PlantaeDB Logo
Login Sign-up

(2S,3R,4S,5S,6R)-2-[(2S)-2-[(3S,5S,8R,9R,10R,12R,13R,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-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-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

Top
Internal ID 0e0d5aa1-f7e2-4d3e-a264-717d59c0f0f2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2S)-2-[(3S,5S,8R,9R,10R,12R,13R,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-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(CO7)O)O)O)C)C)O)C)OC8C(C(C(C(O8)CO)O)O)O)C
SMILES (Isomeric) CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](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@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)C)C)O)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C
InChI InChI=1S/C53H90O22/c1-23(2)10-9-14-53(8,75-46-42(67)38(63)35(60)27(19-54)69-46)24-11-16-52(7)33(24)25(57)18-31-50(5)15-13-32(49(3,4)30(50)12-17-51(31,52)6)72-47-43(39(64)36(61)28(20-55)70-47)74-48-44(40(65)37(62)29(21-56)71-48)73-45-41(66)34(59)26(58)22-68-45/h10,24-48,54-67H,9,11-22H2,1-8H3/t24-,25+,26+,27+,28+,29+,30+,31+,32-,33-,34-,35+,36+,37+,38-,39-,40-,41+,42+,43+,44+,45-,46-,47-,48-,50-,51+,52+,53-/m0/s1
InChI Key ZXPNUZXGLAHYEE-XLGZIIFKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C53H90O22
Molecular Weight 1079.30 g/mol
Exact Mass 1078.59237449 g/mol
Topological Polar Surface Area (TPSA) 357.00 Ų
XlogP 0.90
Atomic LogP (AlogP) -1.56
H-Bond Acceptor 22
H-Bond Donor 14
Rotatable Bonds 15

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6877 68.77%
Caco-2 - 0.9088 90.88%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7885 78.85%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8920 89.20%
P-glycoprotein inhibitior + 0.7508 75.08%
P-glycoprotein substrate - 0.7298 72.98%
CYP3A4 substrate + 0.7297 72.97%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9502 95.02%
CYP2C9 inhibition - 0.8671 86.71%
CYP2C19 inhibition - 0.9036 90.36%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.9057 90.57%
CYP2C8 inhibition + 0.6768 67.68%
CYP inhibitory promiscuity - 0.9413 94.13%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6474 64.74%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9019 90.19%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8348 83.48%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5924 59.24%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8038 80.38%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.8102 81.02%
Androgen receptor binding + 0.7509 75.09%
Thyroid receptor binding + 0.5261 52.61%
Glucocorticoid receptor binding + 0.7541 75.41%
Aromatase binding + 0.6470 64.70%
PPAR gamma + 0.7973 79.73%
Honey bee toxicity - 0.5356 53.56%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9172 91.72%

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 97.82% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.62% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 93.56% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.14% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.99% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.38% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.27% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.19% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.70% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.75% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.39% 95.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.91% 96.61%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 87.36% 95.58%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.44% 92.88%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.06% 97.14%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.99% 100.00%
CHEMBL2581 P07339 Cathepsin D 84.43% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.01% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 84.00% 94.75%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.95% 91.24%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.90% 82.69%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.89% 100.00%
CHEMBL5028 O14672 ADAM10 81.72% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.25% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.18% 92.62%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.92% 95.83%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.40% 95.71%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.29% 96.90%

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 vietnamensis

Cross-Links

Top
PubChem 163007327
LOTUS LTS0011601
wikiData Q105385686