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[(2R,4S,5S,6S,10S,13R,14R,17R)-17-[(2R)-4-[(1S,2S,4R,6S)-4-[(1S)-1-[(2S,3R,4R,5S,6S,10S,13R,14R,17R)-3-hydroxy-4,10,13-trimethyl-2,6-disulfooxy-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-1,7,7-trimethyl-3,8-dioxabicyclo[4.2.1]nonan-2-yl]butan-2-yl]-4,10,13-trimethyl-3-oxo-2-sulfooxy-1,2,4,5,6,7,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-yl] hydrogen sulfate

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 7b1512db-6f3b-449c-80df-e2f92c9a509a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2R,4S,5S,6S,10S,13R,14R,17R)-17-[(2R)-4-[(1S,2S,4R,6S)-4-[(1S)-1-[(2S,3R,4R,5S,6S,10S,13R,14R,17R)-3-hydroxy-4,10,13-trimethyl-2,6-disulfooxy-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-1,7,7-trimethyl-3,8-dioxabicyclo[4.2.1]nonan-2-yl]butan-2-yl]-4,10,13-trimethyl-3-oxo-2-sulfooxy-1,2,4,5,6,7,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-yl] hydrogen sulfate
SMILES (Canonical) CC1C2C(CC3=C(C2(CC(C1O)OS(=O)(=O)O)C)CCC4(C3CCC4C(C)C5CC6CC(C(O5)CCC(C)C7CCC8C7(CCC9=C8CC(C1C9(CC(C(=O)C1C)OS(=O)(=O)O)C)OS(=O)(=O)O)C)(OC6(C)C)C)C)OS(=O)(=O)O
SMILES (Isomeric) C[C@@H]1[C@@H]2[C@H](CC3=C([C@]2(C[C@@H]([C@@H]1O)OS(=O)(=O)O)C)CC[C@]4([C@H]3CC[C@@H]4[C@H](C)[C@H]5C[C@H]6C[C@@]([C@@H](O5)CC[C@@H](C)[C@H]7CC[C@@H]8[C@@]7(CCC9=C8C[C@@H]([C@@H]1[C@@]9(C[C@H](C(=O)[C@H]1C)OS(=O)(=O)O)C)OS(=O)(=O)O)C)(OC6(C)C)C)C)OS(=O)(=O)O
InChI InChI=1S/C56H88O20S4/c1-28(35-13-15-37-33-23-42(72-77(59,60)61)47-30(3)49(57)44(74-79(65,66)67)26-54(47,9)39(33)18-20-52(35,37)7)12-17-46-56(11)25-32(51(5,6)76-56)22-41(71-46)29(2)36-14-16-38-34-24-43(73-78(62,63)64)48-31(4)50(58)45(75-80(68,69)70)27-55(48,10)40(34)19-21-53(36,38)8/h28-32,35-38,41-48,50,58H,12-27H2,1-11H3,(H,59,60,61)(H,62,63,64)(H,65,66,67)(H,68,69,70)/t28-,29+,30+,31-,32+,35-,36-,37+,38+,41-,42+,43+,44-,45+,46+,47-,48-,50-,52-,53-,54-,55-,56+/m1/s1
InChI Key PNJQXQHOKGJWBR-QSLJPVBKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C56H88O20S4
Molecular Weight 1209.60 g/mol
Exact Mass 1208.47517989 g/mol
Topological Polar Surface Area (TPSA) 344.00 Ų
XlogP 7.00
Atomic LogP (AlogP) 8.83
H-Bond Acceptor 16
H-Bond Donor 5
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,4S,5S,6S,10S,13R,14R,17R)-17-[(2R)-4-[(1S,2S,4R,6S)-4-[(1S)-1-[(2S,3R,4R,5S,6S,10S,13R,14R,17R)-3-hydroxy-4,10,13-trimethyl-2,6-disulfooxy-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-1,7,7-trimethyl-3,8-dioxabicyclo[4.2.1]nonan-2-yl]butan-2-yl]-4,10,13-trimethyl-3-oxo-2-sulfooxy-1,2,4,5,6,7,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-yl] hydrogen sulfate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9670 96.70%
Caco-2 - 0.8584 85.84%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.5310 53.10%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8039 80.39%
OATP1B3 inhibitior + 0.9109 91.09%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9691 96.91%
P-glycoprotein inhibitior + 0.7457 74.57%
P-glycoprotein substrate + 0.7725 77.25%
CYP3A4 substrate + 0.7447 74.47%
CYP2C9 substrate - 0.8170 81.70%
CYP2D6 substrate - 0.8022 80.22%
CYP3A4 inhibition - 0.7187 71.87%
CYP2C9 inhibition - 0.7341 73.41%
CYP2C19 inhibition - 0.7000 70.00%
CYP2D6 inhibition - 0.8665 86.65%
CYP1A2 inhibition - 0.7208 72.08%
CYP2C8 inhibition + 0.6914 69.14%
CYP inhibitory promiscuity - 0.6199 61.99%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) + 0.5100 51.00%
Carcinogenicity (trinary) Non-required 0.5560 55.60%
Eye corrosion - 0.9821 98.21%
Eye irritation - 0.8974 89.74%
Skin irritation - 0.7359 73.59%
Skin corrosion - 0.8859 88.59%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3678 36.78%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.6072 60.72%
skin sensitisation - 0.8299 82.99%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6602 66.02%
Acute Oral Toxicity (c) III 0.5679 56.79%
Estrogen receptor binding + 0.7097 70.97%
Androgen receptor binding + 0.7669 76.69%
Thyroid receptor binding + 0.6365 63.65%
Glucocorticoid receptor binding + 0.7767 77.67%
Aromatase binding + 0.6971 69.71%
PPAR gamma + 0.7977 79.77%
Honey bee toxicity - 0.6034 60.34%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.76% 97.25%
CHEMBL2179 P04062 Beta-glucocerebrosidase 97.23% 85.31%
CHEMBL2581 P07339 Cathepsin D 96.62% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.01% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.03% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.87% 85.14%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.18% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.44% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.32% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.70% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.54% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.37% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.32% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.12% 97.14%
CHEMBL4588 P22894 Matrix metalloproteinase 8 89.09% 94.66%
CHEMBL2094135 Q96BI3 Gamma-secretase 88.09% 98.05%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.93% 95.56%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 87.80% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 87.58% 90.17%
CHEMBL4444 P04070 Vitamin K-dependent protein C 87.39% 93.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.18% 90.71%
CHEMBL226 P30542 Adenosine A1 receptor 86.32% 95.93%
CHEMBL1871 P10275 Androgen Receptor 86.28% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.05% 86.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.03% 92.88%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 85.32% 92.78%
CHEMBL259 P32245 Melanocortin receptor 4 84.72% 95.38%
CHEMBL332 P03956 Matrix metalloproteinase-1 83.34% 94.50%
CHEMBL333 P08253 Matrix metalloproteinase-2 83.05% 96.31%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.65% 96.77%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.53% 99.23%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 82.33% 92.95%
CHEMBL204 P00734 Thrombin 80.74% 96.01%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.42% 86.92%

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 16757095
LOTUS LTS0061130
wikiData Q105211991