[(1S,4S,4aS,5R,7S,8R,8aR)-1,4,5,8-tetrahydroxy-4a-methyl-7-propan-2-yl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-yl]methyl (E)-3-phenylprop-2-enoate

Details

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Internal ID 7f2b4949-74b3-4d63-bc5a-370be2e4086d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name [(1S,4S,4aS,5R,7S,8R,8aR)-1,4,5,8-tetrahydroxy-4a-methyl-7-propan-2-yl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-yl]methyl (E)-3-phenylprop-2-enoate
SMILES (Canonical) CC(C)C1CC(C2(C(CCC(C2C1O)(COC(=O)C=CC3=CC=CC=C3)O)O)C)O
SMILES (Isomeric) CC(C)[C@@H]1C[C@H]([C@@]2([C@H](CC[C@]([C@H]2[C@@H]1O)(COC(=O)/C=C/C3=CC=CC=C3)O)O)C)O
InChI InChI=1S/C24H34O6/c1-15(2)17-13-19(26)23(3)18(25)11-12-24(29,22(23)21(17)28)14-30-20(27)10-9-16-7-5-4-6-8-16/h4-10,15,17-19,21-22,25-26,28-29H,11-14H2,1-3H3/b10-9+/t17-,18-,19+,21+,22-,23-,24+/m0/s1
InChI Key OQYXNMAUHPTYLJ-LVXBYTEESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H34O6
Molecular Weight 418.50 g/mol
Exact Mass 418.23553880 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.15
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4S,4aS,5R,7S,8R,8aR)-1,4,5,8-tetrahydroxy-4a-methyl-7-propan-2-yl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-yl]methyl (E)-3-phenylprop-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 + 0.9755 97.55%
Caco-2 - 0.7898 78.98%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8645 86.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8952 89.52%
OATP1B3 inhibitior + 0.8419 84.19%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7135 71.35%
BSEP inhibitior + 0.9458 94.58%
P-glycoprotein inhibitior - 0.6789 67.89%
P-glycoprotein substrate - 0.5987 59.87%
CYP3A4 substrate + 0.6462 64.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8856 88.56%
CYP3A4 inhibition - 0.8701 87.01%
CYP2C9 inhibition - 0.7305 73.05%
CYP2C19 inhibition - 0.7491 74.91%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition - 0.7091 70.91%
CYP2C8 inhibition + 0.5899 58.99%
CYP inhibitory promiscuity - 0.8650 86.50%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7251 72.51%
Eye corrosion - 0.9948 99.48%
Eye irritation - 0.9535 95.35%
Skin irritation - 0.6472 64.72%
Skin corrosion - 0.9689 96.89%
Ames mutagenesis - 0.7707 77.07%
Human Ether-a-go-go-Related Gene inhibition - 0.4079 40.79%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.5766 57.66%
skin sensitisation - 0.8322 83.22%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.9327 93.27%
Acute Oral Toxicity (c) III 0.5899 58.99%
Estrogen receptor binding + 0.7810 78.10%
Androgen receptor binding + 0.6719 67.19%
Thyroid receptor binding + 0.6127 61.27%
Glucocorticoid receptor binding - 0.4663 46.63%
Aromatase binding + 0.6264 62.64%
PPAR gamma + 0.6830 68.30%
Honey bee toxicity - 0.8482 84.82%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5055 50.55%
Fish aquatic toxicity + 0.9913 99.13%

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
CHEMBL221 P23219 Cyclooxygenase-1 99.45% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.29% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.02% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.11% 91.11%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 95.08% 94.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.83% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.41% 95.56%
CHEMBL2581 P07339 Cathepsin D 92.49% 98.95%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 92.28% 94.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.92% 97.09%
CHEMBL5028 O14672 ADAM10 89.25% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.24% 94.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.69% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.24% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.90% 85.31%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.79% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 81.66% 95.93%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.16% 93.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.09% 93.00%

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.
Verbesina rupestris

Cross-Links

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PubChem 162887891
LOTUS LTS0002234
wikiData Q105197321