PlantaeDB Logo
Login Sign-up

(1S,3R,4S)-3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)octadeca-1,3,5,7,9,11,13,15-octaen-17-ynyl]-7-oxabicyclo[2.2.1]heptan-2-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 3f3bf682-02e1-4d3a-9b62-1d7e462ad293
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,3R,4S)-3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)octadeca-1,3,5,7,9,11,13,15-octaen-17-ynyl]-7-oxabicyclo[2.2.1]heptan-2-one
SMILES (Canonical) CC1C(=O)C2CC(C1(O2)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C#CC3=C(C=CCC3(C)C)C)C)C)(C)C
SMILES (Isomeric) C[C@H]1C(=O)[C@@H]2CC([C@]1(O2)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C#CC3=C(C=CCC3(C)C)C)/C)/C)(C)C
InChI InChI=1S/C40H50O2/c1-29(18-13-20-31(3)23-24-35-33(5)22-15-26-38(35,7)8)16-11-12-17-30(2)19-14-21-32(4)25-27-40-34(6)37(41)36(42-40)28-39(40,9)10/h11-22,25,27,34,36H,26,28H2,1-10H3/b12-11+,18-13+,19-14+,27-25+,29-16+,30-17+,31-20+,32-21+/t34-,36-,40-/m0/s1
InChI Key JNXSPGFSPYDPCU-LJPWSPPJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C40H50O2
Molecular Weight 562.80 g/mol
Exact Mass 562.381080833 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 11.50
Atomic LogP (AlogP) 10.08
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,3R,4S)-3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)octadeca-1,3,5,7,9,11,13,15-octaen-17-ynyl]-7-oxabicyclo[2.2.1]heptan-2-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9952 99.52%
Caco-2 - 0.8042 80.42%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5745 57.45%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.8361 83.61%
OATP1B3 inhibitior + 0.9551 95.51%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9964 99.64%
P-glycoprotein inhibitior + 0.8269 82.69%
P-glycoprotein substrate - 0.5098 50.98%
CYP3A4 substrate + 0.6953 69.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8441 84.41%
CYP3A4 inhibition - 0.7674 76.74%
CYP2C9 inhibition - 0.8599 85.99%
CYP2C19 inhibition + 0.5234 52.34%
CYP2D6 inhibition - 0.9350 93.50%
CYP1A2 inhibition - 0.6447 64.47%
CYP2C8 inhibition + 0.4680 46.80%
CYP inhibitory promiscuity + 0.6459 64.59%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Warning 0.3687 36.87%
Eye corrosion - 0.9715 97.15%
Eye irritation - 0.9112 91.12%
Skin irritation - 0.6269 62.69%
Skin corrosion - 0.9231 92.31%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8404 84.04%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5959 59.59%
skin sensitisation + 0.7160 71.60%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.5401 54.01%
Acute Oral Toxicity (c) III 0.6363 63.63%
Estrogen receptor binding + 0.8214 82.14%
Androgen receptor binding + 0.7333 73.33%
Thyroid receptor binding + 0.7027 70.27%
Glucocorticoid receptor binding + 0.7991 79.91%
Aromatase binding + 0.5706 57.06%
PPAR gamma + 0.7706 77.06%
Honey bee toxicity - 0.7450 74.50%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9086 90.86%

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 95.07% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 93.66% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.65% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.67% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.45% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.39% 86.33%
CHEMBL4208 P20618 Proteasome component C5 89.02% 90.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.35% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.23% 100.00%
CHEMBL3492 P49721 Proteasome Macropain subunit 86.76% 90.24%
CHEMBL2581 P07339 Cathepsin D 86.37% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.43% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.35% 91.07%
CHEMBL2039 P27338 Monoamine oxidase B 82.99% 92.51%
CHEMBL325 Q13547 Histone deacetylase 1 82.85% 95.92%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.24% 99.23%
CHEMBL2004 P48443 Retinoid X receptor gamma 80.96% 100.00%
CHEMBL1871 P10275 Androgen Receptor 80.86% 96.43%
CHEMBL1870 P28702 Retinoid X receptor beta 80.83% 95.00%
CHEMBL3401 O75469 Pregnane X receptor 80.51% 94.73%

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 101318129
LOTUS LTS0189836
wikiData Q105132177