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[(E,6S)-6-[(8S,9R,10R,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-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 d563ce6d-22ad-4aff-b949-7eb76fc19322
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name [(E,6S)-6-[(8S,9R,10R,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate
SMILES (Canonical) CC(=O)OC(C)(C)C=CC(=O)C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3C=C(C(=O)C4(C)C)O)C)C)C)O)O
SMILES (Isomeric) CC(=O)OC(C)(C)/C=C/C(=O)[C@](C)([C@H]1[C@@H](C[C@@]2([C@@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3C=C(C(=O)C4(C)C)O)C)C)C)O)O
InChI InChI=1S/C32H44O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-14,19,21-22,25,34-35,39H,11,15-16H2,1-9H3/b13-12+/t19-,21-,22+,25+,29+,30-,31+,32-/m1/s1
InChI Key NDYMQXYDSVBNLL-YNDQHZQUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H44O8
Molecular Weight 556.70 g/mol
Exact Mass 556.30361836 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 4.19
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 [(E,6S)-6-[(8S,9R,10R,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-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 + 0.9856 98.56%
Caco-2 - 0.7379 73.79%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7731 77.31%
OATP2B1 inhibitior - 0.5744 57.44%
OATP1B1 inhibitior + 0.8559 85.59%
OATP1B3 inhibitior + 0.8366 83.66%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8921 89.21%
P-glycoprotein inhibitior + 0.7326 73.26%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7190 71.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9119 91.19%
CYP3A4 inhibition - 0.7135 71.35%
CYP2C9 inhibition - 0.8849 88.49%
CYP2C19 inhibition - 0.9079 90.79%
CYP2D6 inhibition - 0.9475 94.75%
CYP1A2 inhibition - 0.8531 85.31%
CYP2C8 inhibition + 0.5824 58.24%
CYP inhibitory promiscuity - 0.8940 89.40%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5810 58.10%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9041 90.41%
Skin irritation + 0.6111 61.11%
Skin corrosion - 0.9452 94.52%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6128 61.28%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.7520 75.20%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.5277 52.77%
Acute Oral Toxicity (c) I 0.7875 78.75%
Estrogen receptor binding + 0.7424 74.24%
Androgen receptor binding + 0.7130 71.30%
Thyroid receptor binding + 0.6091 60.91%
Glucocorticoid receptor binding + 0.7544 75.44%
Aromatase binding + 0.7593 75.93%
PPAR gamma + 0.6231 62.31%
Honey bee toxicity - 0.6536 65.36%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9969 99.69%

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 98.44% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.39% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.86% 85.14%
CHEMBL2581 P07339 Cathepsin D 94.79% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.55% 96.09%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 92.81% 87.67%
CHEMBL1902 P62942 FK506-binding protein 1A 91.93% 97.05%
CHEMBL217 P14416 Dopamine D2 receptor 89.39% 95.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.35% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.31% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.28% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.68% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.78% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 85.77% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.21% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.86% 91.07%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.75% 97.25%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.88% 91.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.71% 95.89%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 81.41% 96.39%

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.
Citrullus colocynthis
Ecballium elaterium
Iberis amara

Cross-Links

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PubChem 5352013
LOTUS LTS0013351
wikiData Q105177792