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,9R,10R,11aR,11bR,13aR,13bR)-9-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-10-hydroxy-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 a2ad0c1e-18db-4f76-959c-dce1548dae06
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,9R,10R,11aR,11bR,13aR,13bR)-9-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-10-hydroxy-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(C2C4CCC5C(C4(CC3)C)(CCC6C5(CC(C(C6(C)C)OC7C(C(C(CO7)O)O)OC8C(C(C(CO8)O)O)O)O)C)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@]([C@@]4(CC3)C)(CC[C@@H]6[C@@]5(C[C@H]([C@@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)C)C)C(=C)C)O)OC(=O)CC(C)C)O
InChI InChI=1S/C51H82O17/c1-23(2)19-33(55)65-40-35(56)25(5)64-44(39(40)60)68-46(61)51-16-13-26(24(3)4)34(51)27-11-12-32-48(8)20-28(52)42(47(6,7)31(48)14-15-50(32,10)49(27,9)17-18-51)67-45-41(37(58)30(54)22-63-45)66-43-38(59)36(57)29(53)21-62-43/h23,25-32,34-45,52-54,56-60H,3,11-22H2,1-2,4-10H3/t25-,26-,27+,28+,29+,30+,31-,32+,34+,35-,36-,37-,38+,39+,40+,41+,42-,43-,44-,45-,48-,49+,50+,51-/m0/s1
InChI Key IMHJXPSKOYWUTQ-SINFQDSWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C51H82O17
Molecular Weight 967.20 g/mol
Exact Mass 966.55520114 g/mol
Topological Polar Surface Area (TPSA) 261.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 2.87
H-Bond Acceptor 17
H-Bond Donor 8
Rotatable Bonds 10

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,9R,10R,11aR,11bR,13aR,13bR)-9-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-10-hydroxy-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 + 0.7661 76.61%
Caco-2 - 0.8797 87.97%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8219 82.19%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8398 83.98%
OATP1B3 inhibitior + 0.8414 84.14%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7026 70.26%
BSEP inhibitior + 0.7711 77.11%
P-glycoprotein inhibitior + 0.7503 75.03%
P-glycoprotein substrate + 0.7018 70.18%
CYP3A4 substrate + 0.7368 73.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8780 87.80%
CYP3A4 inhibition - 0.8835 88.35%
CYP2C9 inhibition - 0.8140 81.40%
CYP2C19 inhibition - 0.8795 87.95%
CYP2D6 inhibition - 0.9466 94.66%
CYP1A2 inhibition - 0.9081 90.81%
CYP2C8 inhibition + 0.7174 71.74%
CYP inhibitory promiscuity - 0.9616 96.16%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6514 65.14%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9031 90.31%
Skin irritation + 0.5051 50.51%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7753 77.53%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6308 63.08%
skin sensitisation - 0.8828 88.28%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.8461 84.61%
Acute Oral Toxicity (c) III 0.4798 47.98%
Estrogen receptor binding + 0.7802 78.02%
Androgen receptor binding + 0.7581 75.81%
Thyroid receptor binding - 0.4889 48.89%
Glucocorticoid receptor binding + 0.7653 76.53%
Aromatase binding + 0.5982 59.82%
PPAR gamma + 0.8048 80.48%
Honey bee toxicity - 0.5975 59.75%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9883 98.83%

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 98.73% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.73% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.22% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.88% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.27% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.58% 96.38%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 94.16% 91.24%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.37% 96.77%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.43% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.33% 97.36%
CHEMBL4302 P08183 P-glycoprotein 1 90.47% 92.98%
CHEMBL233 P35372 Mu opioid receptor 89.89% 97.93%
CHEMBL340 P08684 Cytochrome P450 3A4 89.34% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.22% 86.33%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 88.12% 99.17%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.91% 82.50%
CHEMBL226 P30542 Adenosine A1 receptor 87.74% 95.93%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.61% 96.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.54% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.54% 91.07%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 87.47% 95.36%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 87.40% 97.86%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.67% 100.00%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 86.56% 85.83%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 86.36% 92.78%
CHEMBL237 P41145 Kappa opioid receptor 86.18% 98.10%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.51% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.86% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.13% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 83.89% 83.82%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.82% 97.33%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.70% 89.05%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.68% 92.94%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.31% 90.71%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.20% 95.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.12% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.70% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.60% 92.86%
CHEMBL5028 O14672 ADAM10 81.59% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.47% 89.00%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 80.70% 87.16%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.50% 92.62%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.24% 93.56%

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 11542562
LOTUS LTS0025645
wikiData Q105115663