PlantaeDB Logo
Login Sign-up

[(1R,2R,6R,10R,11R,12S,13S,14R,15R)-13-acetyloxy-1-hydroxy-8,12-bis(hydroxymethyl)-4,12,15-trimethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] dodecanoate

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 cdcc481a-e77e-460c-86f7-b7575f638b9d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
IUPAC Name [(1R,2R,6R,10R,11R,12S,13S,14R,15R)-13-acetyloxy-1-hydroxy-8,12-bis(hydroxymethyl)-4,12,15-trimethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] dodecanoate
SMILES (Canonical) CCCCCCCCCCCC(=O)OC1C(C2(C3C=C(C(=O)C3CC(=CC2C4C1(C4(C)CO)OC(=O)C)CO)C)O)C
SMILES (Isomeric) CCCCCCCCCCCC(=O)O[C@@H]1[C@H]([C@@]2([C@@H]3C=C(C(=O)[C@@H]3CC(=C[C@@H]2[C@H]4[C@@]1([C@]4(C)CO)OC(=O)C)CO)C)O)C
InChI InChI=1S/C34H52O8/c1-6-7-8-9-10-11-12-13-14-15-28(38)41-31-22(3)33(40)26-16-21(2)29(39)25(26)17-24(19-35)18-27(33)30-32(5,20-36)34(30,31)42-23(4)37/h16,18,22,25-27,30-31,35-36,40H,6-15,17,19-20H2,1-5H3/t22-,25-,26-,27-,30-,31-,32-,33+,34-/m1/s1
InChI Key WZWXKFZMCSMNBU-WAFSMWPUSA-N
Popularity 0 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) 4.83
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 14

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2R,6R,10R,11R,12S,13S,14R,15R)-13-acetyloxy-1-hydroxy-8,12-bis(hydroxymethyl)-4,12,15-trimethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] dodecanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9787 97.87%
Caco-2 - 0.7813 78.13%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8060 80.60%
OATP2B1 inhibitior - 0.5749 57.49%
OATP1B1 inhibitior + 0.8269 82.69%
OATP1B3 inhibitior + 0.9364 93.64%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.6369 63.69%
BSEP inhibitior + 0.9265 92.65%
P-glycoprotein inhibitior + 0.7638 76.38%
P-glycoprotein substrate + 0.6626 66.26%
CYP3A4 substrate + 0.6863 68.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9180 91.80%
CYP3A4 inhibition - 0.7122 71.22%
CYP2C9 inhibition + 0.5163 51.63%
CYP2C19 inhibition - 0.8387 83.87%
CYP2D6 inhibition - 0.9189 91.89%
CYP1A2 inhibition - 0.8218 82.18%
CYP2C8 inhibition + 0.6394 63.94%
CYP inhibitory promiscuity - 0.8462 84.62%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6310 63.10%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9200 92.00%
Skin irritation - 0.5478 54.78%
Skin corrosion - 0.9585 95.85%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6639 66.39%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5408 54.08%
skin sensitisation - 0.9169 91.69%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.6087 60.87%
Acute Oral Toxicity (c) III 0.4535 45.35%
Estrogen receptor binding + 0.7497 74.97%
Androgen receptor binding + 0.7428 74.28%
Thyroid receptor binding - 0.5936 59.36%
Glucocorticoid receptor binding + 0.7080 70.80%
Aromatase binding + 0.6476 64.76%
PPAR gamma + 0.5834 58.34%
Honey bee toxicity - 0.7962 79.62%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.7341 73.41%
Fish aquatic toxicity + 0.9901 99.01%

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
CHEMBL2996 Q05655 Protein kinase C delta 99.43% 97.79%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.56% 97.25%
CHEMBL299 P17252 Protein kinase C alpha 98.31% 98.03%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.95% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.79% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.80% 91.11%
CHEMBL3045 P05771 Protein kinase C beta 95.94% 97.63%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.60% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.51% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.00% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.69% 86.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.18% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.12% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 85.31% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.32% 99.23%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.07% 90.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.35% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.28% 95.56%
CHEMBL1907 P15144 Aminopeptidase N 83.22% 93.31%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 80.09% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.01% 94.33%

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.
Falconeria insignis

Cross-Links

Top
PubChem 162932261
LOTUS LTS0188696
wikiData Q105323589