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[(1S,4R,5E,9R)-6,10,10-trimethyl-2-methylidene-4-bicyclo[7.2.0]undec-5-enyl] (6S)-6-hydroxyoctadecanoate

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 8ef6b6af-6f89-428c-89ab-958c0ece130b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(1S,4R,5E,9R)-6,10,10-trimethyl-2-methylidene-4-bicyclo[7.2.0]undec-5-enyl] (6S)-6-hydroxyoctadecanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H58O3/c1-6-7-8-9-10-11-12-13-14-15-18-28(34)19-16-17-20-32(35)36-29-23-26(2)21-22-31-30(27(3)24-29)25-33(31,4)5/h23,28-31,34H,3,6-22,24-25H2,1-2,4-5H3/b26-23+/t28-,29-,30+,31+/m0/s1
InChI Key JNFCABWMLDVFRS-IKVVUUIKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H58O3
Molecular Weight 502.80 g/mol
Exact Mass 502.43859571 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 10.40
Atomic LogP (AlogP) 9.48
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4R,5E,9R)-6,10,10-trimethyl-2-methylidene-4-bicyclo[7.2.0]undec-5-enyl] (6S)-6-hydroxyoctadecanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9960 99.60%
Caco-2 - 0.7131 71.31%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6979 69.79%
OATP2B1 inhibitior - 0.7161 71.61%
OATP1B1 inhibitior + 0.8532 85.32%
OATP1B3 inhibitior + 0.9649 96.49%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8901 89.01%
P-glycoprotein inhibitior + 0.6591 65.91%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6935 69.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8465 84.65%
CYP3A4 inhibition + 0.5576 55.76%
CYP2C9 inhibition - 0.6298 62.98%
CYP2C19 inhibition - 0.6111 61.11%
CYP2D6 inhibition - 0.9213 92.13%
CYP1A2 inhibition - 0.7289 72.89%
CYP2C8 inhibition + 0.5349 53.49%
CYP inhibitory promiscuity - 0.8626 86.26%
UGT catelyzed - 0.5638 56.38%
Carcinogenicity (binary) - 0.9243 92.43%
Carcinogenicity (trinary) Non-required 0.6042 60.42%
Eye corrosion - 0.9723 97.23%
Eye irritation - 0.8047 80.47%
Skin irritation - 0.5364 53.64%
Skin corrosion - 0.9575 95.75%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4735 47.35%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5926 59.26%
skin sensitisation + 0.5539 55.39%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6880 68.80%
Acute Oral Toxicity (c) III 0.6936 69.36%
Estrogen receptor binding + 0.7320 73.20%
Androgen receptor binding + 0.5487 54.87%
Thyroid receptor binding - 0.5935 59.35%
Glucocorticoid receptor binding + 0.6749 67.49%
Aromatase binding + 0.5222 52.22%
PPAR gamma - 0.5889 58.89%
Honey bee toxicity - 0.8598 85.98%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity + 0.6293 62.93%
Fish aquatic toxicity + 0.9923 99.23%

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 99.40% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.05% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.57% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.38% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.12% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.15% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 92.83% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 92.04% 100.00%
CHEMBL230 P35354 Cyclooxygenase-2 92.02% 89.63%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 91.90% 85.94%
CHEMBL2996 Q05655 Protein kinase C delta 91.41% 97.79%
CHEMBL5255 O00206 Toll-like receptor 4 90.09% 92.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.73% 93.03%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.75% 89.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.15% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.91% 91.24%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.81% 96.47%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.57% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.03% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.11% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.89% 90.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.54% 94.33%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.16% 92.86%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.04% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.05% 95.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.58% 94.08%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.34% 97.29%
CHEMBL1871 P10275 Androgen Receptor 81.55% 96.43%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.21% 96.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.36% 95.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.25% 97.50%

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.
There are no matching plants.

Cross-Links

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PubChem 162958715
LOTUS LTS0244191
wikiData Q104665550