[(E)-5-[(1R,3R,4aS,8aS)-3-acetyloxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enyl] acetate

Details

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Internal ID 2a3a784b-1aab-4af9-9af1-d8e00440b944
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(E)-5-[(1R,3R,4aS,8aS)-3-acetyloxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enyl] acetate
SMILES (Canonical) CC(=CCOC(=O)C)CCC1C(=C)C(CC2C1(CCCC2(C)C)C)OC(=O)C
SMILES (Isomeric) C/C(=C\COC(=O)C)/CC[C@H]1C(=C)[C@@H](C[C@@H]2[C@@]1(CCCC2(C)C)C)OC(=O)C
InChI InChI=1S/C24H38O4/c1-16(11-14-27-18(3)25)9-10-20-17(2)21(28-19(4)26)15-22-23(5,6)12-8-13-24(20,22)7/h11,20-22H,2,8-10,12-15H2,1,3-7H3/b16-11+/t20-,21+,22-,24+/m0/s1
InChI Key KNTOFVMVMOOLLQ-RLBDBNPBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H38O4
Molecular Weight 390.60 g/mol
Exact Mass 390.27700969 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 5.90
Atomic LogP (AlogP) 5.62
H-Bond Acceptor 4
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 [(E)-5-[(1R,3R,4aS,8aS)-3-acetyloxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9936 99.36%
Caco-2 + 0.6815 68.15%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8702 87.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8297 82.97%
OATP1B3 inhibitior + 0.7930 79.30%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9339 93.39%
P-glycoprotein inhibitior + 0.7257 72.57%
P-glycoprotein substrate - 0.7759 77.59%
CYP3A4 substrate + 0.6602 66.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.6422 64.22%
CYP2C9 inhibition - 0.7787 77.87%
CYP2C19 inhibition - 0.7465 74.65%
CYP2D6 inhibition - 0.9348 93.48%
CYP1A2 inhibition - 0.8388 83.88%
CYP2C8 inhibition + 0.5730 57.30%
CYP inhibitory promiscuity - 0.7719 77.19%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5965 59.65%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.8211 82.11%
Skin irritation - 0.5868 58.68%
Skin corrosion - 0.9802 98.02%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7367 73.67%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.6620 66.20%
skin sensitisation - 0.6392 63.92%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.4499 44.99%
Acute Oral Toxicity (c) III 0.8457 84.57%
Estrogen receptor binding - 0.5449 54.49%
Androgen receptor binding + 0.5744 57.44%
Thyroid receptor binding + 0.7021 70.21%
Glucocorticoid receptor binding + 0.7367 73.67%
Aromatase binding + 0.6142 61.42%
PPAR gamma + 0.5609 56.09%
Honey bee toxicity - 0.7463 74.63%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6155 61.55%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.51% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.96% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.02% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.77% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.66% 82.69%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.73% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 85.68% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.31% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.16% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.94% 94.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.47% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.18% 91.24%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.65% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.63% 91.07%
CHEMBL2581 P07339 Cathepsin D 80.46% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.43% 86.33%

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.
Parentucellia latifolia

Cross-Links

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PubChem 102056134
LOTUS LTS0031500
wikiData Q104203205