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(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-6,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2E)-6-methylhepta-2,5-dien-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 8d432799-f46f-49b7-a420-246afc9bc120
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-6,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2E)-6-methylhepta-2,5-dien-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H60O8/c1-19(2)10-9-11-20(3)21-12-15-35(7)27(21)22(38)16-25-34(6)14-13-26(33(4,5)31(34)23(39)17-36(25,35)8)44-32-30(42)29(41)28(40)24(18-37)43-32/h10-11,21-32,37-42H,9,12-18H2,1-8H3/b20-11+/t21-,22-,23+,24-,25-,26+,27+,28-,29+,30-,31+,32+,34-,35-,36-/m1/s1
InChI Key STGSRVGAMRCRDT-QWPWDPHFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H60O8
Molecular Weight 620.90 g/mol
Exact Mass 620.42881887 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 4.10
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-6,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2E)-6-methylhepta-2,5-dien-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8156 81.56%
Caco-2 - 0.8427 84.27%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7286 72.86%
OATP2B1 inhibitior - 0.7215 72.15%
OATP1B1 inhibitior + 0.8367 83.67%
OATP1B3 inhibitior + 0.8549 85.49%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6542 65.42%
BSEP inhibitior - 0.5079 50.79%
P-glycoprotein inhibitior + 0.7973 79.73%
P-glycoprotein substrate - 0.7751 77.51%
CYP3A4 substrate + 0.7151 71.51%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.8866 88.66%
CYP2C9 inhibition - 0.7986 79.86%
CYP2C19 inhibition - 0.8784 87.84%
CYP2D6 inhibition - 0.9331 93.31%
CYP1A2 inhibition - 0.8288 82.88%
CYP2C8 inhibition + 0.5738 57.38%
CYP inhibitory promiscuity - 0.8889 88.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7170 71.70%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9231 92.31%
Skin irritation - 0.5508 55.08%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.7579 75.79%
Human Ether-a-go-go-Related Gene inhibition + 0.8633 86.33%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6355 63.55%
skin sensitisation - 0.8969 89.69%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.7419 74.19%
Acute Oral Toxicity (c) I 0.4826 48.26%
Estrogen receptor binding + 0.7014 70.14%
Androgen receptor binding + 0.7423 74.23%
Thyroid receptor binding - 0.5469 54.69%
Glucocorticoid receptor binding + 0.6313 63.13%
Aromatase binding + 0.7110 71.10%
PPAR gamma + 0.6472 64.72%
Honey bee toxicity - 0.6262 62.62%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9437 94.37%

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 97.88% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.56% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.57% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.40% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.38% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.13% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.65% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.59% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 87.29% 95.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.59% 95.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.11% 92.94%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.07% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.00% 97.25%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.90% 95.83%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.22% 85.30%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.47% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.04% 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 122196266
LOTUS LTS0215512
wikiData Q105260254