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(1S,3R,8R,11S,12S,14S,15R,16R)-14-hydroxy-7,7,12,16-tetramethyl-15-[(2S)-2-methyl-5-propan-2-yloxolan-2-yl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentacyclo[9.7.0.01,3.03,8.012,16]octadecan-9-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 99b8c995-d098-4844-a8bd-13b993559423
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (1S,3R,8R,11S,12S,14S,15R,16R)-14-hydroxy-7,7,12,16-tetramethyl-15-[(2S)-2-methyl-5-propan-2-yloxolan-2-yl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentacyclo[9.7.0.01,3.03,8.012,16]octadecan-9-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H58O9/c1-18(2)21-8-10-34(7,45-21)29-20(39)15-33(6)23-14-19(38)28-31(3,4)24(44-30-27(42)26(41)25(40)22(16-37)43-30)9-11-36(28)17-35(23,36)13-12-32(29,33)5/h18,20-30,37,39-42H,8-17H2,1-7H3/t20-,21?,22+,23-,24?,25+,26-,27+,28-,29-,30-,32+,33-,34-,35-,36+/m0/s1
InChI Key QXYCZVFZHRABPY-WFGJJNSMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H58O9
Molecular Weight 634.80 g/mol
Exact Mass 634.40808342 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 3.35
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3R,8R,11S,12S,14S,15R,16R)-14-hydroxy-7,7,12,16-tetramethyl-15-[(2S)-2-methyl-5-propan-2-yloxolan-2-yl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentacyclo[9.7.0.01,3.03,8.012,16]octadecan-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7975 79.75%
Caco-2 - 0.8439 84.39%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7697 76.97%
OATP2B1 inhibitior - 0.8616 86.16%
OATP1B1 inhibitior + 0.8249 82.49%
OATP1B3 inhibitior + 0.9313 93.13%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7287 72.87%
BSEP inhibitior - 0.7731 77.31%
P-glycoprotein inhibitior + 0.7163 71.63%
P-glycoprotein substrate - 0.5989 59.89%
CYP3A4 substrate + 0.7026 70.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8546 85.46%
CYP3A4 inhibition - 0.7581 75.81%
CYP2C9 inhibition - 0.7687 76.87%
CYP2C19 inhibition - 0.8741 87.41%
CYP2D6 inhibition - 0.9432 94.32%
CYP1A2 inhibition - 0.8914 89.14%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9309 93.09%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6640 66.40%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9204 92.04%
Skin irritation - 0.6681 66.81%
Skin corrosion - 0.9391 93.91%
Ames mutagenesis - 0.6604 66.04%
Human Ether-a-go-go-Related Gene inhibition + 0.6425 64.25%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7730 77.30%
skin sensitisation - 0.9090 90.90%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.4853 48.53%
Acute Oral Toxicity (c) I 0.5727 57.27%
Estrogen receptor binding + 0.5938 59.38%
Androgen receptor binding + 0.7587 75.87%
Thyroid receptor binding - 0.5686 56.86%
Glucocorticoid receptor binding + 0.6153 61.53%
Aromatase binding + 0.6681 66.81%
PPAR gamma + 0.5958 59.58%
Honey bee toxicity - 0.6941 69.41%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9205 92.05%

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 97.81% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 96.47% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.90% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.35% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.94% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.31% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.49% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.16% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.00% 94.45%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.92% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.94% 100.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 86.57% 89.34%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.27% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.94% 96.61%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.80% 91.24%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.91% 85.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.94% 96.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.84% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.68% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.01% 86.33%

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 132535046
LOTUS LTS0247663
wikiData Q105229967