(1R,2R,5S,9S,12S,16R)-5-hydroxy-1,12-dimethyl-5-propan-2-yl-10-oxatetracyclo[7.6.1.02,7.012,16]hexadec-6-ene-8,11-dione

Details

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Internal ID 22b91e5c-b905-4e45-89f8-f7d88812e95c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name (1R,2R,5S,9S,12S,16R)-5-hydroxy-1,12-dimethyl-5-propan-2-yl-10-oxatetracyclo[7.6.1.02,7.012,16]hexadec-6-ene-8,11-dione
SMILES (Canonical) CC(C)C1(CCC2C(=C1)C(=O)C3C4C2(CCCC4(C(=O)O3)C)C)O
SMILES (Isomeric) CC(C)[C@]1(CC[C@H]2C(=C1)C(=O)[C@@H]3[C@@H]4[C@@]2(CCC[C@@]4(C(=O)O3)C)C)O
InChI InChI=1S/C20H28O4/c1-11(2)20(23)9-6-13-12(10-20)14(21)15-16-18(13,3)7-5-8-19(16,4)17(22)24-15/h10-11,13,15-16,23H,5-9H2,1-4H3/t13-,15+,16+,18+,19-,20+/m0/s1
InChI Key UGRRLQKVGXWATD-UYGWLRSGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H28O4
Molecular Weight 332.40 g/mol
Exact Mass 332.19875937 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.03
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,5S,9S,12S,16R)-5-hydroxy-1,12-dimethyl-5-propan-2-yl-10-oxatetracyclo[7.6.1.02,7.012,16]hexadec-6-ene-8,11-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9953 99.53%
Caco-2 + 0.8013 80.13%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8295 82.95%
OATP2B1 inhibitior - 0.8632 86.32%
OATP1B1 inhibitior + 0.8972 89.72%
OATP1B3 inhibitior + 0.8770 87.70%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.5468 54.68%
BSEP inhibitior - 0.8232 82.32%
P-glycoprotein inhibitior - 0.7261 72.61%
P-glycoprotein substrate - 0.7660 76.60%
CYP3A4 substrate + 0.6156 61.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9031 90.31%
CYP3A4 inhibition - 0.6365 63.65%
CYP2C9 inhibition - 0.8531 85.31%
CYP2C19 inhibition - 0.8975 89.75%
CYP2D6 inhibition - 0.9417 94.17%
CYP1A2 inhibition - 0.8507 85.07%
CYP2C8 inhibition - 0.9126 91.26%
CYP inhibitory promiscuity - 0.9558 95.58%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5535 55.35%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9520 95.20%
Skin irritation + 0.6191 61.91%
Skin corrosion - 0.9026 90.26%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.7125 71.25%
skin sensitisation - 0.7459 74.59%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.6724 67.24%
Acute Oral Toxicity (c) III 0.4361 43.61%
Estrogen receptor binding + 0.7498 74.98%
Androgen receptor binding + 0.6824 68.24%
Thyroid receptor binding + 0.6563 65.63%
Glucocorticoid receptor binding + 0.7785 77.85%
Aromatase binding - 0.6673 66.73%
PPAR gamma + 0.6393 63.93%
Honey bee toxicity - 0.9302 93.02%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9937 99.37%

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 95.31% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.62% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.94% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.53% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.28% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.09% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.41% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.94% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.90% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.42% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.30% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.79% 91.07%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.77% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.61% 99.23%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.44% 96.21%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.36% 93.04%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.81% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.59% 89.00%

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.
Juniperus chinensis
Juniperus sabina

Cross-Links

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PubChem 101552747
LOTUS LTS0141085
wikiData Q105272523