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1-[(1S,4R,5R,6S,10S,12S,13S,15S,16R,18S,21R)-18-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-15-hydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docos-7-en-8-yl]-2-methylpropan-1-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 57059ff9-3b3e-489c-83ce-bfc664af97b9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name 1-[(1S,4R,5R,6S,10S,12S,13S,15S,16R,18S,21R)-18-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-15-hydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docos-7-en-8-yl]-2-methylpropan-1-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H62O12/c1-18(2)28(44)23-12-19(3)27-24(50-23)14-38(7)25-13-20(41)33-36(4,5)26(8-9-40(33)17-39(25,40)11-10-37(27,38)6)51-35-32(30(46)22(43)16-49-35)52-34-31(47)29(45)21(42)15-48-34/h12,18-22,24-27,29-35,41-43,45-47H,8-11,13-17H2,1-7H3/t19-,20+,21+,22-,24+,25+,26+,27+,29+,30+,31-,32-,33+,34+,35+,37-,38+,39+,40-/m1/s1
InChI Key MUTVZXDFHFJRCG-BMXPFBOMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H62O12
Molecular Weight 734.90 g/mol
Exact Mass 734.42412741 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.44
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(1S,4R,5R,6S,10S,12S,13S,15S,16R,18S,21R)-18-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-15-hydroxy-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docos-7-en-8-yl]-2-methylpropan-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8114 81.14%
Caco-2 - 0.8788 87.88%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7554 75.54%
OATP2B1 inhibitior - 0.8745 87.45%
OATP1B1 inhibitior + 0.8163 81.63%
OATP1B3 inhibitior + 0.9001 90.01%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.5950 59.50%
P-glycoprotein inhibitior + 0.7731 77.31%
P-glycoprotein substrate + 0.5679 56.79%
CYP3A4 substrate + 0.7227 72.27%
CYP2C9 substrate - 0.7915 79.15%
CYP2D6 substrate - 0.8710 87.10%
CYP3A4 inhibition - 0.9494 94.94%
CYP2C9 inhibition - 0.7980 79.80%
CYP2C19 inhibition - 0.8569 85.69%
CYP2D6 inhibition - 0.9395 93.95%
CYP1A2 inhibition - 0.8646 86.46%
CYP2C8 inhibition + 0.5783 57.83%
CYP inhibitory promiscuity - 0.9657 96.57%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6399 63.99%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9158 91.58%
Skin irritation - 0.6284 62.84%
Skin corrosion - 0.9395 93.95%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7706 77.06%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8647 86.47%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7913 79.13%
Acute Oral Toxicity (c) I 0.4435 44.35%
Estrogen receptor binding + 0.7330 73.30%
Androgen receptor binding + 0.7350 73.50%
Thyroid receptor binding - 0.6025 60.25%
Glucocorticoid receptor binding + 0.6631 66.31%
Aromatase binding + 0.7154 71.54%
PPAR gamma + 0.7283 72.83%
Honey bee toxicity - 0.6481 64.81%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9662 96.62%

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
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.86% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.74% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.76% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.42% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.67% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.41% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.36% 96.38%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 89.26% 98.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.19% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.96% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.59% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 87.94% 91.19%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.23% 92.88%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.10% 95.89%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 85.55% 95.58%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.33% 92.94%
CHEMBL204 P00734 Thrombin 84.86% 96.01%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.57% 86.33%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.19% 90.24%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.34% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.03% 91.07%
CHEMBL1937 Q92769 Histone deacetylase 2 82.83% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.79% 94.45%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.13% 95.71%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.50% 94.80%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.69% 92.62%

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 eremophilus

Cross-Links

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PubChem 24882611
LOTUS LTS0035837
wikiData Q105172723