(1S,4R,9R,10S,13R,16R)-16-hydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one

Details

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Internal ID 5138887c-4ec1-4cf8-937a-a78484ef30c2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name (1S,4R,9R,10S,13R,16R)-16-hydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one
SMILES (Canonical) CC1(CCCC2(C1CCC34C2CCC(C3O)C(=C)C4=O)C)C
SMILES (Isomeric) C[C@@]12CCCC([C@H]1CC[C@]34[C@H]2CC[C@@H]([C@H]3O)C(=C)C4=O)(C)C
InChI InChI=1S/C20H30O2/c1-12-13-6-7-15-19(4)10-5-9-18(2,3)14(19)8-11-20(15,16(12)21)17(13)22/h13-15,17,22H,1,5-11H2,2-4H3/t13-,14-,15+,17-,19-,20-/m1/s1
InChI Key COTLKOPMPRAKRJ-NGZXWKFYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H30O2
Molecular Weight 302.50 g/mol
Exact Mass 302.224580195 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.13
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4R,9R,10S,13R,16R)-16-hydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9973 99.73%
Caco-2 + 0.7697 76.97%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.6261 62.61%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior + 0.8767 87.67%
OATP1B3 inhibitior - 0.2925 29.25%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.7595 75.95%
P-glycoprotein substrate - 0.9357 93.57%
CYP3A4 substrate + 0.5897 58.97%
CYP2C9 substrate - 0.7954 79.54%
CYP2D6 substrate - 0.7970 79.70%
CYP3A4 inhibition - 0.8801 88.01%
CYP2C9 inhibition - 0.5883 58.83%
CYP2C19 inhibition - 0.5198 51.98%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.6280 62.80%
CYP2C8 inhibition - 0.7520 75.20%
CYP inhibitory promiscuity - 0.7766 77.66%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5230 52.30%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.7619 76.19%
Skin irritation + 0.5527 55.27%
Skin corrosion - 0.9566 95.66%
Ames mutagenesis - 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6963 69.63%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.6834 68.34%
skin sensitisation + 0.5129 51.29%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.5616 56.16%
Acute Oral Toxicity (c) III 0.5876 58.76%
Estrogen receptor binding + 0.7891 78.91%
Androgen receptor binding + 0.6218 62.18%
Thyroid receptor binding + 0.7440 74.40%
Glucocorticoid receptor binding + 0.8674 86.74%
Aromatase binding + 0.6536 65.36%
PPAR gamma - 0.5131 51.31%
Honey bee toxicity - 0.8751 87.51%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5734 57.34%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.03% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.10% 91.11%
CHEMBL2581 P07339 Cathepsin D 90.41% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.22% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.85% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 87.82% 94.75%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.48% 96.61%
CHEMBL3012 Q13946 Phosphodiesterase 7A 85.08% 99.29%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.20% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.93% 93.00%
CHEMBL1902 P62942 FK506-binding protein 1A 81.84% 97.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.62% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.46% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.36% 96.38%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.30% 90.08%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.15% 93.04%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.08% 96.09%

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.
Conium maculatum
Croton kongensis
Frullania brasiliensis

Cross-Links

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PubChem 10614344
LOTUS LTS0161893
wikiData Q105343396