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[(1S,4S,6S,7S,9E,12R)-4,9,12-trimethyl-14-oxo-15-propan-2-ylidene-5-oxatricyclo[10.3.0.04,6]pentadec-9-en-7-yl] acetate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 005e9fef-009f-44a6-8d8f-3367967b5f7c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Dolabellane and neodolabellane diterpenoids
IUPAC Name [(1S,4S,6S,7S,9E,12R)-4,9,12-trimethyl-14-oxo-15-propan-2-ylidene-5-oxatricyclo[10.3.0.04,6]pentadec-9-en-7-yl] acetate
SMILES (Canonical) CC1=CCC2(CC(=O)C(=C(C)C)C2CCC3(C(O3)C(C1)OC(=O)C)C)C
SMILES (Isomeric) C/C/1=C\C[C@@]2(CC(=O)C(=C(C)C)[C@H]2CC[C@]3([C@@H](O3)[C@H](C1)OC(=O)C)C)C
InChI InChI=1S/C22H32O4/c1-13(2)19-16-8-10-22(6)20(26-22)18(25-15(4)23)11-14(3)7-9-21(16,5)12-17(19)24/h7,16,18,20H,8-12H2,1-6H3/b14-7+/t16-,18+,20+,21-,22+/m1/s1
InChI Key BBQSAOCTCFTPCK-STWNPLFQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H32O4
Molecular Weight 360.50 g/mol
Exact Mass 360.23005950 g/mol
Topological Polar Surface Area (TPSA) 55.90 Ų
XlogP 3.60
Atomic LogP (AlogP) 4.53
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4S,6S,7S,9E,12R)-4,9,12-trimethyl-14-oxo-15-propan-2-ylidene-5-oxatricyclo[10.3.0.04,6]pentadec-9-en-7-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 + 0.9834 98.34%
Caco-2 + 0.7821 78.21%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6774 67.74%
OATP2B1 inhibitior - 0.8661 86.61%
OATP1B1 inhibitior + 0.9079 90.79%
OATP1B3 inhibitior + 0.9124 91.24%
MATE1 inhibitior + 0.5200 52.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7041 70.41%
P-glycoprotein inhibitior + 0.6091 60.91%
P-glycoprotein substrate - 0.7429 74.29%
CYP3A4 substrate + 0.6780 67.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9003 90.03%
CYP3A4 inhibition - 0.8381 83.81%
CYP2C9 inhibition - 0.7257 72.57%
CYP2C19 inhibition - 0.7455 74.55%
CYP2D6 inhibition - 0.9486 94.86%
CYP1A2 inhibition + 0.5710 57.10%
CYP2C8 inhibition - 0.7868 78.68%
CYP inhibitory promiscuity - 0.9368 93.68%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6127 61.27%
Eye corrosion - 0.9783 97.83%
Eye irritation - 0.8298 82.98%
Skin irritation + 0.4893 48.93%
Skin corrosion - 0.9227 92.27%
Ames mutagenesis - 0.7082 70.82%
Human Ether-a-go-go-Related Gene inhibition - 0.3629 36.29%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.6284 62.84%
skin sensitisation - 0.6641 66.41%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.8333 83.33%
Acute Oral Toxicity (c) III 0.4478 44.78%
Estrogen receptor binding + 0.8417 84.17%
Androgen receptor binding + 0.5193 51.93%
Thyroid receptor binding + 0.6334 63.34%
Glucocorticoid receptor binding + 0.7470 74.70%
Aromatase binding + 0.5290 52.90%
PPAR gamma + 0.5972 59.72%
Honey bee toxicity - 0.7620 76.20%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5250 52.50%
Fish aquatic toxicity + 0.9863 98.63%

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 95.71% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.69% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.45% 94.45%
CHEMBL2581 P07339 Cathepsin D 89.43% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.66% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.29% 93.04%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.47% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.06% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.10% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.52% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.90% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 83.21% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.92% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.87% 86.33%
CHEMBL259 P32245 Melanocortin receptor 4 82.46% 95.38%
CHEMBL5028 O14672 ADAM10 81.92% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.87% 93.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.85% 94.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.83% 94.08%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.13% 94.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.51% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.22% 94.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.11% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.07% 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.
There are no matching plants.

Cross-Links

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PubChem 46887712
LOTUS LTS0072316
wikiData Q104923000