[3-Hydroxy-6,8a-dimethyl-8-(2-methylbut-2-enoyloxy)-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 2-methylbut-2-enoate

Details

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Internal ID 4de2dd94-8d98-4b50-80a8-b96ed578faa3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [3-hydroxy-6,8a-dimethyl-8-(2-methylbut-2-enoyloxy)-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(=CC(C2(C1C(CC2)(C(C)C)O)C)OC(=O)C(=CC)C)C
SMILES (Isomeric) CC=C(C)C(=O)OC1CC(=CC(C2(C1C(CC2)(C(C)C)O)C)OC(=O)C(=CC)C)C
InChI InChI=1S/C25H38O5/c1-9-17(6)22(26)29-19-13-16(5)14-20(30-23(27)18(7)10-2)24(8)11-12-25(28,15(3)4)21(19)24/h9-10,14-15,19-21,28H,11-13H2,1-8H3
InChI Key FVVSHRMUDMBKFA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H38O5
Molecular Weight 418.60 g/mol
Exact Mass 418.27192431 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 5.00
Atomic LogP (AlogP) 4.90
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3-Hydroxy-6,8a-dimethyl-8-(2-methylbut-2-enoyloxy)-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 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 + 0.9888 98.88%
Caco-2 + 0.5773 57.73%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7154 71.54%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.8768 87.68%
OATP1B3 inhibitior + 0.7969 79.69%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior + 0.8949 89.49%
P-glycoprotein inhibitior + 0.7759 77.59%
P-glycoprotein substrate - 0.6444 64.44%
CYP3A4 substrate + 0.6354 63.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8978 89.78%
CYP3A4 inhibition - 0.8819 88.19%
CYP2C9 inhibition - 0.5816 58.16%
CYP2C19 inhibition - 0.7259 72.59%
CYP2D6 inhibition - 0.9514 95.14%
CYP1A2 inhibition - 0.5594 55.94%
CYP2C8 inhibition - 0.8565 85.65%
CYP inhibitory promiscuity - 0.9626 96.26%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5997 59.97%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9272 92.72%
Skin irritation + 0.6107 61.07%
Skin corrosion - 0.9159 91.59%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7198 71.98%
Micronuclear - 0.7900 79.00%
Hepatotoxicity + 0.5490 54.90%
skin sensitisation - 0.6766 67.66%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.6739 67.39%
Acute Oral Toxicity (c) II 0.4142 41.42%
Estrogen receptor binding + 0.7301 73.01%
Androgen receptor binding + 0.5222 52.22%
Thyroid receptor binding + 0.5434 54.34%
Glucocorticoid receptor binding + 0.7468 74.68%
Aromatase binding + 0.6203 62.03%
PPAR gamma + 0.6563 65.63%
Honey bee toxicity - 0.7572 75.72%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6555 65.55%
Fish aquatic toxicity + 0.9809 98.09%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.53% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.61% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.55% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 92.23% 90.17%
CHEMBL2581 P07339 Cathepsin D 89.46% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.11% 95.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.08% 97.21%
CHEMBL1937 Q92769 Histone deacetylase 2 83.72% 94.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.30% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 82.49% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.18% 97.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.08% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.40% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.10% 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.
Ferula pallida

Cross-Links

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PubChem 76157167
LOTUS LTS0207449
wikiData Q105002825