
CYP2C9 inhibition - 0.8822 88.22%
CYP2C19 inhibition - 0.8857 88.57%
CYP2D6 inhibition - 0.9324 93.24%
CYP1A2 inhibition - 0.8626 86.26%
CYP2C8 inhibition + 0.6996 69.96%
CYP inhibitory promiscuity - 0.7754 77.54%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Danger 0.4683 46.83%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9125 91.25%
Skin irritation - 0.7196 71.96%
Skin corrosion - 0.9242 92.42%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7190 71.90%
Micronuclear + 0.7900 79.00%
Hepatotoxicity - 0.6690 66.90%
skin sensitisation - 0.8412 84.12%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.5484 54.84%
Acute Oral Toxicity (c) III 0.5954 59.54%
Estrogen receptor binding + 0.7547 75.47%
Androgen receptor binding + 0.7538 75.38%
Thyroid receptor binding + 0.5293 52.93%
Glucocorticoid receptor binding + 0.7885 78.85%
Aromatase binding + 0.6822 68.22%
PPAR gamma + 0.7371 73.71%
Honey bee toxicity - 0.6838 68.38%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9668 96.68%

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 98.75% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.67% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.29% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.13% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.73% 97.09%
CHEMBL2581 P07339 Cathepsin D 96.41% 98.95%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 95.06% 87.67%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.07% 96.77%
CHEMBL3401 O75469 Pregnane X receptor 90.96% 94.73%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.52% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.48% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.69% 96.61%
CHEMBL4208 P20618 Proteasome component C5 89.28% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.36% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.79% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.12% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.81% 89.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.05% 82.38%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.58% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.69% 99.23%

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 56655722
LOTUS LTS0182904
wikiData Q27137265