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[(1R,3R,3aS,4S,6R,8aR)-1-acetyloxy-3,6-dihydroxy-6,8a-dimethyl-8-oxo-3-propan-2-yl-1,2,3a,4,5,7-hexahydroazulen-4-yl] 4-methoxybenzoate

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 fa7130ac-10af-4e12-abdf-c4ed0487adcd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [(1R,3R,3aS,4S,6R,8aR)-1-acetyloxy-3,6-dihydroxy-6,8a-dimethyl-8-oxo-3-propan-2-yl-1,2,3a,4,5,7-hexahydroazulen-4-yl] 4-methoxybenzoate
SMILES (Canonical) CC(C)C1(CC(C2(C1C(CC(CC2=O)(C)O)OC(=O)C3=CC=C(C=C3)OC)C)OC(=O)C)O
SMILES (Isomeric) CC(C)[C@@]1(C[C@H]([C@]2([C@H]1[C@H](C[C@@](CC2=O)(C)O)OC(=O)C3=CC=C(C=C3)OC)C)OC(=O)C)O
InChI InChI=1S/C25H34O8/c1-14(2)25(30)13-20(32-15(3)26)24(5)19(27)12-23(4,29)11-18(21(24)25)33-22(28)16-7-9-17(31-6)10-8-16/h7-10,14,18,20-21,29-30H,11-13H2,1-6H3/t18-,20+,21+,23+,24-,25+/m0/s1
InChI Key LUQKSULNNAXJGH-GVLQAJRISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H34O8
Molecular Weight 462.50 g/mol
Exact Mass 462.22536804 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.68
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3R,3aS,4S,6R,8aR)-1-acetyloxy-3,6-dihydroxy-6,8a-dimethyl-8-oxo-3-propan-2-yl-1,2,3a,4,5,7-hexahydroazulen-4-yl] 4-methoxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9866 98.66%
Caco-2 - 0.5269 52.69%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6991 69.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9038 90.38%
OATP1B3 inhibitior + 0.8718 87.18%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6443 64.43%
P-glycoprotein inhibitior + 0.7161 71.61%
P-glycoprotein substrate - 0.5952 59.52%
CYP3A4 substrate + 0.6624 66.24%
CYP2C9 substrate - 0.8111 81.11%
CYP2D6 substrate - 0.8392 83.92%
CYP3A4 inhibition - 0.7982 79.82%
CYP2C9 inhibition - 0.7737 77.37%
CYP2C19 inhibition - 0.8216 82.16%
CYP2D6 inhibition - 0.9425 94.25%
CYP1A2 inhibition - 0.5958 59.58%
CYP2C8 inhibition - 0.6198 61.98%
CYP inhibitory promiscuity - 0.9683 96.83%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8536 85.36%
Carcinogenicity (trinary) Non-required 0.6040 60.40%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9276 92.76%
Skin irritation - 0.6358 63.58%
Skin corrosion - 0.9267 92.67%
Ames mutagenesis - 0.6654 66.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6739 67.39%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8343 83.43%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.4550 45.50%
Acute Oral Toxicity (c) II 0.4318 43.18%
Estrogen receptor binding + 0.7632 76.32%
Androgen receptor binding + 0.6406 64.06%
Thyroid receptor binding + 0.6571 65.71%
Glucocorticoid receptor binding + 0.7474 74.74%
Aromatase binding + 0.6270 62.70%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.9052 90.52%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9875 98.75%

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 98.35% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.22% 91.11%
CHEMBL4208 P20618 Proteasome component C5 96.25% 90.00%
CHEMBL221 P23219 Cyclooxygenase-1 95.74% 90.17%
CHEMBL2581 P07339 Cathepsin D 93.99% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.98% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.92% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.92% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.56% 82.69%
CHEMBL1907 P15144 Aminopeptidase N 88.47% 93.31%
CHEMBL340 P08684 Cytochrome P450 3A4 88.37% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.43% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.89% 93.99%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.51% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.49% 91.07%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.47% 97.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.90% 99.17%
CHEMBL2535 P11166 Glucose transporter 82.55% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.49% 96.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.22% 96.00%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 81.94% 94.97%
CHEMBL2996 Q05655 Protein kinase C delta 81.19% 97.79%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.07% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.71% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.44% 95.89%
CHEMBL3820 P35557 Hexokinase type IV 80.00% 91.96%

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 vesceritensis

Cross-Links

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PubChem 162875433
LOTUS LTS0275084
wikiData Q105157583