PlantaeDB Logo
Login Sign-up

[(3S,5S,8R,9S,10R,13R,14R,17R)-4,4,8,10,13,14-hexamethyl-17-(6-methylhepta-1,5-dien-2-yl)-1,2,3,5,6,7,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] acetate

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 5e1f3cbc-1996-40f1-9ff3-d67dfb389519
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,5S,8R,9S,10R,13R,14R,17R)-4,4,8,10,13,14-hexamethyl-17-(6-methylhepta-1,5-dien-2-yl)-1,2,3,5,6,7,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] acetate
SMILES (Canonical) CC(=CCCC(=C)C1CCC2(C1(CCC3C2(CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C)C)C
SMILES (Isomeric) CC(=CCCC(=C)[C@H]1CC[C@@]2([C@@]1(CC[C@@H]3[C@]2(CC[C@H]4[C@@]3(CC[C@@H](C4(C)C)OC(=O)C)C)C)C)C)C
InChI InChI=1S/C33H54O2/c1-22(2)12-11-13-23(3)25-14-21-33(10)31(25,8)19-16-27-30(7)18-17-28(35-24(4)34)29(5,6)26(30)15-20-32(27,33)9/h12,25-28H,3,11,13-21H2,1-2,4-10H3/t25-,26-,27+,28+,30+,31-,32-,33-/m1/s1
InChI Key KHYYLWRVRFJTNS-FLJXDSJRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C33H54O2
Molecular Weight 482.80 g/mol
Exact Mass 482.412380961 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 10.90
Atomic LogP (AlogP) 9.30
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3S,5S,8R,9S,10R,13R,14R,17R)-4,4,8,10,13,14-hexamethyl-17-(6-methylhepta-1,5-dien-2-yl)-1,2,3,5,6,7,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.6020 60.20%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.6179 61.79%
OATP2B1 inhibitior - 0.7132 71.32%
OATP1B1 inhibitior + 0.7668 76.68%
OATP1B3 inhibitior - 0.7148 71.48%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9734 97.34%
P-glycoprotein inhibitior + 0.7006 70.06%
P-glycoprotein substrate - 0.8154 81.54%
CYP3A4 substrate + 0.7054 70.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.7614 76.14%
CYP2C9 inhibition - 0.8955 89.55%
CYP2C19 inhibition + 0.6759 67.59%
CYP2D6 inhibition - 0.9515 95.15%
CYP1A2 inhibition - 0.8873 88.73%
CYP2C8 inhibition + 0.5265 52.65%
CYP inhibitory promiscuity - 0.6792 67.92%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5238 52.38%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.8787 87.87%
Skin irritation + 0.5227 52.27%
Skin corrosion - 0.9822 98.22%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8083 80.83%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6849 68.49%
skin sensitisation + 0.6342 63.42%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.6261 62.61%
Acute Oral Toxicity (c) III 0.7714 77.14%
Estrogen receptor binding + 0.8039 80.39%
Androgen receptor binding + 0.7469 74.69%
Thyroid receptor binding + 0.6342 63.42%
Glucocorticoid receptor binding + 0.8016 80.16%
Aromatase binding + 0.8052 80.52%
PPAR gamma + 0.7245 72.45%
Honey bee toxicity - 0.6699 66.99%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5355 53.55%
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 95.44% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.01% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.84% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 91.55% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.08% 82.69%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.27% 96.38%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.86% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.13% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.61% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.12% 91.03%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.84% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.52% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.89% 92.94%
CHEMBL5028 O14672 ADAM10 81.73% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.60% 93.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.23% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.94% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.87% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.25% 97.25%

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.
Artemisia argyi

Cross-Links

Top
PubChem 163037187
LOTUS LTS0013228
wikiData Q105141387