PlantaeDB Logo
Login Sign-up

(3S,5R,8R,9R,10R,13R,14R,17S)-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,5,6,7,9,11,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-one

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 fbbb3829-b526-4ad1-bc5f-036afe5dce46
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (3S,5R,8R,9R,10R,13R,14R,17S)-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,5,6,7,9,11,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-one
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(=O)CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)C)OC6C(C(C(C(O6)CO)O)O)O)C
SMILES (Isomeric) CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@H]1C(=O)C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C
InChI InChI=1S/C42H70O13/c1-21(2)10-9-14-42(8,55-37-35(51)33(49)31(47)25(20-44)53-37)22-11-16-41(7)29(22)23(45)18-27-39(5)15-13-28(38(3,4)26(39)12-17-40(27,41)6)54-36-34(50)32(48)30(46)24(19-43)52-36/h10,22,24-37,43-44,46-51H,9,11-20H2,1-8H3/t22-,24+,25+,26-,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-,37-,39-,40+,41+,42-/m0/s1
InChI Key HCPFJGARSDINCS-XECQIVPBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C42H70O13
Molecular Weight 783.00 g/mol
Exact Mass 782.48164228 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 2.36
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3S,5R,8R,9R,10R,13R,14R,17S)-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,5,6,7,9,11,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7262 72.62%
Caco-2 - 0.8799 87.99%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8444 84.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8023 80.23%
OATP1B3 inhibitior - 0.2896 28.96%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior - 0.4895 48.95%
P-glycoprotein inhibitior + 0.7879 78.79%
P-glycoprotein substrate - 0.8120 81.20%
CYP3A4 substrate + 0.7083 70.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8581 85.81%
CYP3A4 inhibition - 0.9669 96.69%
CYP2C9 inhibition - 0.8602 86.02%
CYP2C19 inhibition - 0.9019 90.19%
CYP2D6 inhibition - 0.9388 93.88%
CYP1A2 inhibition - 0.8843 88.43%
CYP2C8 inhibition + 0.5897 58.97%
CYP inhibitory promiscuity - 0.9159 91.59%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6585 65.85%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9118 91.18%
Skin irritation - 0.6056 60.56%
Skin corrosion - 0.9497 94.97%
Ames mutagenesis - 0.7093 70.93%
Human Ether-a-go-go-Related Gene inhibition + 0.7109 71.09%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.5152 51.52%
skin sensitisation - 0.9039 90.39%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.5840 58.40%
Acute Oral Toxicity (c) III 0.5537 55.37%
Estrogen receptor binding + 0.7486 74.86%
Androgen receptor binding + 0.7487 74.87%
Thyroid receptor binding - 0.5773 57.73%
Glucocorticoid receptor binding + 0.6980 69.80%
Aromatase binding + 0.6728 67.28%
PPAR gamma + 0.7343 73.43%
Honey bee toxicity - 0.6015 60.15%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9605 96.05%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.39% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.11% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.17% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.80% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.26% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.96% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.28% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.09% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.33% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.73% 96.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.92% 97.14%
CHEMBL1937 Q92769 Histone deacetylase 2 83.84% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.74% 94.45%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.17% 95.71%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.64% 97.36%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.42% 93.04%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.94% 91.24%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.28% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.02% 100.00%

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.
Panax ginseng

Cross-Links

Top
PubChem 11593000
LOTUS LTS0181070
wikiData Q105025902