PlantaeDB Logo
Login Sign-up

(1R,3R,6S,8R,11R,12S,13R,15S,16R,17S)-13,17-dihydroxy-15-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypentacyclo[9.7.0.01,3.03,8.012,16]octadecan-14-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

Top
Internal ID 1035b968-847d-4cad-b595-e386de6439dd
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (1R,3R,6S,8R,11R,12S,13R,15S,16R,17S)-13,17-dihydroxy-15-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypentacyclo[9.7.0.01,3.03,8.012,16]octadecan-14-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H56O10/c1-29(2)18-8-9-19-32(6)27(41)25(40)26(31(5)12-10-22(45-31)30(3,4)42)33(32,7)20(37)14-35(19)16-34(18,35)13-11-21(29)44-28-24(39)23(38)17(36)15-43-28/h17-24,26-28,36-39,41-42H,8-16H2,1-7H3/t17-,18+,19+,20+,21+,22-,23+,24-,26-,27+,28+,31+,32-,33-,34-,35+/m1/s1
InChI Key PQIGFWXBYVEORY-OFLVRPKNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C35H56O10
Molecular Weight 636.80 g/mol
Exact Mass 636.38734798 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.08
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1R,3R,6S,8R,11R,12S,13R,15S,16R,17S)-13,17-dihydroxy-15-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxypentacyclo[9.7.0.01,3.03,8.012,16]octadecan-14-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8514 85.14%
Caco-2 - 0.8472 84.72%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7820 78.20%
OATP2B1 inhibitior - 0.7227 72.27%
OATP1B1 inhibitior + 0.8485 84.85%
OATP1B3 inhibitior + 0.9370 93.70%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8037 80.37%
BSEP inhibitior - 0.8875 88.75%
P-glycoprotein inhibitior + 0.7104 71.04%
P-glycoprotein substrate - 0.5249 52.49%
CYP3A4 substrate + 0.7178 71.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8618 86.18%
CYP3A4 inhibition - 0.7969 79.69%
CYP2C9 inhibition - 0.8020 80.20%
CYP2C19 inhibition - 0.8657 86.57%
CYP2D6 inhibition - 0.9416 94.16%
CYP1A2 inhibition - 0.8916 89.16%
CYP2C8 inhibition + 0.6190 61.90%
CYP inhibitory promiscuity - 0.9540 95.40%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6363 63.63%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9222 92.22%
Skin irritation - 0.6781 67.81%
Skin corrosion - 0.9336 93.36%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3809 38.09%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6289 62.89%
skin sensitisation - 0.8939 89.39%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.6689 66.89%
Acute Oral Toxicity (c) I 0.5342 53.42%
Estrogen receptor binding + 0.5551 55.51%
Androgen receptor binding + 0.7452 74.52%
Thyroid receptor binding - 0.5430 54.30%
Glucocorticoid receptor binding + 0.5795 57.95%
Aromatase binding + 0.6672 66.72%
PPAR gamma + 0.6325 63.25%
Honey bee toxicity - 0.7109 71.09%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9507 95.07%

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 97.68% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.73% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.28% 96.77%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 93.11% 92.88%
CHEMBL2581 P07339 Cathepsin D 92.51% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.45% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.20% 89.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 87.51% 94.78%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.48% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.17% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.63% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.51% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.33% 92.62%
CHEMBL1871 P10275 Androgen Receptor 85.89% 96.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.17% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.79% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.50% 95.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.32% 94.45%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.00% 89.34%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.61% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.46% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.14% 97.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.17% 92.94%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.58% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.04% 94.00%

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.
Beesia calthifolia

Cross-Links

Top
PubChem 122187142
LOTUS LTS0264303
wikiData Q105213243