[(1R,2S,4R,5S,9R,10S,13R)-2-acetyloxy-5-(hydroxymethyl)-5,9-dimethyl-14-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl]methyl acetate

Details

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Internal ID ed4fb842-736f-40ee-86f1-5704cfffe096
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1R,2S,4R,5S,9R,10S,13R)-2-acetyloxy-5-(hydroxymethyl)-5,9-dimethyl-14-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl]methyl acetate
SMILES (Canonical) CC(=O)OCC1=CC23CC1CCC2C4(CCCC(C4CC3OC(=O)C)(C)CO)C
SMILES (Isomeric) CC(=O)OCC1=C[C@]23C[C@H]1CC[C@H]2[C@@]4(CCC[C@]([C@@H]4C[C@@H]3OC(=O)C)(C)CO)C
InChI InChI=1S/C24H36O5/c1-15(26)28-13-18-12-24-11-17(18)6-7-19(24)23(4)9-5-8-22(3,14-25)20(23)10-21(24)29-16(2)27/h12,17,19-21,25H,5-11,13-14H2,1-4H3/t17-,19+,20+,21+,22-,23+,24-/m1/s1
InChI Key IQQBTSWNKGZDKB-XHPIFXCPSA-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 3.90
Atomic LogP (AlogP) 4.03
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9835 98.35%
Caco-2 + 0.5455 54.55%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8189 81.89%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8212 82.12%
OATP1B3 inhibitior + 0.8935 89.35%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5048 50.48%
BSEP inhibitior + 0.9442 94.42%
P-glycoprotein inhibitior - 0.5299 52.99%
P-glycoprotein substrate - 0.7695 76.95%
CYP3A4 substrate + 0.6698 66.98%
CYP2C9 substrate - 0.8070 80.70%
CYP2D6 substrate - 0.8565 85.65%
CYP3A4 inhibition - 0.8354 83.54%
CYP2C9 inhibition - 0.7602 76.02%
CYP2C19 inhibition - 0.8309 83.09%
CYP2D6 inhibition - 0.9237 92.37%
CYP1A2 inhibition - 0.8592 85.92%
CYP2C8 inhibition + 0.5120 51.20%
CYP inhibitory promiscuity - 0.8747 87.47%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6774 67.74%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9073 90.73%
Skin irritation - 0.6198 61.98%
Skin corrosion - 0.9704 97.04%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7607 76.07%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8736 87.36%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.5939 59.39%
Acute Oral Toxicity (c) III 0.6785 67.85%
Estrogen receptor binding + 0.9058 90.58%
Androgen receptor binding + 0.6226 62.26%
Thyroid receptor binding + 0.6387 63.87%
Glucocorticoid receptor binding + 0.8866 88.66%
Aromatase binding + 0.6386 63.86%
PPAR gamma + 0.6309 63.09%
Honey bee toxicity - 0.8131 81.31%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9913 99.13%

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 97.21% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.51% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.91% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.29% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.01% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.26% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.47% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 86.05% 91.19%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.74% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.27% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.25% 95.89%
CHEMBL2581 P07339 Cathepsin D 82.88% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.02% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.20% 92.62%

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 cystosiphon

Cross-Links

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PubChem 163102695
LOTUS LTS0170587
wikiData Q105118526