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(2S,8S,9R,10R,13R,14S,16R,17R)-17-[(Z,2S)-2,7-dihydroxy-6-methylhept-5-en-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-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione

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 b94323ab-41a9-473c-9a32-ebcf2a4da7f8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2S,8S,9R,10R,13R,14S,16R,17R)-17-[(Z,2S)-2,7-dihydroxy-6-methylhept-5-en-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-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H56O11/c1-18(16-37)9-8-12-35(6,45)29-21(39)14-33(4)24-11-10-19-20(36(24,7)25(40)15-34(29,33)5)13-22(30(44)32(19,2)3)46-31-28(43)27(42)26(41)23(17-38)47-31/h9-10,20-24,26-29,31,37-39,41-43,45H,8,11-17H2,1-7H3/b18-9-/t20-,21-,22+,23-,24+,26-,27+,28-,29+,31-,33+,34-,35+,36+/m1/s1
InChI Key AOAXLSNKPDFXMC-LXCMIERCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H56O11
Molecular Weight 664.80 g/mol
Exact Mass 664.38226260 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.58
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,8S,9R,10R,13R,14S,16R,17R)-17-[(Z,2S)-2,7-dihydroxy-6-methylhept-5-en-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-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8372 83.72%
Caco-2 - 0.8511 85.11%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.8661 86.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8262 82.62%
OATP1B3 inhibitior - 0.2169 21.69%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5776 57.76%
BSEP inhibitior + 0.7617 76.17%
P-glycoprotein inhibitior + 0.7390 73.90%
P-glycoprotein substrate - 0.5161 51.61%
CYP3A4 substrate + 0.7208 72.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8687 86.87%
CYP3A4 inhibition - 0.8566 85.66%
CYP2C9 inhibition - 0.8275 82.75%
CYP2C19 inhibition - 0.9053 90.53%
CYP2D6 inhibition - 0.9421 94.21%
CYP1A2 inhibition - 0.8692 86.92%
CYP2C8 inhibition + 0.6189 61.89%
CYP inhibitory promiscuity - 0.9479 94.79%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6713 67.13%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9217 92.17%
Skin irritation - 0.5261 52.61%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7669 76.69%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6019 60.19%
skin sensitisation - 0.9129 91.29%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.6074 60.74%
Acute Oral Toxicity (c) III 0.7210 72.10%
Estrogen receptor binding + 0.6733 67.33%
Androgen receptor binding + 0.7478 74.78%
Thyroid receptor binding - 0.5273 52.73%
Glucocorticoid receptor binding + 0.7500 75.00%
Aromatase binding + 0.6964 69.64%
PPAR gamma + 0.6499 64.99%
Honey bee toxicity - 0.6259 62.59%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9686 96.86%

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 99.34% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.24% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.45% 97.09%
CHEMBL2581 P07339 Cathepsin D 95.79% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.34% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 91.52% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.45% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.07% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 87.64% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.61% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.57% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.42% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.03% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.07% 89.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.24% 96.61%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.69% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.34% 95.89%

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 163085007
LOTUS LTS0116536
wikiData Q104915519