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[(2R,3S,6S)-2-[[(2S,3S,8S,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,3-dihydroxy-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-16-yl]oxy]-6-methyl-5-oxooxan-3-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 b93c5b1d-e1fd-4b58-b58e-c4e653f9a0bf
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name [(2R,3S,6S)-2-[[(2S,3S,8S,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,3-dihydroxy-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-16-yl]oxy]-6-methyl-5-oxooxan-3-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H56O11/c1-19-23(40)16-25(48-20(2)39)32(47-19)49-26-17-35(7)27-12-11-21-22(15-24(41)31(44)34(21,5)6)37(27,9)29(43)18-36(35,8)30(26)38(10,46)28(42)13-14-33(3,4)45/h11,13-14,19,22,24-27,30-32,41,44-46H,12,15-18H2,1-10H3/b14-13+/t19-,22+,24-,25-,26+,27-,30-,31+,32-,35-,36+,37-,38-/m0/s1
InChI Key XGAZCNFAMDADDW-GQEPCWNGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H56O11
Molecular Weight 688.80 g/mol
Exact Mass 688.38226260 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 3.38
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,6S)-2-[[(2S,3S,8S,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,3-dihydroxy-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-16-yl]oxy]-6-methyl-5-oxooxan-3-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 + 0.9727 97.27%
Caco-2 - 0.8292 82.92%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7900 79.00%
OATP2B1 inhibitior - 0.8583 85.83%
OATP1B1 inhibitior + 0.8129 81.29%
OATP1B3 inhibitior + 0.8603 86.03%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9226 92.26%
P-glycoprotein inhibitior + 0.7838 78.38%
P-glycoprotein substrate + 0.6201 62.01%
CYP3A4 substrate + 0.7366 73.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9028 90.28%
CYP3A4 inhibition - 0.6803 68.03%
CYP2C9 inhibition - 0.8509 85.09%
CYP2C19 inhibition - 0.8530 85.30%
CYP2D6 inhibition - 0.9461 94.61%
CYP1A2 inhibition - 0.8058 80.58%
CYP2C8 inhibition + 0.6913 69.13%
CYP inhibitory promiscuity - 0.9549 95.49%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5831 58.31%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9154 91.54%
Skin irritation + 0.5152 51.52%
Skin corrosion - 0.9302 93.02%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4492 44.92%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5073 50.73%
skin sensitisation - 0.8054 80.54%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5441 54.41%
Acute Oral Toxicity (c) I 0.6041 60.41%
Estrogen receptor binding + 0.7183 71.83%
Androgen receptor binding + 0.7521 75.21%
Thyroid receptor binding + 0.5550 55.50%
Glucocorticoid receptor binding + 0.7994 79.94%
Aromatase binding + 0.7110 71.10%
PPAR gamma + 0.6990 69.90%
Honey bee toxicity - 0.6173 61.73%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9930 99.30%

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 99.42% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.02% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.82% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.03% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.61% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.57% 96.09%
CHEMBL1902 P62942 FK506-binding protein 1A 92.45% 97.05%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.83% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.50% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 90.85% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 89.64% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.12% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.11% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.71% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.98% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.25% 100.00%
CHEMBL4208 P20618 Proteasome component C5 83.12% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 82.82% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.97% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.73% 97.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.47% 92.94%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.09% 83.00%
CHEMBL299 P17252 Protein kinase C alpha 80.73% 98.03%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.13% 96.77%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.00% 97.33%

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 162960420
LOTUS LTS0209840
wikiData Q105327473