[(2R,3R,4S,4aS,8aR)-4-[(3S)-3-acetyloxy-3-methylpent-4-enyl]-3,4,8,8a-tetramethyl-6-oxo-2,3,4a,5-tetrahydro-1H-naphthalen-2-yl] acetate

Details

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Internal ID 1ee7a13d-6469-4a3c-b3a5-ac41779f2b76
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [(2R,3R,4S,4aS,8aR)-4-[(3S)-3-acetyloxy-3-methylpent-4-enyl]-3,4,8,8a-tetramethyl-6-oxo-2,3,4a,5-tetrahydro-1H-naphthalen-2-yl] acetate
SMILES (Canonical) CC1C(CC2(C(C1(C)CCC(C)(C=C)OC(=O)C)CC(=O)C=C2C)C)OC(=O)C
SMILES (Isomeric) C[C@H]1[C@@H](C[C@@]2([C@H]([C@]1(C)CC[C@@](C)(C=C)OC(=O)C)CC(=O)C=C2C)C)OC(=O)C
InChI InChI=1S/C24H36O5/c1-9-22(6,29-18(5)26)10-11-23(7)16(3)20(28-17(4)25)14-24(8)15(2)12-19(27)13-21(23)24/h9,12,16,20-21H,1,10-11,13-14H2,2-8H3/t16-,20+,21-,22+,23+,24-/m0/s1
InChI Key NGULWIXAWSNSRI-NQTWHEGUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H36O5
Molecular Weight 404.50 g/mol
Exact Mass 404.25627424 g/mol
Topological Polar Surface Area (TPSA) 69.70 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.79
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,4aS,8aR)-4-[(3S)-3-acetyloxy-3-methylpent-4-enyl]-3,4,8,8a-tetramethyl-6-oxo-2,3,4a,5-tetrahydro-1H-naphthalen-2-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9931 99.31%
Caco-2 + 0.5873 58.73%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7653 76.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8759 87.59%
OATP1B3 inhibitior + 0.7992 79.92%
MATE1 inhibitior + 0.7800 78.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7656 76.56%
P-glycoprotein inhibitior + 0.8301 83.01%
P-glycoprotein substrate - 0.6661 66.61%
CYP3A4 substrate + 0.6647 66.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9075 90.75%
CYP3A4 inhibition + 0.5075 50.75%
CYP2C9 inhibition - 0.9057 90.57%
CYP2C19 inhibition - 0.8330 83.30%
CYP2D6 inhibition - 0.9546 95.46%
CYP1A2 inhibition - 0.8895 88.95%
CYP2C8 inhibition - 0.6770 67.70%
CYP inhibitory promiscuity - 0.8365 83.65%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9143 91.43%
Carcinogenicity (trinary) Non-required 0.6393 63.93%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.8890 88.90%
Skin irritation + 0.5287 52.87%
Skin corrosion - 0.9773 97.73%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7362 73.62%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.6371 63.71%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.4809 48.09%
Acute Oral Toxicity (c) III 0.8991 89.91%
Estrogen receptor binding + 0.8017 80.17%
Androgen receptor binding + 0.6231 62.31%
Thyroid receptor binding + 0.7670 76.70%
Glucocorticoid receptor binding + 0.8371 83.71%
Aromatase binding + 0.7757 77.57%
PPAR gamma + 0.5893 58.93%
Honey bee toxicity - 0.6203 62.03%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.99% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.90% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.73% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.90% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.67% 96.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.47% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.92% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.23% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.94% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.72% 97.09%
CHEMBL1902 P62942 FK506-binding protein 1A 85.49% 97.05%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.99% 95.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.45% 97.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.44% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.13% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.25% 89.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.47% 90.93%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.16% 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.
Isodon lophanthoides
Plectranthus hereroensis
Stachys annua

Cross-Links

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PubChem 163061983
LOTUS LTS0199396
wikiData Q105125613