PlantaeDB Logo
Login Sign-up

[(2R,3S,4S,8S,9S,10R,11R)-3-[[(1S,5R)-6,6-dimethyl-2-bicyclo[3.1.1]hept-2-enyl]methyl]-10-hydroxy-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradec-1(13)-en-9-yl] (Z)-2-methylbut-2-enoate

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 1cd14c97-9090-4c80-a9d4-3d3f6795b918
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(2R,3S,4S,8S,9S,10R,11R)-3-[[(1S,5R)-6,6-dimethyl-2-bicyclo[3.1.1]hept-2-enyl]methyl]-10-hydroxy-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradec-1(13)-en-9-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2C(C(C(C3=CC(=O)C(C1O)(O3)C)C)CC4=CCC5CC4C5(C)C)OC(=O)C2=C
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@H]1[C@@H]2[C@H]([C@H]([C@H](C3=CC(=O)[C@@]([C@@H]1O)(O3)C)C)CC4=CC[C@@H]5C[C@H]4C5(C)C)OC(=O)C2=C
InChI InChI=1S/C30H38O7/c1-8-14(2)27(33)36-25-23-16(4)28(34)35-24(23)19(11-17-9-10-18-12-20(17)29(18,5)6)15(3)21-13-22(31)30(7,37-21)26(25)32/h8-9,13,15,18-20,23-26,32H,4,10-12H2,1-3,5-7H3/b14-8-/t15-,18-,19+,20-,23+,24+,25+,26-,30+/m1/s1
InChI Key SGVKVTHSMHIGBU-AODGRDBQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C30H38O7
Molecular Weight 510.60 g/mol
Exact Mass 510.26175355 g/mol
Topological Polar Surface Area (TPSA) 99.10 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.21
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(2R,3S,4S,8S,9S,10R,11R)-3-[[(1S,5R)-6,6-dimethyl-2-bicyclo[3.1.1]hept-2-enyl]methyl]-10-hydroxy-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradec-1(13)-en-9-yl] (Z)-2-methylbut-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9877 98.77%
Caco-2 - 0.7361 73.61%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7569 75.69%
OATP2B1 inhibitior - 0.8595 85.95%
OATP1B1 inhibitior + 0.8158 81.58%
OATP1B3 inhibitior - 0.4637 46.37%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8516 85.16%
P-glycoprotein inhibitior + 0.8312 83.12%
P-glycoprotein substrate + 0.5528 55.28%
CYP3A4 substrate + 0.7008 70.08%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8962 89.62%
CYP3A4 inhibition + 0.5540 55.40%
CYP2C9 inhibition - 0.7331 73.31%
CYP2C19 inhibition - 0.7764 77.64%
CYP2D6 inhibition - 0.9270 92.70%
CYP1A2 inhibition - 0.7487 74.87%
CYP2C8 inhibition + 0.5239 52.39%
CYP inhibitory promiscuity - 0.7423 74.23%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Danger 0.4383 43.83%
Eye corrosion - 0.9815 98.15%
Eye irritation - 0.9253 92.53%
Skin irritation - 0.5731 57.31%
Skin corrosion - 0.9285 92.85%
Ames mutagenesis - 0.6054 60.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4849 48.49%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.6158 61.58%
skin sensitisation - 0.6900 69.00%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6190 61.90%
Acute Oral Toxicity (c) III 0.4746 47.46%
Estrogen receptor binding + 0.8059 80.59%
Androgen receptor binding + 0.7181 71.81%
Thyroid receptor binding + 0.6044 60.44%
Glucocorticoid receptor binding + 0.8053 80.53%
Aromatase binding + 0.6253 62.53%
PPAR gamma + 0.6925 69.25%
Honey bee toxicity - 0.6233 62.33%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5800 58.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.87% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.99% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.49% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.32% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.46% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.46% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.87% 91.07%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.85% 97.25%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.30% 97.21%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.95% 99.23%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.78% 96.95%
CHEMBL2581 P07339 Cathepsin D 85.90% 98.95%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.60% 89.34%
CHEMBL226 P30542 Adenosine A1 receptor 82.20% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.11% 95.56%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.99% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.92% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 80.46% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.40% 100.00%

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.
There are no matching plants.

Cross-Links

Top
PubChem 163093234
LOTUS LTS0274867
wikiData Q105252664