PlantaeDB Logo
Login Sign-up

[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] (Z)-hexadec-9-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 c8802d74-9ab4-4350-8667-79e4bf548fae
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] (Z)-hexadec-9-enoate
SMILES (Canonical) CCCCCCC=CCCCCCCCC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CC=C4C3(CCC5(C4CC(CC5)(C)C)CO)C)C)C
SMILES (Isomeric) CCCCCC/C=C\CCCCCCCC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)CO)C)C)C
InChI InChI=1S/C46H78O3/c1-9-10-11-12-13-14-15-16-17-18-19-20-21-22-40(48)49-39-26-27-43(6)37(42(39,4)5)25-28-45(8)38(43)24-23-35-36-33-41(2,3)29-31-46(36,34-47)32-30-44(35,45)7/h14-15,23,36-39,47H,9-13,16-22,24-34H2,1-8H3/b15-14-/t36-,37-,38+,39-,43-,44+,45+,46+/m0/s1
InChI Key MWHGMAGUUAOFQA-PUCZTSAISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C46H78O3
Molecular Weight 679.10 g/mol
Exact Mass 678.59509635 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 14.50
Atomic LogP (AlogP) 12.95
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 15

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] (Z)-hexadec-9-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9974 99.74%
Caco-2 - 0.7979 79.79%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8636 86.36%
OATP2B1 inhibitior - 0.5671 56.71%
OATP1B1 inhibitior - 0.3279 32.79%
OATP1B3 inhibitior + 0.9331 93.31%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior + 0.9381 93.81%
P-glycoprotein inhibitior + 0.7207 72.07%
P-glycoprotein substrate - 0.5737 57.37%
CYP3A4 substrate + 0.7170 71.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8728 87.28%
CYP3A4 inhibition - 0.7100 71.00%
CYP2C9 inhibition - 0.6208 62.08%
CYP2C19 inhibition - 0.6809 68.09%
CYP2D6 inhibition - 0.8940 89.40%
CYP1A2 inhibition - 0.8090 80.90%
CYP2C8 inhibition + 0.6911 69.11%
CYP inhibitory promiscuity - 0.6069 60.69%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5803 58.03%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9076 90.76%
Skin irritation - 0.6291 62.91%
Skin corrosion - 0.9761 97.61%
Ames mutagenesis - 0.8432 84.32%
Human Ether-a-go-go-Related Gene inhibition + 0.6736 67.36%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.8591 85.91%
skin sensitisation - 0.7357 73.57%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.8798 87.98%
Acute Oral Toxicity (c) III 0.7575 75.75%
Estrogen receptor binding + 0.6966 69.66%
Androgen receptor binding + 0.7096 70.96%
Thyroid receptor binding + 0.5172 51.72%
Glucocorticoid receptor binding + 0.6854 68.54%
Aromatase binding + 0.6381 63.81%
PPAR gamma + 0.6202 62.02%
Honey bee toxicity - 0.8400 84.00%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.7538 75.38%
Fish aquatic toxicity + 0.9962 99.62%

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 97.91% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.29% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.85% 99.17%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 96.08% 95.17%
CHEMBL2581 P07339 Cathepsin D 95.57% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.93% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 93.40% 92.50%
CHEMBL299 P17252 Protein kinase C alpha 91.40% 98.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.18% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 89.44% 90.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.64% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.69% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.49% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.13% 95.89%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.68% 97.29%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.91% 97.25%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 85.75% 91.81%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.89% 82.69%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.48% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.93% 92.62%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.62% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.36% 100.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.82% 94.08%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.70% 93.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.41% 91.19%
CHEMBL2664 P23526 Adenosylhomocysteinase 80.38% 86.67%

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.
Tagetes erecta

Cross-Links

Top
PubChem 101341913
LOTUS LTS0273657
wikiData Q105173581