[(1R,4R,8S,9R,10R,12R,13S)-12-acetyloxy-13-(hydroxymethyl)-5,5,9-trimethyl-8-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl] acetate

Details

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Internal ID 83e92527-5396-4739-ba03-df374b1c0750
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(1R,4R,8S,9R,10R,12R,13S)-12-acetyloxy-13-(hydroxymethyl)-5,5,9-trimethyl-8-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl] acetate
SMILES (Canonical) CC(=O)OC1CCC(C2C1(C3CC(C4(CC3(CC2)C=C4)CO)OC(=O)C)C)(C)C
SMILES (Isomeric) CC(=O)O[C@H]1CCC([C@@H]2[C@@]1([C@@H]3C[C@H]([C@]4(C[C@]3(CC2)C=C4)CO)OC(=O)C)C)(C)C
InChI InChI=1S/C24H36O5/c1-15(26)28-19-7-8-21(3,4)17-6-9-23-10-11-24(13-23,14-25)20(29-16(2)27)12-18(23)22(17,19)5/h10-11,17-20,25H,6-9,12-14H2,1-5H3/t17-,18+,19+,20-,22-,23+,24-/m1/s1
InChI Key WRLNWJQBFVMEKW-HSWPYSAYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H36O5
Molecular Weight 404.50 g/mol
Exact Mass 404.25627424 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.03
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,4R,8S,9R,10R,12R,13S)-12-acetyloxy-13-(hydroxymethyl)-5,5,9-trimethyl-8-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9856 98.56%
Caco-2 - 0.5552 55.52%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8539 85.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8569 85.69%
OATP1B3 inhibitior + 0.8483 84.83%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5614 56.14%
BSEP inhibitior + 0.7667 76.67%
P-glycoprotein inhibitior + 0.5745 57.45%
P-glycoprotein substrate - 0.8089 80.89%
CYP3A4 substrate + 0.6755 67.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8629 86.29%
CYP3A4 inhibition - 0.8192 81.92%
CYP2C9 inhibition - 0.6522 65.22%
CYP2C19 inhibition - 0.8280 82.80%
CYP2D6 inhibition - 0.9673 96.73%
CYP1A2 inhibition - 0.8148 81.48%
CYP2C8 inhibition + 0.5407 54.07%
CYP inhibitory promiscuity - 0.8975 89.75%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6797 67.97%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9368 93.68%
Skin irritation - 0.5802 58.02%
Skin corrosion - 0.9629 96.29%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4266 42.66%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.5684 56.84%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.5223 52.23%
Estrogen receptor binding + 0.8985 89.85%
Androgen receptor binding + 0.6267 62.67%
Thyroid receptor binding + 0.6581 65.81%
Glucocorticoid receptor binding + 0.8388 83.88%
Aromatase binding + 0.7488 74.88%
PPAR gamma + 0.7035 70.35%
Honey bee toxicity - 0.8048 80.48%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9955 99.55%

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 98.68% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 96.96% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.04% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.53% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.06% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.26% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.13% 97.25%
CHEMBL2581 P07339 Cathepsin D 86.10% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.05% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.47% 96.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.45% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 84.38% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.28% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.67% 93.04%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.34% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.21% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.36% 82.69%

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.
Sideritis serrata

Cross-Links

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PubChem 8119896
LOTUS LTS0207918
wikiData Q105311379