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(2R,3S,4S,5R,6S)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(E,2S)-2-[(3S,5R,8R,9R,10R,12R,13S,14R,17S)-3-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-12-hydroxy-4,4,8,10,14,17-hexamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]-6-methylhept-4-en-2-yl]oxyoxane-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 6002abfe-7750-4cd1-8841-2247fa438aed
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,3S,4S,5R,6S)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(E,2S)-2-[(3S,5R,8R,9R,10R,12R,13S,14R,17S)-3-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-12-hydroxy-4,4,8,10,14,17-hexamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]-6-methylhept-4-en-2-yl]oxyoxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C59H100O26/c1-25(2)11-10-14-59(9,85-51-45(75)40(70)39(69)31(81-51)24-77-49-44(74)38(68)30(22-62)78-49)58(8)18-17-57(7)48(58)26(63)19-33-55(5)15-13-34(54(3,4)32(55)12-16-56(33,57)6)82-52-46(41(71)36(66)28(20-60)79-52)84-53-47(42(72)37(67)29(21-61)80-53)83-50-43(73)35(65)27(64)23-76-50/h10-11,25-53,60-75H,12-24H2,1-9H3/b11-10+/t26-,27-,28-,29-,30+,31-,32+,33-,34+,35+,36-,37-,38+,39-,40+,41+,42+,43-,44-,45-,46-,47-,48+,49-,50+,51+,52+,53+,55+,56-,57-,58+,59+/m1/s1
InChI Key TWKSQKGEPKNNGW-WSCLECRUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C59H100O26
Molecular Weight 1225.40 g/mol
Exact Mass 1224.65028329 g/mol
Topological Polar Surface Area (TPSA) 416.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -2.85
H-Bond Acceptor 26
H-Bond Donor 16
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6S)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(E,2S)-2-[(3S,5R,8R,9R,10R,12R,13S,14R,17S)-3-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-12-hydroxy-4,4,8,10,14,17-hexamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]-6-methylhept-4-en-2-yl]oxyoxane-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 + 0.6455 64.55%
Caco-2 - 0.8894 88.94%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7153 71.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8004 80.04%
OATP1B3 inhibitior + 0.9059 90.59%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior + 0.9024 90.24%
P-glycoprotein inhibitior + 0.7466 74.66%
P-glycoprotein substrate + 0.5178 51.78%
CYP3A4 substrate + 0.7439 74.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8283 82.83%
CYP3A4 inhibition - 0.9294 92.94%
CYP2C9 inhibition - 0.9015 90.15%
CYP2C19 inhibition - 0.8979 89.79%
CYP2D6 inhibition - 0.9464 94.64%
CYP1A2 inhibition - 0.9251 92.51%
CYP2C8 inhibition + 0.7007 70.07%
CYP inhibitory promiscuity - 0.9432 94.32%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5975 59.75%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.8990 89.90%
Skin irritation - 0.6460 64.60%
Skin corrosion - 0.9479 94.79%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8145 81.45%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6209 62.09%
skin sensitisation - 0.9191 91.91%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7697 76.97%
Acute Oral Toxicity (c) I 0.7768 77.68%
Estrogen receptor binding + 0.7815 78.15%
Androgen receptor binding + 0.7525 75.25%
Thyroid receptor binding + 0.6101 61.01%
Glucocorticoid receptor binding + 0.7649 76.49%
Aromatase binding + 0.6598 65.98%
PPAR gamma + 0.8062 80.62%
Honey bee toxicity - 0.5951 59.51%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9050 90.50%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.47% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.55% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 97.93% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.65% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.34% 96.61%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 95.70% 95.58%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.54% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.90% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.41% 82.69%
CHEMBL1937 Q92769 Histone deacetylase 2 88.74% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.60% 97.14%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 88.50% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 88.19% 85.31%
CHEMBL4581 P52732 Kinesin-like protein 1 87.42% 93.18%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.51% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.07% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.44% 91.03%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.68% 82.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.31% 100.00%
CHEMBL2581 P07339 Cathepsin D 84.07% 98.95%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.75% 92.86%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.47% 96.77%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.29% 92.88%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.21% 89.62%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.11% 95.50%
CHEMBL1871 P10275 Androgen Receptor 83.08% 96.43%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.08% 95.89%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.99% 92.78%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.68% 97.29%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.59% 91.07%
CHEMBL2095164 P49354 Geranylgeranyl transferase type I 82.53% 92.80%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.25% 96.21%
CHEMBL5028 O14672 ADAM10 81.81% 97.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.05% 97.36%
CHEMBL1914 P06276 Butyrylcholinesterase 80.76% 95.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.69% 95.71%
CHEMBL259 P32245 Melanocortin receptor 4 80.62% 95.38%
CHEMBL2996 Q05655 Protein kinase C delta 80.46% 97.79%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.30% 100.00%
CHEMBL206 P03372 Estrogen receptor alpha 80.00% 97.64%

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 notoginseng

Cross-Links

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PubChem 162959349
LOTUS LTS0254570
wikiData Q105265878