(1S,4R,9R,10R,13S,14R)-14-hydroxy-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecan-11-one

Details

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Internal ID d344eb8d-8823-4c1a-b090-fef058a9b2fb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name (1S,4R,9R,10R,13S,14R)-14-hydroxy-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecan-11-one
SMILES (Canonical) CC1(CCCC2(C1CCC34C2C(=O)CC(C3)C(C4)(CO)O)C)C
SMILES (Isomeric) C[C@@]12CCCC([C@H]1CC[C@]34[C@H]2C(=O)C[C@H](C3)[C@](C4)(CO)O)(C)C
InChI InChI=1S/C20H32O3/c1-17(2)6-4-7-18(3)15(17)5-8-19-10-13(9-14(22)16(18)19)20(23,11-19)12-21/h13,15-16,21,23H,4-12H2,1-3H3/t13-,15-,16+,18-,19+,20+/m1/s1
InChI Key BYSCILLICJJVAQ-OGTXFPKISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H32O3
Molecular Weight 320.50 g/mol
Exact Mass 320.23514488 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.32
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4R,9R,10R,13S,14R)-14-hydroxy-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecan-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9915 99.15%
Caco-2 + 0.7506 75.06%
Blood Brain Barrier + 0.6635 66.35%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7420 74.20%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.8679 86.79%
OATP1B3 inhibitior + 0.9466 94.66%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6898 68.98%
BSEP inhibitior - 0.6185 61.85%
P-glycoprotein inhibitior - 0.8853 88.53%
P-glycoprotein substrate - 0.8474 84.74%
CYP3A4 substrate + 0.6469 64.69%
CYP2C9 substrate - 0.6403 64.03%
CYP2D6 substrate - 0.8195 81.95%
CYP3A4 inhibition - 0.8933 89.33%
CYP2C9 inhibition - 0.5999 59.99%
CYP2C19 inhibition - 0.8484 84.84%
CYP2D6 inhibition - 0.9571 95.71%
CYP1A2 inhibition - 0.7415 74.15%
CYP2C8 inhibition - 0.7296 72.96%
CYP inhibitory promiscuity - 0.9517 95.17%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7389 73.89%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9256 92.56%
Skin irritation - 0.6717 67.17%
Skin corrosion - 0.9617 96.17%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7261 72.61%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.6297 62.97%
skin sensitisation - 0.7692 76.92%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.7520 75.20%
Acute Oral Toxicity (c) III 0.6881 68.81%
Estrogen receptor binding + 0.8517 85.17%
Androgen receptor binding + 0.6350 63.50%
Thyroid receptor binding + 0.5752 57.52%
Glucocorticoid receptor binding + 0.8146 81.46%
Aromatase binding + 0.6148 61.48%
PPAR gamma - 0.7748 77.48%
Honey bee toxicity - 0.9026 90.26%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9081 90.81%

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 96.37% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.57% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.38% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.35% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.84% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.88% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.02% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.28% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.02% 95.89%
CHEMBL1902 P62942 FK506-binding protein 1A 83.29% 97.05%
CHEMBL1907 P15144 Aminopeptidase N 82.95% 93.31%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.69% 95.50%
CHEMBL1937 Q92769 Histone deacetylase 2 81.35% 94.75%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.72% 93.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.38% 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.
Callicarpa macrophylla

Cross-Links

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PubChem 162883049
LOTUS LTS0002095
wikiData Q104949800