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[(3R,3aS,5R,8aR)-3a-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3,4,5,8-hexahydroazulen-5-yl] 3,4-dimethoxybenzoate

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 162cc115-88d3-4b37-a361-539fc1d1570f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
IUPAC Name [(3R,3aS,5R,8aR)-3a-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3,4,5,8-hexahydroazulen-5-yl] 3,4-dimethoxybenzoate
SMILES (Canonical) CC1=CCC2(CCC(C2(CC1OC(=O)C3=CC(=C(C=C3)OC)OC)O)C(C)C)C
SMILES (Isomeric) CC1=CC[C@]2(CC[C@@H]([C@]2(C[C@H]1OC(=O)C3=CC(=C(C=C3)OC)OC)O)C(C)C)C
InChI InChI=1S/C24H34O5/c1-15(2)18-10-12-23(4)11-9-16(3)21(14-24(18,23)26)29-22(25)17-7-8-19(27-5)20(13-17)28-6/h7-9,13,15,18,21,26H,10-12,14H2,1-6H3/t18-,21-,23+,24+/m1/s1
InChI Key FRTKCHBXZYXDGA-JIYUALFRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H34O5
Molecular Weight 402.50 g/mol
Exact Mass 402.24062418 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.77
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 [(3R,3aS,5R,8aR)-3a-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3,4,5,8-hexahydroazulen-5-yl] 3,4-dimethoxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9958 99.58%
Caco-2 + 0.6891 68.91%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.7711 77.11%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9274 92.74%
OATP1B3 inhibitior + 0.8035 80.35%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior + 0.8522 85.22%
P-glycoprotein inhibitior + 0.7234 72.34%
P-glycoprotein substrate + 0.6197 61.97%
CYP3A4 substrate + 0.6590 65.90%
CYP2C9 substrate - 0.5808 58.08%
CYP2D6 substrate - 0.8190 81.90%
CYP3A4 inhibition - 0.7384 73.84%
CYP2C9 inhibition + 0.8545 85.45%
CYP2C19 inhibition + 0.9096 90.96%
CYP2D6 inhibition - 0.9275 92.75%
CYP1A2 inhibition + 0.8820 88.20%
CYP2C8 inhibition + 0.7227 72.27%
CYP inhibitory promiscuity - 0.9039 90.39%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5984 59.84%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9479 94.79%
Skin irritation - 0.5547 55.47%
Skin corrosion - 0.9501 95.01%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8487 84.87%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.5915 59.15%
skin sensitisation - 0.7920 79.20%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7448 74.48%
Acute Oral Toxicity (c) II 0.3106 31.06%
Estrogen receptor binding + 0.8398 83.98%
Androgen receptor binding + 0.6279 62.79%
Thyroid receptor binding + 0.6828 68.28%
Glucocorticoid receptor binding + 0.7660 76.60%
Aromatase binding + 0.8246 82.46%
PPAR gamma - 0.5321 53.21%
Honey bee toxicity - 0.8364 83.64%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5452 54.52%
Fish aquatic toxicity + 0.9962 99.62%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.08% 96.09%
CHEMBL2535 P11166 Glucose transporter 93.01% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.93% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.75% 92.94%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 91.67% 93.03%
CHEMBL4208 P20618 Proteasome component C5 89.44% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.75% 97.14%
CHEMBL3492 P49721 Proteasome Macropain subunit 86.52% 90.24%
CHEMBL2581 P07339 Cathepsin D 86.31% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.21% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.19% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.19% 86.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.02% 89.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.86% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.56% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.39% 91.11%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.51% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.83% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.67% 89.00%
CHEMBL4302 P08183 P-glycoprotein 1 83.13% 92.98%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.07% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.28% 96.38%
CHEMBL1871 P10275 Androgen Receptor 81.33% 96.43%

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 communis subsp. linkii

Cross-Links

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PubChem 14313704
LOTUS LTS0105824
wikiData Q105000419