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[(3S,3aR,4S,9aR,9bS)-3,6,9-trimethyl-3-[(Z)-2-methylbut-2-enoyl]oxy-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-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 36355d30-227b-4cc9-9e78-f5d5fa4bbc2e
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Methoxybenzoic acids and derivatives > P-methoxybenzoic acids and derivatives
IUPAC Name [(3S,3aR,4S,9aR,9bS)-3,6,9-trimethyl-3-[(Z)-2-methylbut-2-enoyl]oxy-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 3,4-dimethoxybenzoate
SMILES (Canonical) CC=C(C)C(=O)OC1(C2C(CC(=C3C(C2OC1=O)C(=CC3=O)C)C)OC(=O)C4=CC(=C(C=C4)OC)OC)C
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@]1([C@@H]2[C@H](CC(=C3[C@H]([C@@H]2OC1=O)C(=CC3=O)C)C)OC(=O)C4=CC(=C(C=C4)OC)OC)C
InChI InChI=1S/C29H32O9/c1-8-14(2)26(31)38-29(5)24-21(36-27(32)17-9-10-19(34-6)20(13-17)35-7)12-16(4)22-18(30)11-15(3)23(22)25(24)37-28(29)33/h8-11,13,21,23-25H,12H2,1-7H3/b14-8-/t21-,23+,24+,25-,29-/m0/s1
InChI Key UIJZXHZBUHQMMR-XWPJAPBASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H32O9
Molecular Weight 524.60 g/mol
Exact Mass 524.20463259 g/mol
Topological Polar Surface Area (TPSA) 114.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.90
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,3aR,4S,9aR,9bS)-3,6,9-trimethyl-3-[(Z)-2-methylbut-2-enoyl]oxy-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-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 + 0.9943 99.43%
Caco-2 - 0.6509 65.09%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6260 62.60%
OATP2B1 inhibitior - 0.8610 86.10%
OATP1B1 inhibitior + 0.8664 86.64%
OATP1B3 inhibitior + 0.9318 93.18%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9506 95.06%
P-glycoprotein inhibitior + 0.9260 92.60%
P-glycoprotein substrate + 0.6416 64.16%
CYP3A4 substrate + 0.7035 70.35%
CYP2C9 substrate - 0.5986 59.86%
CYP2D6 substrate - 0.8780 87.80%
CYP3A4 inhibition + 0.5299 52.99%
CYP2C9 inhibition - 0.7906 79.06%
CYP2C19 inhibition - 0.6816 68.16%
CYP2D6 inhibition - 0.9460 94.60%
CYP1A2 inhibition - 0.5629 56.29%
CYP2C8 inhibition + 0.7630 76.30%
CYP inhibitory promiscuity - 0.5631 56.31%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9243 92.43%
Carcinogenicity (trinary) Non-required 0.4048 40.48%
Eye corrosion - 0.9791 97.91%
Eye irritation - 0.8836 88.36%
Skin irritation - 0.7489 74.89%
Skin corrosion - 0.9339 93.39%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8696 86.96%
Micronuclear + 0.5559 55.59%
Hepatotoxicity + 0.6678 66.78%
skin sensitisation - 0.7056 70.56%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.6923 69.23%
Acute Oral Toxicity (c) III 0.3401 34.01%
Estrogen receptor binding + 0.8379 83.79%
Androgen receptor binding + 0.6696 66.96%
Thyroid receptor binding + 0.6472 64.72%
Glucocorticoid receptor binding + 0.8587 85.87%
Aromatase binding + 0.6044 60.44%
PPAR gamma + 0.7466 74.66%
Honey bee toxicity - 0.7290 72.90%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5182 51.82%
Fish aquatic toxicity + 0.9854 98.54%

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
CHEMBL241 Q14432 Phosphodiesterase 3A 98.31% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.17% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 94.69% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.48% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.89% 91.07%
CHEMBL2535 P11166 Glucose transporter 89.84% 98.75%
CHEMBL4208 P20618 Proteasome component C5 89.58% 90.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.39% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.31% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.15% 91.11%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 88.87% 97.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.12% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.50% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.44% 94.00%
CHEMBL2581 P07339 Cathepsin D 85.40% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.01% 93.99%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.73% 96.95%
CHEMBL340 P08684 Cytochrome P450 3A4 84.28% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.61% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.45% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.64% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.62% 97.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.77% 93.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.57% 96.00%

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.
Ferula diversivittata

Cross-Links

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PubChem 102026089
LOTUS LTS0243909
wikiData Q105273414