PlantaeDB Logo
Login Sign-up

[(1R,3aR,5aS,5bR,9S,11aR,13aR)-3a,5a,5b,8,8,11a,13a-heptamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-yl] icosanoate

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 530b956f-c765-4e5f-a941-a7c3d0feb122
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,3aR,5aS,5bR,9S,11aR,13aR)-3a,5a,5b,8,8,11a,13a-heptamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-yl] icosanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C51H90O2/c1-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-44(52)53-43-32-34-48(7)41(46(43,4)5)30-35-49(8)42(48)31-36-50(9)45-40(39(2)3)29-33-47(45,6)37-38-51(49,50)10/h40-43,45H,2,11-38H2,1,3-10H3/t40-,41?,42?,43-,45?,47+,48-,49+,50+,51-/m0/s1
InChI Key LEFHNQCURVKAOS-NGSCONLUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C51H90O2
Molecular Weight 735.30 g/mol
Exact Mass 734.69408211 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 20.30
Atomic LogP (AlogP) 16.01
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 20

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,3aR,5aS,5bR,9S,11aR,13aR)-3a,5a,5b,8,8,11a,13a-heptamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-yl] icosanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.8236 82.36%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5185 51.85%
OATP2B1 inhibitior - 0.5643 56.43%
OATP1B1 inhibitior + 0.8390 83.90%
OATP1B3 inhibitior + 0.8444 84.44%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9512 95.12%
P-glycoprotein inhibitior + 0.7307 73.07%
P-glycoprotein substrate - 0.5599 55.99%
CYP3A4 substrate + 0.7091 70.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.7313 73.13%
CYP2C9 inhibition - 0.8721 87.21%
CYP2C19 inhibition + 0.7254 72.54%
CYP2D6 inhibition - 0.9278 92.78%
CYP1A2 inhibition - 0.8829 88.29%
CYP2C8 inhibition + 0.5741 57.41%
CYP inhibitory promiscuity - 0.5394 53.94%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5214 52.14%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.8679 86.79%
Skin irritation - 0.5488 54.88%
Skin corrosion - 0.9821 98.21%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7589 75.89%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8209 82.09%
skin sensitisation + 0.6140 61.40%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.5827 58.27%
Acute Oral Toxicity (c) III 0.7662 76.62%
Estrogen receptor binding + 0.7587 75.87%
Androgen receptor binding + 0.7558 75.58%
Thyroid receptor binding - 0.5206 52.06%
Glucocorticoid receptor binding + 0.6059 60.59%
Aromatase binding + 0.6233 62.33%
PPAR gamma + 0.6454 64.54%
Honey bee toxicity - 0.7891 78.91%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.7542 75.42%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.14% 96.09%
CHEMBL299 P17252 Protein kinase C alpha 97.41% 98.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.35% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.27% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 94.95% 97.79%
CHEMBL2581 P07339 Cathepsin D 94.07% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.74% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 92.33% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.07% 99.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.01% 82.69%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.89% 96.38%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 91.50% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 91.24% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 91.14% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 88.01% 82.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 87.85% 95.17%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.80% 97.29%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.59% 92.62%
CHEMBL3524 P56524 Histone deacetylase 4 86.54% 92.97%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.06% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 85.54% 91.19%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.44% 92.86%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.89% 95.50%
CHEMBL233 P35372 Mu opioid receptor 83.73% 97.93%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.43% 91.24%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.19% 93.00%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 83.04% 85.94%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.44% 93.56%
CHEMBL1871 P10275 Androgen Receptor 81.82% 96.43%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.50% 92.94%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 81.41% 91.81%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.21% 97.09%
CHEMBL217 P14416 Dopamine D2 receptor 80.69% 95.62%
CHEMBL202 P00374 Dihydrofolate reductase 80.56% 89.92%

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.
Periploca laevigata

Cross-Links

Top
PubChem 162817544
LOTUS LTS0011278
wikiData Q105150541