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

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 b94a8f7e-48bf-47ac-b5a2-dee145f59521
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,4aR,6aR,6bS,8S,8aS,12aS,14aR,14bR)-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] tetradecanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H76O4/c1-9-10-11-12-13-14-15-16-17-18-19-20-38(47)48-37-24-25-41(6)34(40(37,4)5)23-26-42(7)35(41)22-21-32-33-29-39(2,3)27-28-44(33,31-45)36(46)30-43(32,42)8/h21,33-37,45-46H,9-20,22-31H2,1-8H3/t33-,34-,35+,36-,37-,41-,42+,43+,44+/m0/s1
InChI Key XNISEDFMZDXUFQ-XFCDJDBYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C44H76O4
Molecular Weight 669.10 g/mol
Exact Mass 668.57436090 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 13.80
Atomic LogP (AlogP) 11.36
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 14

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

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 - 0.7993 79.93%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8228 82.28%
OATP2B1 inhibitior - 0.5660 56.60%
OATP1B1 inhibitior + 0.7740 77.40%
OATP1B3 inhibitior - 0.3377 33.77%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6661 66.61%
BSEP inhibitior + 0.9019 90.19%
P-glycoprotein inhibitior + 0.7019 70.19%
P-glycoprotein substrate - 0.6032 60.32%
CYP3A4 substrate + 0.7212 72.12%
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 + 0.6339 63.39%
CYP inhibitory promiscuity - 0.7345 73.45%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6937 69.37%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.8957 89.57%
Skin irritation - 0.5258 52.58%
Skin corrosion - 0.9630 96.30%
Ames mutagenesis - 0.7954 79.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3634 36.34%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8107 81.07%
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 - 0.8609 86.09%
Acute Oral Toxicity (c) III 0.7317 73.17%
Estrogen receptor binding + 0.6750 67.50%
Androgen receptor binding + 0.7014 70.14%
Thyroid receptor binding - 0.5095 50.95%
Glucocorticoid receptor binding + 0.6275 62.75%
Aromatase binding + 0.6150 61.50%
PPAR gamma + 0.5921 59.21%
Honey bee toxicity - 0.8404 84.04%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.7334 73.34%
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 98.73% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.55% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.22% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.23% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.68% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.64% 99.17%
CHEMBL2581 P07339 Cathepsin D 93.04% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 92.23% 98.03%
CHEMBL5255 O00206 Toll-like receptor 4 92.06% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 91.01% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.35% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.17% 82.69%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.47% 95.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.07% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.01% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 87.54% 92.86%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 86.82% 97.29%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.62% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 86.58% 97.79%
CHEMBL4302 P08183 P-glycoprotein 1 83.95% 92.98%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.65% 92.62%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.62% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.56% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.59% 95.50%

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 162905837
LOTUS LTS0140982
wikiData Q105331697