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(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(3S,3aS,4S,5aR,5bR,7S,7aR,9S,11aR,11bR,13aR,13bS)-4-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13a-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13b-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

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 74b2edfa-d5bd-469e-968b-58e0ab2e3c91
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(3S,3aS,4S,5aR,5bR,7S,7aR,9S,11aR,11bR,13aR,13bS)-4-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13a-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13b-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(C(CCC2(C1C(CC3(C2CCC4(C3(CC(C5C4CCC5C(C)(C)O)OC6C(C(C(CO6)O)OC7C(C(C(CO7)O)O)O)O)C)C)C)O)C)OC8C(C(C(CO8)O)OC9C(C(C(CO9)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C
SMILES (Isomeric) C[C@]12CC[C@@H]3[C@]4(CC[C@@H](C([C@@H]4[C@H](C[C@]3([C@@]1(C[C@@H]([C@H]5[C@@H]2CC[C@@H]5C(C)(C)O)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)C)C)O)(C)C)O[C@H]8[C@@H]([C@H]([C@H](CO8)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C
InChI InChI=1S/C56H94O25/c1-51(2)32(78-50-44(81-49-40(69)37(66)36(65)30(17-57)77-49)43(28(62)21-75-50)80-47-39(68)35(64)26(60)19-73-47)12-13-53(5)31-11-14-54(6)23-10-9-22(52(3,4)71)33(23)29(16-56(54,8)55(31,7)15-24(58)45(51)53)76-48-41(70)42(27(61)20-74-48)79-46-38(67)34(63)25(59)18-72-46/h22-50,57-71H,9-21H2,1-8H3/t22-,23-,24-,25+,26+,27-,28-,29-,30+,31+,32-,33+,34-,35-,36+,37-,38+,39+,40+,41+,42-,43-,44+,45-,46-,47-,48-,49-,50-,53+,54+,55+,56+/m0/s1
InChI Key YWPRMORGJPMPRS-FQMRCBTKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C56H94O25
Molecular Weight 1167.30 g/mol
Exact Mass 1166.60841848 g/mol
Topological Polar Surface Area (TPSA) 396.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -3.16
H-Bond Acceptor 25
H-Bond Donor 15
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(3S,3aS,4S,5aR,5bR,7S,7aR,9S,11aR,11bR,13aR,13bS)-4-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13a-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13b-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5073 50.73%
Caco-2 - 0.8830 88.30%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6483 64.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8177 81.77%
OATP1B3 inhibitior + 0.8916 89.16%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.6881 68.81%
P-glycoprotein inhibitior + 0.7472 74.72%
P-glycoprotein substrate - 0.5139 51.39%
CYP3A4 substrate + 0.7452 74.52%
CYP2C9 substrate - 0.7983 79.83%
CYP2D6 substrate - 0.8352 83.52%
CYP3A4 inhibition - 0.9558 95.58%
CYP2C9 inhibition - 0.8950 89.50%
CYP2C19 inhibition - 0.8957 89.57%
CYP2D6 inhibition - 0.9593 95.93%
CYP1A2 inhibition - 0.9207 92.07%
CYP2C8 inhibition + 0.7223 72.23%
CYP inhibitory promiscuity - 0.9729 97.29%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6776 67.76%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9002 90.02%
Skin irritation - 0.7045 70.45%
Skin corrosion - 0.9555 95.55%
Ames mutagenesis - 0.5924 59.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7783 77.83%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.7084 70.84%
skin sensitisation - 0.9339 93.39%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.9346 93.46%
Acute Oral Toxicity (c) I 0.6587 65.87%
Estrogen receptor binding + 0.7714 77.14%
Androgen receptor binding + 0.7686 76.86%
Thyroid receptor binding + 0.5209 52.09%
Glucocorticoid receptor binding + 0.6864 68.64%
Aromatase binding + 0.6345 63.45%
PPAR gamma + 0.7743 77.43%
Honey bee toxicity - 0.6231 62.31%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.7773 77.73%

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 97.92% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.73% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.80% 96.09%
CHEMBL259 P32245 Melanocortin receptor 4 91.59% 95.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.64% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 90.34% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.02% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.22% 97.14%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.85% 91.24%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.66% 93.04%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.58% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.07% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.63% 86.33%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 86.40% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.03% 92.88%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.03% 97.28%
CHEMBL4581 P52732 Kinesin-like protein 1 84.36% 93.18%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.17% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.99% 94.00%
CHEMBL1871 P10275 Androgen Receptor 82.70% 96.43%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.04% 97.33%
CHEMBL3589 P55263 Adenosine kinase 81.98% 98.05%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.75% 95.71%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 81.75% 97.86%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.71% 94.45%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.05% 97.50%
CHEMBL2581 P07339 Cathepsin D 80.08% 98.95%

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.
Polycarpon succulentum

Cross-Links

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PubChem 163063477
LOTUS LTS0161764
wikiData Q105367007