CID 91884878

Details

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Internal ID ae69cd49-429a-4a0e-bb46-a97d0e37f01a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2R)-2-[(3R,8S,9R,10R,13R,14S,16R,17R)-3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-16-hydroxy-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-5-propan-2-ylfuran-3-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4C(=CCC5C4(C(=O)CC6(C5(CC(C6C7(C(=O)C=C(O7)C(C)C)C)O)C)C)C)C3(C)C)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](CO[C@H]2O[C@@H]3CC[C@@H]4C(=CC[C@@H]5[C@]4(C(=O)C[C@]6([C@]5(C[C@H]([C@@H]6[C@@]7(C(=O)C=C(O7)C(C)C)C)O)C)C)C)C3(C)C)O)O)O)O)O
InChI InChI=1S/C41H62O13/c1-18(2)24-14-26(44)41(9,54-24)34-22(42)15-38(6)25-12-10-20-21(40(25,8)27(45)16-39(34,38)7)11-13-28(37(20,4)5)52-36-33(30(47)23(43)17-50-36)53-35-32(49)31(48)29(46)19(3)51-35/h10,14,18-19,21-23,25,28-36,42-43,46-49H,11-13,15-17H2,1-9H3/t19-,21+,22+,23+,25-,28+,29-,30-,31+,32+,33+,34-,35-,36-,38-,39+,40-,41-/m0/s1
InChI Key WPXIIGGPWPYUSJ-CUXXYAFUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C41H62O13
Molecular Weight 762.90 g/mol
Exact Mass 762.41904203 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.32
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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97230-47-2
Picfeltarraenin A
HMS3887E09
HY-N1474
s9138
CCG-270444
MS-31364
CS-0016973
(2R)-2-[(3R,8S,9R,10R,13R,14S,16R,17R)-3-[(2S,3R,4S,5R)-4,5-Dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-16-hydroxy-4,4,9,13,14-pentamethyl-11-oxo-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-methyl-5-propan-2-ylfuran-3-one

2D Structure

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2D Structure of CID 91884878

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9429 94.29%
Caco-2 - 0.8722 87.22%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8903 89.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8456 84.56%
OATP1B3 inhibitior + 0.9291 92.91%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5197 51.97%
P-glycoprotein inhibitior + 0.7566 75.66%
P-glycoprotein substrate + 0.6321 63.21%
CYP3A4 substrate + 0.7249 72.49%
CYP2C9 substrate - 0.7908 79.08%
CYP2D6 substrate - 0.8790 87.90%
CYP3A4 inhibition - 0.8364 83.64%
CYP2C9 inhibition - 0.8325 83.25%
CYP2C19 inhibition - 0.9359 93.59%
CYP2D6 inhibition - 0.9368 93.68%
CYP1A2 inhibition - 0.9284 92.84%
CYP2C8 inhibition + 0.6390 63.90%
CYP inhibitory promiscuity - 0.9394 93.94%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4835 48.35%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9134 91.34%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9282 92.82%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7012 70.12%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5552 55.52%
skin sensitisation - 0.8918 89.18%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8267 82.67%
Acute Oral Toxicity (c) I 0.7025 70.25%
Estrogen receptor binding + 0.7463 74.63%
Androgen receptor binding + 0.7557 75.57%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7503 75.03%
Aromatase binding + 0.6909 69.09%
PPAR gamma + 0.7290 72.90%
Honey bee toxicity - 0.7123 71.23%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5750 57.50%
Fish aquatic toxicity + 0.9883 98.83%

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 98.20% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.48% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 95.34% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.60% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.85% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.45% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.52% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 89.16% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.78% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.00% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.84% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.65% 97.14%
CHEMBL4208 P20618 Proteasome component C5 87.25% 90.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.12% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.12% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.02% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.72% 90.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.00% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.88% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 84.03% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.72% 94.45%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.78% 95.00%
CHEMBL325 Q13547 Histone deacetylase 1 82.19% 95.92%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.71% 94.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.33% 97.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.95% 95.89%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.51% 92.78%

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.
Picria fel-terrae

Cross-Links

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PubChem 91884878
LOTUS LTS0046243
wikiData Q105310245