[(1S,4aR,8aR)-1-[2-(furan-3-yl)ethyl]-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-2-yl]methanol

Details

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Internal ID efc3cb25-2b40-4e28-a3a9-b8844a506c82
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name [(1S,4aR,8aR)-1-[2-(furan-3-yl)ethyl]-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-2-yl]methanol
SMILES (Canonical) CC1(CCCC2(C1CC=C(C2CCC3=COC=C3)CO)C)C
SMILES (Isomeric) C[C@@]12CCCC([C@H]1CC=C([C@H]2CCC3=COC=C3)CO)(C)C
InChI InChI=1S/C20H30O2/c1-19(2)10-4-11-20(3)17(7-5-15-9-12-22-14-15)16(13-21)6-8-18(19)20/h6,9,12,14,17-18,21H,4-5,7-8,10-11,13H2,1-3H3/t17-,18-,20+/m1/s1
InChI Key SLOWYSAJLSLLBS-GGPKGHCWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H30O2
Molecular Weight 302.50 g/mol
Exact Mass 302.224580195 g/mol
Topological Polar Surface Area (TPSA) 33.40 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.98
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4aR,8aR)-1-[2-(furan-3-yl)ethyl]-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-2-yl]methanol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9933 99.33%
Caco-2 + 0.7996 79.96%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Lysosomes 0.4033 40.33%
OATP2B1 inhibitior - 0.8604 86.04%
OATP1B1 inhibitior - 0.3301 33.01%
OATP1B3 inhibitior + 0.8787 87.87%
MATE1 inhibitior - 0.8812 88.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.5374 53.74%
P-glycoprotein inhibitior - 0.6691 66.91%
P-glycoprotein substrate - 0.7675 76.75%
CYP3A4 substrate + 0.6114 61.14%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.7001 70.01%
CYP3A4 inhibition - 0.5128 51.28%
CYP2C9 inhibition - 0.6253 62.53%
CYP2C19 inhibition + 0.6038 60.38%
CYP2D6 inhibition - 0.8368 83.68%
CYP1A2 inhibition - 0.6277 62.77%
CYP2C8 inhibition + 0.6125 61.25%
CYP inhibitory promiscuity + 0.7329 73.29%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.5691 56.91%
Eye corrosion - 0.9842 98.42%
Eye irritation - 0.9641 96.41%
Skin irritation - 0.7280 72.80%
Skin corrosion - 0.9565 95.65%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8479 84.79%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6134 61.34%
skin sensitisation - 0.5910 59.10%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.7159 71.59%
Acute Oral Toxicity (c) III 0.7175 71.75%
Estrogen receptor binding + 0.6469 64.69%
Androgen receptor binding + 0.6421 64.21%
Thyroid receptor binding + 0.7097 70.97%
Glucocorticoid receptor binding + 0.7593 75.93%
Aromatase binding + 0.5449 54.49%
PPAR gamma - 0.5146 51.46%
Honey bee toxicity - 0.8859 88.59%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5068 50.68%
Fish aquatic toxicity + 0.9958 99.58%

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 96.87% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.86% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.06% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.24% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.30% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.08% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 82.31% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.79% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.46% 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.
Acritopappus morii

Cross-Links

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PubChem 163006115
LOTUS LTS0124078
wikiData Q105255478