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

Details

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Internal ID 8a9cefe7-b839-4fca-8250-ba15e99778f7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name (1R,2R,4R,9R,10S,13S,16R)-2,16-dihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one
SMILES (Canonical) CC1(CCCC2(C1CC(C34C2CCC(C3O)C(=C)C4=O)O)C)C
SMILES (Isomeric) C[C@@]12CCCC([C@H]1C[C@H]([C@]34[C@H]2CC[C@H]([C@H]3O)C(=C)C4=O)O)(C)C
InChI InChI=1S/C20H30O3/c1-11-12-6-7-13-19(4)9-5-8-18(2,3)14(19)10-15(21)20(13,16(11)22)17(12)23/h12-15,17,21,23H,1,5-10H2,2-4H3/t12-,13-,14+,15+,17+,19-,20-/m0/s1
InChI Key VDKAWCFXCLMFBY-IPDBMXHFSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C20H30O3
Molecular Weight 318.40 g/mol
Exact Mass 318.21949481 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.10
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,4R,9R,10S,13S,16R)-2,16-dihydroxy-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 + 0.9946 99.46%
Caco-2 + 0.6459 64.59%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5756 57.56%
OATP2B1 inhibitior - 0.8606 86.06%
OATP1B1 inhibitior + 0.8758 87.58%
OATP1B3 inhibitior - 0.2604 26.04%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.6471 64.71%
P-glycoprotein inhibitior - 0.7883 78.83%
P-glycoprotein substrate - 0.9041 90.41%
CYP3A4 substrate + 0.6177 61.77%
CYP2C9 substrate - 0.7954 79.54%
CYP2D6 substrate - 0.7970 79.70%
CYP3A4 inhibition - 0.8323 83.23%
CYP2C9 inhibition - 0.6591 65.91%
CYP2C19 inhibition - 0.7626 76.26%
CYP2D6 inhibition - 0.9459 94.59%
CYP1A2 inhibition - 0.8281 82.81%
CYP2C8 inhibition - 0.7377 73.77%
CYP inhibitory promiscuity - 0.8123 81.23%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5480 54.80%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.8720 87.20%
Skin irritation + 0.5672 56.72%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7253 72.53%
Micronuclear - 0.9600 96.00%
Hepatotoxicity - 0.6334 63.34%
skin sensitisation - 0.6327 63.27%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.6510 65.10%
Acute Oral Toxicity (c) I 0.6817 68.17%
Estrogen receptor binding + 0.7868 78.68%
Androgen receptor binding + 0.5353 53.53%
Thyroid receptor binding + 0.6746 67.46%
Glucocorticoid receptor binding + 0.7952 79.52%
Aromatase binding + 0.6187 61.87%
PPAR gamma - 0.5382 53.82%
Honey bee toxicity - 0.8410 84.10%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9951 99.51%

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 97.71% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.80% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.49% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.99% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.34% 95.56%
CHEMBL2581 P07339 Cathepsin D 87.63% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.18% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.82% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.56% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.29% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.26% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.08% 93.04%
CHEMBL1937 Q92769 Histone deacetylase 2 81.97% 94.75%
CHEMBL3012 Q13946 Phosphodiesterase 7A 81.95% 99.29%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.63% 96.61%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.48% 82.69%
CHEMBL1902 P62942 FK506-binding protein 1A 81.39% 97.05%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.48% 90.08%
CHEMBL1871 P10275 Androgen Receptor 80.23% 96.43%

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.
Croton kongensis

Cross-Links

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PubChem 44445571
LOTUS LTS0068433
wikiData Q105284215