PlantaeDB Logo
Login Sign-up

(E,5S,6R)-5-acetyloxy-6-[(3R,5R,7R,10S,13R,14R,15S,17R)-3-acetyloxy-7,15-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic acid

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 469c8223-e6b8-4901-a08b-659c51230de3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (E,5S,6R)-5-acetyloxy-6-[(3R,5R,7R,10S,13R,14R,15S,17R)-3-acetyloxy-7,15-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H52O8/c1-18(30(39)40)10-11-25(41-20(3)35)19(2)23-16-27(38)34(9)29-22(12-15-33(23,34)8)32(7)14-13-28(42-21(4)36)31(5,6)26(32)17-24(29)37/h10,19,23-28,37-38H,11-17H2,1-9H3,(H,39,40)/b18-10+/t19-,23-,24-,25+,26+,27+,28-,32-,33-,34+/m1/s1
InChI Key YGIXGYUHDZWEHD-LEXYNSNMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C34H52O8
Molecular Weight 588.80 g/mol
Exact Mass 588.36621861 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.60
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (E,5S,6R)-5-acetyloxy-6-[(3R,5R,7R,10S,13R,14R,15S,17R)-3-acetyloxy-7,15-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9910 99.10%
Caco-2 - 0.8043 80.43%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8615 86.15%
OATP2B1 inhibitior - 0.5712 57.12%
OATP1B1 inhibitior - 0.3194 31.94%
OATP1B3 inhibitior - 0.3495 34.95%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9250 92.50%
P-glycoprotein inhibitior + 0.7425 74.25%
P-glycoprotein substrate - 0.5996 59.96%
CYP3A4 substrate + 0.6829 68.29%
CYP2C9 substrate - 0.7828 78.28%
CYP2D6 substrate - 0.9079 90.79%
CYP3A4 inhibition - 0.7659 76.59%
CYP2C9 inhibition - 0.8967 89.67%
CYP2C19 inhibition - 0.9479 94.79%
CYP2D6 inhibition - 0.9376 93.76%
CYP1A2 inhibition - 0.8725 87.25%
CYP2C8 inhibition + 0.7255 72.55%
CYP inhibitory promiscuity - 0.8098 80.98%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6929 69.29%
Eye corrosion - 0.9953 99.53%
Eye irritation - 0.9208 92.08%
Skin irritation + 0.7286 72.86%
Skin corrosion - 0.9602 96.02%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5442 54.42%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.6084 60.84%
skin sensitisation - 0.7222 72.22%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.8402 84.02%
Acute Oral Toxicity (c) III 0.7156 71.56%
Estrogen receptor binding + 0.6860 68.60%
Androgen receptor binding + 0.7244 72.44%
Thyroid receptor binding - 0.5132 51.32%
Glucocorticoid receptor binding + 0.7960 79.60%
Aromatase binding + 0.8164 81.64%
PPAR gamma + 0.7062 70.62%
Honey bee toxicity - 0.6920 69.20%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5510 55.10%
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 98.10% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.00% 94.45%
CHEMBL284 P27487 Dipeptidyl peptidase IV 94.58% 95.69%
CHEMBL2581 P07339 Cathepsin D 93.35% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.62% 91.11%
CHEMBL240 Q12809 HERG 91.44% 89.76%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 91.06% 92.95%
CHEMBL340 P08684 Cytochrome P450 3A4 89.19% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 86.92% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.91% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.80% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.67% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.20% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.78% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.12% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.94% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 84.00% 97.79%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.75% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.09% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.11% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.33% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.22% 99.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.10% 95.50%
CHEMBL5028 O14672 ADAM10 80.44% 97.50%

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.
There are no matching plants.

Cross-Links

Top
PubChem 162863799
LOTUS LTS0058985
wikiData Q105348109