PlantaeDB Logo
Login Sign-up

[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-(3-methylbutanoyloxy)oxan-2-yl] (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

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

Top
Internal ID 6c428c2f-758a-4bfe-a674-5a7c7b3a2c7a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-(3-methylbutanoyloxy)oxan-2-yl] (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC(=O)C23CCC(C2C4CCC5C6(CCC(C(C6CCC5(C4(CC3)C)C)(C)C)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(CO8)O)O)O)C)C(=C)C)O)OC(=O)CC(C)C)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC(=O)[C@]23CC[C@H]([C@@H]2[C@H]4CC[C@@H]5[C@]6(CC[C@@H](C([C@@H]6CC[C@]5([C@@]4(CC3)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)C)C(=C)C)O)OC(=O)CC(C)C)O
InChI InChI=1S/C52H84O17/c1-24(2)21-34(55)67-42-36(56)26(5)64-45(41(42)61)69-47(62)52-18-13-27(25(3)4)35(52)28-11-12-32-49(8)16-15-33(48(6,7)31(49)14-17-51(32,10)50(28,9)19-20-52)66-46-43(39(59)38(58)30(22-53)65-46)68-44-40(60)37(57)29(54)23-63-44/h24,26-33,35-46,53-54,56-61H,3,11-23H2,1-2,4-10H3/t26-,27-,28+,29+,30+,31-,32+,33-,35+,36-,37-,38+,39-,40+,41+,42+,43+,44-,45-,46-,49-,50+,51+,52-/m0/s1
InChI Key PXKLYAZZJXICCG-MBDLLCOLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C52H84O17
Molecular Weight 981.20 g/mol
Exact Mass 980.57085121 g/mol
Topological Polar Surface Area (TPSA) 261.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 3.26
H-Bond Acceptor 17
H-Bond Donor 8
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-(3-methylbutanoyloxy)oxan-2-yl] (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7238 72.38%
Caco-2 - 0.8785 87.85%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8115 81.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8047 80.47%
OATP1B3 inhibitior + 0.8124 81.24%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.8028 80.28%
P-glycoprotein inhibitior + 0.7505 75.05%
P-glycoprotein substrate + 0.6329 63.29%
CYP3A4 substrate + 0.7445 74.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8774 87.74%
CYP3A4 inhibition - 0.8331 83.31%
CYP2C9 inhibition - 0.8216 82.16%
CYP2C19 inhibition - 0.8975 89.75%
CYP2D6 inhibition - 0.9457 94.57%
CYP1A2 inhibition - 0.9061 90.61%
CYP2C8 inhibition + 0.7418 74.18%
CYP inhibitory promiscuity - 0.9619 96.19%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6559 65.59%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9028 90.28%
Skin irritation - 0.5145 51.45%
Skin corrosion - 0.9403 94.03%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7736 77.36%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8968 89.68%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.9477 94.77%
Acute Oral Toxicity (c) III 0.5631 56.31%
Estrogen receptor binding + 0.7640 76.40%
Androgen receptor binding + 0.7550 75.50%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7435 74.35%
Aromatase binding + 0.5894 58.94%
PPAR gamma + 0.7972 79.72%
Honey bee toxicity - 0.5839 58.39%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9787 97.87%

Targets

Top

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.12% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.80% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.43% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 94.53% 91.24%
CHEMBL237 P41145 Kappa opioid receptor 94.24% 98.10%
CHEMBL226 P30542 Adenosine A1 receptor 92.75% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.37% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.09% 97.36%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.88% 96.38%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 90.50% 95.36%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.44% 95.89%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 89.91% 82.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.59% 97.25%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 89.57% 97.86%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.01% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.26% 89.00%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 88.04% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.98% 86.33%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 87.95% 92.86%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.71% 96.61%
CHEMBL233 P35372 Mu opioid receptor 87.51% 97.93%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.51% 96.47%
CHEMBL5255 O00206 Toll-like receptor 4 87.45% 92.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.10% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 86.97% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.00% 93.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.88% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.77% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 85.57% 97.29%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.46% 95.83%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.47% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.32% 97.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.28% 92.94%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.62% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.77% 99.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.75% 95.50%
CHEMBL5028 O14672 ADAM10 82.29% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.11% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.86% 94.33%
CHEMBL2996 Q05655 Protein kinase C delta 81.84% 97.79%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.70% 97.50%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 80.98% 92.32%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.86% 92.88%
CHEMBL1937 Q92769 Histone deacetylase 2 80.37% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.29% 95.89%

Plants that contains it

Top
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.
Campsiandra guayanensis

Cross-Links

Top
PubChem 11542577
LOTUS LTS0269774
wikiData Q105216226