PlantaeDB Logo
Login Sign-up

(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[10-(hydroxymethyl)-4,4,8,14-tetramethyl-17-[6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-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

Top
Internal ID 807f51ab-a88d-4ff4-ae57-def94e77ad41
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[10-(hydroxymethyl)-4,4,8,14-tetramethyl-17-[6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)CO)C)C)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)C
SMILES (Isomeric) CC(=CCCC(C)(C1CCC2(C1CCC3C2(CCC4C3(CCC(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)CO)C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O)O)C
InChI InChI=1S/C53H90O22/c1-24(2)9-8-15-52(7,75-47-43(67)39(63)37(61)30(72-47)22-69-45-41(65)34(58)27(57)21-68-45)26-12-16-50(5)25(26)10-11-32-51(50,6)17-13-31-49(3,4)33(14-18-53(31,32)23-56)73-48-44(40(64)36(60)29(20-55)71-48)74-46-42(66)38(62)35(59)28(19-54)70-46/h9,25-48,54-67H,8,10-23H2,1-7H3/t25?,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?/m1/s1
InChI Key CKKOODSCBNQUMD-STERGLDMSA-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 0.50
Atomic LogP (AlogP) -1.56
H-Bond Acceptor 22
H-Bond Donor 14
Rotatable Bonds 16

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[10-(hydroxymethyl)-4,4,8,14-tetramethyl-17-[6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-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 - 0.9195 91.95%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8242 82.42%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8715 87.15%
P-glycoprotein inhibitior + 0.7515 75.15%
P-glycoprotein substrate - 0.5381 53.81%
CYP3A4 substrate + 0.7323 73.23%
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 + 0.7472 74.72%
CYP inhibitory promiscuity - 0.9413 94.13%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6474 64.74%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9024 90.24%
Skin irritation - 0.5956 59.56%
Skin corrosion - 0.9488 94.88%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8607 86.07%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5695 56.95%
skin sensitisation - 0.8991 89.91%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7368 73.68%
Acute Oral Toxicity (c) I 0.5677 56.77%
Estrogen receptor binding + 0.7934 79.34%
Androgen receptor binding + 0.7570 75.70%
Thyroid receptor binding + 0.5295 52.95%
Glucocorticoid receptor binding + 0.7253 72.53%
Aromatase binding + 0.6535 65.35%
PPAR gamma + 0.7858 78.58%
Honey bee toxicity - 0.5427 54.27%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.84% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.30% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.18% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.68% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.36% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.94% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.86% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.64% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.48% 95.89%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 89.41% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.27% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.12% 92.94%
CHEMBL1937 Q92769 Histone deacetylase 2 87.16% 94.75%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.74% 92.88%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.18% 95.71%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.65% 100.00%
CHEMBL259 P32245 Melanocortin receptor 4 84.80% 95.38%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.11% 91.24%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.86% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.68% 92.62%
CHEMBL2581 P07339 Cathepsin D 83.36% 98.95%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.12% 95.83%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.77% 97.36%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.53% 96.90%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.77% 94.45%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.16% 92.86%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.94% 86.92%
CHEMBL5028 O14672 ADAM10 80.38% 97.50%
CHEMBL233 P35372 Mu opioid receptor 80.24% 97.93%

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.
Gymnema sylvestre
Gynostemma pentaphyllum

Cross-Links

Top
PubChem 11968540
NPASS NPC284696
LOTUS LTS0097891
wikiData Q105102745