(1S,4R,9R,10S,13S)-5,5,9,13-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-2-one

Details

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Internal ID c7f3aaf4-c3a1-4f9d-9ac1-d61248fa26c2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (1S,4R,9R,10S,13S)-5,5,9,13-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-2-one
SMILES (Canonical) CC1(CCCC2(C1CC(=O)C34C2CCC(C3)(C=C4)C)C)C
SMILES (Isomeric) C[C@]12CC[C@H]3[C@@]4(CCCC([C@H]4CC(=O)[C@@]3(C1)C=C2)(C)C)C
InChI InChI=1S/C20H30O/c1-17(2)7-5-8-19(4)14-6-9-18(3)10-11-20(14,13-18)16(21)12-15(17)19/h10-11,14-15H,5-9,12-13H2,1-4H3/t14-,15+,18+,19-,20+/m0/s1
InChI Key BNWLJEWSJFXLNR-WTNXQADQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H30O
Molecular Weight 286.50 g/mol
Exact Mass 286.229665576 g/mol
Topological Polar Surface Area (TPSA) 17.10 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.15
H-Bond Acceptor 1
H-Bond Donor 0
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,13S)-5,5,9,13-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-2-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 + 0.8304 83.04%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.7714 77.14%
Subcellular localzation Mitochondria 0.4164 41.64%
OATP2B1 inhibitior - 0.8560 85.60%
OATP1B1 inhibitior + 0.8839 88.39%
OATP1B3 inhibitior + 0.9757 97.57%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.5592 55.92%
P-glycoprotein inhibitior - 0.7316 73.16%
P-glycoprotein substrate - 0.9240 92.40%
CYP3A4 substrate + 0.5687 56.87%
CYP2C9 substrate - 0.8052 80.52%
CYP2D6 substrate - 0.8099 80.99%
CYP3A4 inhibition - 0.9284 92.84%
CYP2C9 inhibition - 0.7977 79.77%
CYP2C19 inhibition - 0.6469 64.69%
CYP2D6 inhibition - 0.9602 96.02%
CYP1A2 inhibition - 0.8372 83.72%
CYP2C8 inhibition - 0.7779 77.79%
CYP inhibitory promiscuity - 0.9045 90.45%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5619 56.19%
Eye corrosion - 0.9479 94.79%
Eye irritation - 0.8738 87.38%
Skin irritation + 0.6022 60.22%
Skin corrosion - 0.9645 96.45%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5224 52.24%
Micronuclear - 0.9800 98.00%
Hepatotoxicity - 0.6715 67.15%
skin sensitisation + 0.8123 81.23%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity + 0.5158 51.58%
Acute Oral Toxicity (c) III 0.7795 77.95%
Estrogen receptor binding + 0.6702 67.02%
Androgen receptor binding + 0.6688 66.88%
Thyroid receptor binding + 0.5741 57.41%
Glucocorticoid receptor binding + 0.5490 54.90%
Aromatase binding + 0.6482 64.82%
PPAR gamma - 0.5591 55.91%
Honey bee toxicity - 0.9133 91.33%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9800 98.00%

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
CHEMBL1937 Q92769 Histone deacetylase 2 95.15% 94.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.62% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.50% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.10% 91.11%
CHEMBL2581 P07339 Cathepsin D 88.25% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.44% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.74% 97.09%
CHEMBL3524 P56524 Histone deacetylase 4 86.63% 92.97%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.19% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.97% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.52% 99.23%
CHEMBL1951 P21397 Monoamine oxidase A 81.42% 91.49%

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.
Erythroxylum argentinum

Cross-Links

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PubChem 162941730
LOTUS LTS0132614
wikiData Q104939069