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(2S)-2-(2-methylprop-1-enyl)-4-[(3S,5R,8R,9R,10R,13R,14R,17S)-4,4,8,10,14-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-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

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Internal ID e3f433c3-e643-42cb-b583-6df9c64e79b6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S)-2-(2-methylprop-1-enyl)-4-[(3S,5R,8R,9R,10R,13R,14R,17S)-4,4,8,10,14-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC(=CC1C=C(C(=O)O1)C2CCC3(C2CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)C)C)C
SMILES (Isomeric) CC(=C[C@H]1C=C(C(=O)O1)[C@H]2CC[C@@]3([C@@H]2CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)C)C
InChI InChI=1S/C36H56O8/c1-19(2)16-20-17-22(31(41)42-20)21-10-14-35(6)23(21)8-9-26-34(5)13-12-27(33(3,4)25(34)11-15-36(26,35)7)44-32-30(40)29(39)28(38)24(18-37)43-32/h16-17,20-21,23-30,32,37-40H,8-15,18H2,1-7H3/t20-,21+,23+,24+,25-,26+,27-,28+,29-,30+,32-,34-,35+,36+/m0/s1
InChI Key OOUUEFLYYMXMML-DURLFHHWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H56O8
Molecular Weight 616.80 g/mol
Exact Mass 616.39751874 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 6.70
Atomic LogP (AlogP) 4.67
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-2-(2-methylprop-1-enyl)-4-[(3S,5R,8R,9R,10R,13R,14R,17S)-4,4,8,10,14-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8790 87.90%
Caco-2 - 0.8520 85.20%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8729 87.29%
OATP2B1 inhibitior - 0.7215 72.15%
OATP1B1 inhibitior + 0.7993 79.93%
OATP1B3 inhibitior + 0.8338 83.38%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6525 65.25%
P-glycoprotein inhibitior + 0.7811 78.11%
P-glycoprotein substrate - 0.7628 76.28%
CYP3A4 substrate + 0.7318 73.18%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8853 88.53%
CYP3A4 inhibition - 0.8874 88.74%
CYP2C9 inhibition - 0.8156 81.56%
CYP2C19 inhibition - 0.9028 90.28%
CYP2D6 inhibition - 0.9286 92.86%
CYP1A2 inhibition - 0.8813 88.13%
CYP2C8 inhibition + 0.5555 55.55%
CYP inhibitory promiscuity - 0.8024 80.24%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6027 60.27%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9223 92.23%
Skin irritation - 0.5655 56.55%
Skin corrosion - 0.9426 94.26%
Ames mutagenesis - 0.6092 60.92%
Human Ether-a-go-go-Related Gene inhibition + 0.7660 76.60%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.8091 80.91%
skin sensitisation - 0.9069 90.69%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.7057 70.57%
Acute Oral Toxicity (c) I 0.6691 66.91%
Estrogen receptor binding + 0.7344 73.44%
Androgen receptor binding + 0.7720 77.20%
Thyroid receptor binding - 0.5271 52.71%
Glucocorticoid receptor binding + 0.6813 68.13%
Aromatase binding + 0.6983 69.83%
PPAR gamma + 0.6829 68.29%
Honey bee toxicity - 0.5787 57.87%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9791 97.91%

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 97.90% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.96% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 93.81% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.46% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.02% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.89% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.96% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.40% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.37% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.25% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.85% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.76% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.29% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.25% 96.61%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.42% 90.08%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.33% 97.25%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.02% 86.92%

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.
Gynostemma pentaphyllum

Cross-Links

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PubChem 57391717
LOTUS LTS0095529
wikiData Q105195627