(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

Details

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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

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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

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There are no found synonyms.

2D Structure

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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

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ADMET Properties (via admetSAR 2)

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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

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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 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

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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.
Panax ginseng

Cross-Links

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PubChem 11593000
LOTUS LTS0181070
wikiData Q105025902