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(2S,3R,4S,5R)-2-[[(1R,3S,4S,7R,9S,12R,14S,17R,18R,19R,21R,22S)-22-(2-ethoxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol

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 091ccd5c-fdcf-49ba-86e1-b68e914ba164
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2S,3R,4S,5R)-2-[[(1R,3S,4S,7R,9S,12R,14S,17R,18R,19R,21R,22S)-22-(2-ethoxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H60O8/c1-9-42-32(5,6)29-22-16-20(2)28-33(7)14-15-36-19-35(36)13-12-25(43-30-27(40)26(39)21(38)17-41-30)31(3,4)23(35)10-11-24(36)34(33,8)18-37(28,44-22)45-29/h20-30,38-40H,9-19H2,1-8H3/t20-,21-,22-,23+,24+,25+,26+,27-,28-,29+,30+,33-,34+,35-,36+,37-/m1/s1
InChI Key MRIKBOXTIUZMQS-VPFAIBSMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H60O8
Molecular Weight 632.90 g/mol
Exact Mass 632.42881887 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 5.19
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R)-2-[[(1R,3S,4S,7R,9S,12R,14S,17R,18R,19R,21R,22S)-22-(2-ethoxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7620 76.20%
Caco-2 - 0.8236 82.36%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5870 58.70%
OATP2B1 inhibitior - 0.5804 58.04%
OATP1B1 inhibitior + 0.8453 84.53%
OATP1B3 inhibitior + 0.9289 92.89%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.8345 83.45%
P-glycoprotein inhibitior + 0.7338 73.38%
P-glycoprotein substrate + 0.5267 52.67%
CYP3A4 substrate + 0.7253 72.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8204 82.04%
CYP3A4 inhibition - 0.8718 87.18%
CYP2C9 inhibition - 0.7616 76.16%
CYP2C19 inhibition - 0.7828 78.28%
CYP2D6 inhibition - 0.9382 93.82%
CYP1A2 inhibition - 0.8868 88.68%
CYP2C8 inhibition + 0.7311 73.11%
CYP inhibitory promiscuity - 0.9196 91.96%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6308 63.08%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9112 91.12%
Skin irritation - 0.7026 70.26%
Skin corrosion - 0.9407 94.07%
Ames mutagenesis - 0.5854 58.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3616 36.16%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6623 66.23%
skin sensitisation - 0.8979 89.79%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8725 87.25%
Acute Oral Toxicity (c) I 0.5251 52.51%
Estrogen receptor binding - 0.5294 52.94%
Androgen receptor binding + 0.7514 75.14%
Thyroid receptor binding - 0.5672 56.72%
Glucocorticoid receptor binding + 0.5841 58.41%
Aromatase binding + 0.6864 68.64%
PPAR gamma + 0.6260 62.60%
Honey bee toxicity - 0.6538 65.38%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9308 93.08%

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 99.79% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.60% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.59% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.58% 96.61%
CHEMBL241 Q14432 Phosphodiesterase 3A 94.19% 92.94%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.77% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.68% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.77% 96.95%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.35% 92.88%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.00% 97.14%
CHEMBL206 P03372 Estrogen receptor alpha 87.51% 97.64%
CHEMBL2581 P07339 Cathepsin D 87.21% 98.95%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 86.05% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.24% 82.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.57% 92.62%
CHEMBL259 P32245 Melanocortin receptor 4 84.47% 95.38%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.32% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.12% 100.00%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 84.08% 98.99%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.34% 92.86%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.87% 82.69%
CHEMBL1902 P62942 FK506-binding protein 1A 80.85% 97.05%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.66% 95.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.43% 91.03%

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.
Actaea asiatica

Cross-Links

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PubChem 44559103
LOTUS LTS0185695
wikiData Q105170615