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[(1R,2R,4aS,5R,7R,8aR)-5-hydroxy-1,8a-dimethyl-6-oxo-7-prop-1-en-2-yl-1,2,3,4,4a,5,7,8-octahydronaphthalen-2-yl] (E)-2-methylbut-2-enoate

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 fb17cac4-f77b-482d-b8ed-ee81c051d6ed
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
IUPAC Name [(1R,2R,4aS,5R,7R,8aR)-5-hydroxy-1,8a-dimethyl-6-oxo-7-prop-1-en-2-yl-1,2,3,4,4a,5,7,8-octahydronaphthalen-2-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CCC2C(C(=O)C(CC2(C1C)C)C(=C)C)O
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@@H]1CC[C@@H]2[C@H](C(=O)[C@H](C[C@@]2([C@H]1C)C)C(=C)C)O
InChI InChI=1S/C20H30O4/c1-7-12(4)19(23)24-16-9-8-15-18(22)17(21)14(11(2)3)10-20(15,6)13(16)5/h7,13-16,18,22H,2,8-10H2,1,3-6H3/b12-7+/t13-,14+,15+,16+,18+,20+/m0/s1
InChI Key OYZPDCNJODPOBW-BRJGOWFHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H30O4
Molecular Weight 334.40 g/mol
Exact Mass 334.21440943 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.44
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,4aS,5R,7R,8aR)-5-hydroxy-1,8a-dimethyl-6-oxo-7-prop-1-en-2-yl-1,2,3,4,4a,5,7,8-octahydronaphthalen-2-yl] (E)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9854 98.54%
Caco-2 + 0.6190 61.90%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.8559 85.59%
OATP2B1 inhibitior - 0.8615 86.15%
OATP1B1 inhibitior + 0.8771 87.71%
OATP1B3 inhibitior - 0.2664 26.64%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.6592 65.92%
BSEP inhibitior - 0.6038 60.38%
P-glycoprotein inhibitior - 0.6725 67.25%
P-glycoprotein substrate - 0.7420 74.20%
CYP3A4 substrate + 0.6694 66.94%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9017 90.17%
CYP3A4 inhibition - 0.6482 64.82%
CYP2C9 inhibition - 0.9093 90.93%
CYP2C19 inhibition - 0.8524 85.24%
CYP2D6 inhibition - 0.9459 94.59%
CYP1A2 inhibition - 0.6977 69.77%
CYP2C8 inhibition - 0.8057 80.57%
CYP inhibitory promiscuity - 0.9570 95.70%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9743 97.43%
Carcinogenicity (trinary) Non-required 0.6485 64.85%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9191 91.91%
Skin irritation + 0.6280 62.80%
Skin corrosion - 0.9589 95.89%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.5783 57.83%
skin sensitisation - 0.6807 68.07%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.8466 84.66%
Acute Oral Toxicity (c) III 0.6314 63.14%
Estrogen receptor binding + 0.7529 75.29%
Androgen receptor binding + 0.5257 52.57%
Thyroid receptor binding + 0.5228 52.28%
Glucocorticoid receptor binding + 0.7176 71.76%
Aromatase binding - 0.5306 53.06%
PPAR gamma - 0.5649 56.49%
Honey bee toxicity - 0.6453 64.53%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5700 57.00%
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 96.75% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.84% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 91.63% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.10% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 87.84% 90.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.34% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.22% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.35% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.13% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.69% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.24% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.96% 97.25%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.80% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.53% 94.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.36% 96.38%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.36% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.00% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.89% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.70% 95.89%
CHEMBL1871 P10275 Androgen Receptor 80.57% 96.43%
CHEMBL1902 P62942 FK506-binding protein 1A 80.20% 97.05%

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.
Senecio sylvaticus

Cross-Links

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PubChem 162933117
LOTUS LTS0008107
wikiData Q105203635