[(1R,4R,6R,7S,8R,9R,10S,11S,13S)-6,7-diacetyloxy-8-hydroxy-5,5,9-trimethyl-14-methylidene-15-oxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

Details

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Internal ID 2b5e268b-0702-411d-8f32-526384af0c38
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1R,4R,6R,7S,8R,9R,10S,11S,13S)-6,7-diacetyloxy-8-hydroxy-5,5,9-trimethyl-14-methylidene-15-oxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
SMILES (Canonical) CC(=O)OC1CC2CC3(C1C4(C(CC3)C(C(C(C4O)OC(=O)C)OC(=O)C)(C)C)C)C(=O)C2=C
SMILES (Isomeric) CC(=O)O[C@H]1C[C@@H]2C[C@]3([C@@H]1[C@]4([C@H](CC3)C([C@H]([C@H]([C@@H]4O)OC(=O)C)OC(=O)C)(C)C)C)C(=O)C2=C
InChI InChI=1S/C26H36O8/c1-12-16-10-17(32-13(2)27)20-25(7)18(8-9-26(20,11-16)21(12)30)24(5,6)23(34-15(4)29)19(22(25)31)33-14(3)28/h16-20,22-23,31H,1,8-11H2,2-7H3/t16-,17+,18-,19+,20+,22+,23+,25-,26-/m1/s1
InChI Key UDGFJJSRKHOJOL-IVKVTPDQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H36O8
Molecular Weight 476.60 g/mol
Exact Mass 476.24101810 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.75
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,4R,6R,7S,8R,9R,10S,11S,13S)-6,7-diacetyloxy-8-hydroxy-5,5,9-trimethyl-14-methylidene-15-oxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9796 97.96%
Caco-2 - 0.7060 70.60%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8177 81.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8973 89.73%
OATP1B3 inhibitior - 0.2467 24.67%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6859 68.59%
P-glycoprotein inhibitior + 0.6180 61.80%
P-glycoprotein substrate - 0.7123 71.23%
CYP3A4 substrate + 0.6997 69.97%
CYP2C9 substrate - 0.7947 79.47%
CYP2D6 substrate - 0.8731 87.31%
CYP3A4 inhibition - 0.8515 85.15%
CYP2C9 inhibition - 0.7954 79.54%
CYP2C19 inhibition - 0.7838 78.38%
CYP2D6 inhibition - 0.9469 94.69%
CYP1A2 inhibition - 0.5860 58.60%
CYP2C8 inhibition - 0.6960 69.60%
CYP inhibitory promiscuity - 0.9376 93.76%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6389 63.89%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.8866 88.66%
Skin irritation + 0.5824 58.24%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.7101 71.01%
Human Ether-a-go-go-Related Gene inhibition - 0.7013 70.13%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5806 58.06%
skin sensitisation - 0.6907 69.07%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.6797 67.97%
Acute Oral Toxicity (c) III 0.4543 45.43%
Estrogen receptor binding + 0.7767 77.67%
Androgen receptor binding + 0.6381 63.81%
Thyroid receptor binding + 0.5393 53.93%
Glucocorticoid receptor binding + 0.7545 75.45%
Aromatase binding + 0.6950 69.50%
PPAR gamma + 0.6311 63.11%
Honey bee toxicity - 0.6662 66.62%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9975 99.75%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.85% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.74% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.75% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.66% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.61% 97.09%
CHEMBL2581 P07339 Cathepsin D 88.91% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 88.08% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.42% 100.00%
CHEMBL259 P32245 Melanocortin receptor 4 85.41% 95.38%
CHEMBL221 P23219 Cyclooxygenase-1 84.64% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.97% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.71% 93.04%
CHEMBL5255 O00206 Toll-like receptor 4 83.32% 92.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.20% 92.94%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.88% 91.07%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.40% 91.03%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.04% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.23% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.15% 94.33%

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.
Isodon lungshengensis

Cross-Links

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PubChem 10624422
LOTUS LTS0177153
wikiData Q105270342