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[(3S,4aR,6aR,6bS,8S,8aS,14aR,14bR)-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,13,14,14a-tetradecahydropicen-3-yl] 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

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Internal ID 93ecf184-0b28-4bbe-85c8-7d5bec783cad
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,4aR,6aR,6bS,8S,8aS,14aR,14bR)-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,13,14,14a-tetradecahydropicen-3-yl] dodecanoate
SMILES (Canonical) CCCCCCCCCCCC(=O)OC1CCC2(C3CCC4=C5CC(CCC5(C(CC4(C3(CCC2C1(C)C)C)C)O)CO)(C)C)C
SMILES (Isomeric) CCCCCCCCCCCC(=O)O[C@H]1CC[C@@]2([C@H]3CCC4=C5CC(CC[C@@]5([C@H](C[C@]4([C@@]3(CC[C@H]2C1(C)C)C)C)O)CO)(C)C)C
InChI InChI=1S/C42H72O4/c1-9-10-11-12-13-14-15-16-17-18-36(45)46-35-22-23-39(6)32(38(35,4)5)21-24-40(7)33(39)20-19-30-31-27-37(2,3)25-26-42(31,29-43)34(44)28-41(30,40)8/h32-35,43-44H,9-29H2,1-8H3/t32-,33+,34-,35-,39-,40+,41+,42+/m0/s1
InChI Key OTUAVLGFECDOIZ-WGBIONQYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H72O4
Molecular Weight 641.00 g/mol
Exact Mass 640.54306077 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 12.40
Atomic LogP (AlogP) 10.73
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4aR,6aR,6bS,8S,8aS,14aR,14bR)-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,13,14,14a-tetradecahydropicen-3-yl] dodecanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9915 99.15%
Caco-2 - 0.7859 78.59%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8228 82.28%
OATP2B1 inhibitior - 0.5653 56.53%
OATP1B1 inhibitior + 0.7887 78.87%
OATP1B3 inhibitior - 0.3377 33.77%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6661 66.61%
BSEP inhibitior + 0.8735 87.35%
P-glycoprotein inhibitior + 0.6823 68.23%
P-glycoprotein substrate - 0.5445 54.45%
CYP3A4 substrate + 0.7292 72.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8547 85.47%
CYP3A4 inhibition - 0.7213 72.13%
CYP2C9 inhibition - 0.7289 72.89%
CYP2C19 inhibition - 0.8703 87.03%
CYP2D6 inhibition - 0.9154 91.54%
CYP1A2 inhibition - 0.8667 86.67%
CYP2C8 inhibition + 0.6380 63.80%
CYP inhibitory promiscuity - 0.7345 73.45%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6937 69.37%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.8795 87.95%
Skin irritation - 0.5258 52.58%
Skin corrosion - 0.9630 96.30%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3760 37.60%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8490 84.90%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8408 84.08%
Acute Oral Toxicity (c) III 0.7317 73.17%
Estrogen receptor binding + 0.6911 69.11%
Androgen receptor binding + 0.7134 71.34%
Thyroid receptor binding - 0.5438 54.38%
Glucocorticoid receptor binding + 0.5978 59.78%
Aromatase binding + 0.6456 64.56%
PPAR gamma + 0.5834 58.34%
Honey bee toxicity - 0.8419 84.19%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.7476 74.76%
Fish aquatic toxicity + 0.9935 99.35%

Targets

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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 98.75% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.58% 91.11%
CHEMBL299 P17252 Protein kinase C alpha 96.77% 98.03%
CHEMBL2581 P07339 Cathepsin D 95.57% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.69% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.34% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.61% 82.69%
CHEMBL221 P23219 Cyclooxygenase-1 93.46% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.10% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 91.64% 97.79%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 91.15% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 90.14% 92.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.87% 95.17%
CHEMBL1871 P10275 Androgen Receptor 88.77% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.09% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.98% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.70% 82.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.38% 95.89%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 86.55% 87.16%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.20% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.05% 95.50%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 85.03% 97.29%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.92% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 84.32% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.89% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.72% 95.56%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.24% 92.86%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 82.06% 91.81%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.27% 93.03%

Plants that contains it

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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.
Arnica lonchophylla

Cross-Links

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PubChem 163013343
LOTUS LTS0220336
wikiData Q105199835