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[(2S,3R,4S,5R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5S)-5,6-dihydroxy-6-methylheptan-2-yl]-14-hydroxy-7,7,12,16-tetramethyl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-4,5-dihydroxyoxan-3-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 c00bdd36-17a5-408e-aa1c-e833e87137ba
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name [(2S,3R,4S,5R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5S)-5,6-dihydroxy-6-methylheptan-2-yl]-14-hydroxy-7,7,12,16-tetramethyl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-4,5-dihydroxyoxan-3-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C43H72O15/c1-20(9-10-27(48)39(5,6)53)29-22(46)16-41(8)26-15-24(56-36-33(52)32(51)31(50)25(17-44)57-36)35-38(3,4)28(11-12-43(35)19-42(26,43)14-13-40(29,41)7)58-37-34(55-21(2)45)30(49)23(47)18-54-37/h20,22-37,44,46-53H,9-19H2,1-8H3/t20-,22+,23-,24+,25-,26+,27+,28+,29+,30+,31-,32+,33-,34-,35+,36-,37+,40-,41+,42+,43-/m1/s1
InChI Key QXBGJYSVZHVPMA-SKNVWCTBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C43H72O15
Molecular Weight 829.00 g/mol
Exact Mass 828.48712159 g/mol
Topological Polar Surface Area (TPSA) 245.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.13
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-15-[(2R,5S)-5,6-dihydroxy-6-methylheptan-2-yl]-14-hydroxy-7,7,12,16-tetramethyl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-4,5-dihydroxyoxan-3-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 + 0.6078 60.78%
Caco-2 - 0.8817 88.17%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6939 69.39%
OATP2B1 inhibitior - 0.8717 87.17%
OATP1B1 inhibitior + 0.8102 81.02%
OATP1B3 inhibitior + 0.8998 89.98%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.4918 49.18%
P-glycoprotein inhibitior + 0.7766 77.66%
P-glycoprotein substrate + 0.6086 60.86%
CYP3A4 substrate + 0.7374 73.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8804 88.04%
CYP3A4 inhibition - 0.9251 92.51%
CYP2C9 inhibition - 0.7950 79.50%
CYP2C19 inhibition - 0.8502 85.02%
CYP2D6 inhibition - 0.9519 95.19%
CYP1A2 inhibition - 0.8924 89.24%
CYP2C8 inhibition + 0.6669 66.69%
CYP inhibitory promiscuity - 0.9717 97.17%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6989 69.89%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9090 90.90%
Skin irritation - 0.6948 69.48%
Skin corrosion - 0.9469 94.69%
Ames mutagenesis - 0.6048 60.48%
Human Ether-a-go-go-Related Gene inhibition + 0.7171 71.71%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6815 68.15%
skin sensitisation - 0.9134 91.34%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.8981 89.81%
Acute Oral Toxicity (c) I 0.5431 54.31%
Estrogen receptor binding + 0.6878 68.78%
Androgen receptor binding + 0.7379 73.79%
Thyroid receptor binding - 0.5835 58.35%
Glucocorticoid receptor binding + 0.6537 65.37%
Aromatase binding + 0.6710 67.10%
PPAR gamma + 0.7419 74.19%
Honey bee toxicity - 0.5995 59.95%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.8557 85.57%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.56% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.64% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.55% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.79% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.21% 97.09%
CHEMBL284 P27487 Dipeptidyl peptidase IV 94.16% 95.69%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 94.09% 91.24%
CHEMBL2581 P07339 Cathepsin D 93.93% 98.95%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 93.59% 95.58%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.48% 96.47%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 92.35% 92.88%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.16% 96.77%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 92.15% 82.50%
CHEMBL2996 Q05655 Protein kinase C delta 89.82% 97.79%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.68% 98.75%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 88.09% 99.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.51% 97.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.33% 96.61%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.27% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.03% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.70% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 86.41% 91.19%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.24% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.11% 96.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.09% 97.21%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 86.06% 99.17%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.84% 92.86%
CHEMBL226 P30542 Adenosine A1 receptor 85.76% 95.93%
CHEMBL237 P41145 Kappa opioid receptor 85.70% 98.10%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.57% 100.00%
CHEMBL220 P22303 Acetylcholinesterase 85.33% 94.45%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.28% 89.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.28% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.25% 89.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.11% 94.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.64% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 84.59% 97.29%
CHEMBL1937 Q92769 Histone deacetylase 2 84.04% 94.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.05% 96.21%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 82.55% 92.86%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.45% 89.34%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.18% 94.08%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.57% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.51% 86.33%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.47% 90.24%
CHEMBL2514 O95665 Neurotensin receptor 2 81.28% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.20% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.12% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 81.00% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.92% 95.89%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.33% 94.00%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 80.03% 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.
Astragalus trimestris

Cross-Links

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PubChem 101677474
LOTUS LTS0165919
wikiData Q105229509