[5,14-Bis(hydroxymethyl)-5,9-dimethyl-2-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl] acetate

Details

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Internal ID 720ac5ff-38a9-46d5-8671-6a3f1e21f18b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [5,14-bis(hydroxymethyl)-5,9-dimethyl-2-tetracyclo[11.2.1.01,10.04,9]hexadec-14-enyl] acetate
SMILES (Canonical) CC(=O)OC1CC2C(CCCC2(C3C14CC(CC3)C(=C4)CO)C)(C)CO
SMILES (Isomeric) CC(=O)OC1CC2C(CCCC2(C3C14CC(CC3)C(=C4)CO)C)(C)CO
InChI InChI=1S/C22H34O4/c1-14(25)26-19-9-18-20(2,13-24)7-4-8-21(18,3)17-6-5-15-10-22(17,19)11-16(15)12-23/h11,15,17-19,23-24H,4-10,12-13H2,1-3H3
InChI Key XZVZLQYGHPQQLE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H34O4
Molecular Weight 362.50 g/mol
Exact Mass 362.24570956 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.46
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5,14-Bis(hydroxymethyl)-5,9-dimethyl-2-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 + 0.9825 98.25%
Caco-2 + 0.7107 71.07%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7725 77.25%
OATP2B1 inhibitior - 0.8675 86.75%
OATP1B1 inhibitior + 0.8177 81.77%
OATP1B3 inhibitior + 0.8628 86.28%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6119 61.19%
BSEP inhibitior + 0.7344 73.44%
P-glycoprotein inhibitior - 0.7978 79.78%
P-glycoprotein substrate - 0.7631 76.31%
CYP3A4 substrate + 0.6547 65.47%
CYP2C9 substrate - 0.8070 80.70%
CYP2D6 substrate - 0.8565 85.65%
CYP3A4 inhibition - 0.8701 87.01%
CYP2C9 inhibition - 0.7930 79.30%
CYP2C19 inhibition - 0.8447 84.47%
CYP2D6 inhibition - 0.9175 91.75%
CYP1A2 inhibition - 0.8510 85.10%
CYP2C8 inhibition - 0.6093 60.93%
CYP inhibitory promiscuity - 0.8199 81.99%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6672 66.72%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9488 94.88%
Skin irritation - 0.6667 66.67%
Skin corrosion - 0.9740 97.40%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7219 72.19%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.6848 68.48%
skin sensitisation - 0.8602 86.02%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7256 72.56%
Acute Oral Toxicity (c) III 0.6553 65.53%
Estrogen receptor binding + 0.8789 87.89%
Androgen receptor binding + 0.5969 59.69%
Thyroid receptor binding + 0.6560 65.60%
Glucocorticoid receptor binding + 0.8318 83.18%
Aromatase binding + 0.5415 54.15%
PPAR gamma + 0.6311 63.11%
Honey bee toxicity - 0.8329 83.29%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9877 98.77%

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 96.54% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.81% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.48% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.74% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.27% 97.09%
CHEMBL2581 P07339 Cathepsin D 86.80% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.65% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.89% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.99% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 83.74% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.23% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.94% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.87% 100.00%

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 14487055
LOTUS LTS0076493
wikiData Q105345212