(1S,3aS,6S,8aR)-2,3,3a,4,6,7,8,8a-Octahydro-3a,6-dimethyl-1-[(E)-1,5-dimethyl-1,4-hexadienyl]azulene-5(1H)-one

Details

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Internal ID 5edb5ffb-ac76-4909-aa34-091746a87c7a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Sphenolobane diterpenoids
IUPAC Name (1S,3aS,6S,8aR)-3a,6-dimethyl-1-[(2E)-6-methylhepta-2,5-dien-2-yl]-1,2,3,4,6,7,8,8a-octahydroazulen-5-one
SMILES (Canonical) CC1CCC2C(CCC2(CC1=O)C)C(=CCC=C(C)C)C
SMILES (Isomeric) C[C@H]1CC[C@@H]2[C@H](CC[C@]2(CC1=O)C)/C(=C/CC=C(C)C)/C
InChI InChI=1S/C20H32O/c1-14(2)7-6-8-15(3)17-11-12-20(5)13-19(21)16(4)9-10-18(17)20/h7-8,16-18H,6,9-13H2,1-5H3/b15-8+/t16-,17+,18+,20-/m0/s1
InChI Key UGBNGEGMTBRTSC-BFLGVQHBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H32O
Molecular Weight 288.50 g/mol
Exact Mass 288.245315640 g/mol
Topological Polar Surface Area (TPSA) 17.10 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.71
H-Bond Acceptor 1
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3aS,6S,8aR)-2,3,3a,4,6,7,8,8a-Octahydro-3a,6-dimethyl-1-[(E)-1,5-dimethyl-1,4-hexadienyl]azulene-5(1H)-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9959 99.59%
Caco-2 + 0.9274 92.74%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.4079 40.79%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.8916 89.16%
OATP1B3 inhibitior + 0.8906 89.06%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7024 70.24%
P-glycoprotein inhibitior - 0.6717 67.17%
P-glycoprotein substrate - 0.8730 87.30%
CYP3A4 substrate + 0.5971 59.71%
CYP2C9 substrate - 0.8039 80.39%
CYP2D6 substrate - 0.7758 77.58%
CYP3A4 inhibition - 0.9136 91.36%
CYP2C9 inhibition - 0.8698 86.98%
CYP2C19 inhibition - 0.8631 86.31%
CYP2D6 inhibition - 0.9565 95.65%
CYP1A2 inhibition - 0.7215 72.15%
CYP2C8 inhibition - 0.9098 90.98%
CYP inhibitory promiscuity - 0.8213 82.13%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5485 54.85%
Eye corrosion - 0.9598 95.98%
Eye irritation - 0.8894 88.94%
Skin irritation + 0.6710 67.10%
Skin corrosion - 0.9641 96.41%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7520 75.20%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation + 0.8560 85.60%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity - 0.5111 51.11%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.7103 71.03%
Acute Oral Toxicity (c) III 0.6804 68.04%
Estrogen receptor binding - 0.5616 56.16%
Androgen receptor binding + 0.5399 53.99%
Thyroid receptor binding - 0.5232 52.32%
Glucocorticoid receptor binding - 0.5547 55.47%
Aromatase binding - 0.6934 69.34%
PPAR gamma + 0.5391 53.91%
Honey bee toxicity - 0.8822 88.22%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9738 97.38%

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
CHEMBL4040 P28482 MAP kinase ERK2 97.89% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.42% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.06% 91.11%
CHEMBL2581 P07339 Cathepsin D 90.72% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.27% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.63% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.00% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.81% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 86.77% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.54% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.37% 92.94%
CHEMBL1902 P62942 FK506-binding protein 1A 85.88% 97.05%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.53% 93.04%
CHEMBL221 P23219 Cyclooxygenase-1 84.51% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.49% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.14% 95.89%

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.
Anastrophyllum donnianum

Cross-Links

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PubChem 102445552
LOTUS LTS0027899
wikiData Q105272242