Involucrin

Details

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Internal ID d83ecf8f-fc80-40fb-b267-19dd3529d284
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
IUPAC Name [(6Z)-4-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-2-yl] 3,4,5-trimethoxybenzoate
SMILES (Canonical) CC1=CCCC2(C(O2)C(C(C(C1)OC(=O)C)C(C)C)OC(=O)C3=CC(=C(C(=C3)OC)OC)OC)C
SMILES (Isomeric) C/C/1=C/CCC2(C(O2)C(C(C(C1)OC(=O)C)C(C)C)OC(=O)C3=CC(=C(C(=C3)OC)OC)OC)C
InChI InChI=1S/C27H38O8/c1-15(2)22-19(33-17(4)28)12-16(3)10-9-11-27(5)25(35-27)24(22)34-26(29)18-13-20(30-6)23(32-8)21(14-18)31-7/h10,13-15,19,22,24-25H,9,11-12H2,1-8H3/b16-10-
InChI Key FSBLXTAIINGBJY-YBEGLDIGSA-N
Popularity 905 references in papers

Physical and Chemical Properties

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Molecular Formula C27H38O8
Molecular Weight 490.60 g/mol
Exact Mass 490.25666817 g/mol
Topological Polar Surface Area (TPSA) 92.80 Ų
XlogP 4.70
Atomic LogP (AlogP) 4.73
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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60108-77-2
[(6Z)-4-acetyloxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-2-yl] 3,4,5-trimethoxybenzoate
Benzoic acid, 3,4,5-trimethoxy-, 4-(acetyloxy)-6,10-dimethyl-3-(1-methylethyl)-11-oxabicyclo(8.1.0)undec-6-en-2-yl ester

2D Structure

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2D Structure of Involucrin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9909 99.09%
Caco-2 + 0.5126 51.26%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7327 73.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9008 90.08%
OATP1B3 inhibitior + 0.9458 94.58%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8946 89.46%
P-glycoprotein inhibitior + 0.8486 84.86%
P-glycoprotein substrate - 0.5549 55.49%
CYP3A4 substrate + 0.6763 67.63%
CYP2C9 substrate - 0.6194 61.94%
CYP2D6 substrate - 0.8346 83.46%
CYP3A4 inhibition - 0.5368 53.68%
CYP2C9 inhibition - 0.7432 74.32%
CYP2C19 inhibition + 0.5976 59.76%
CYP2D6 inhibition - 0.9253 92.53%
CYP1A2 inhibition + 0.6894 68.94%
CYP2C8 inhibition + 0.6773 67.73%
CYP inhibitory promiscuity - 0.8614 86.14%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8843 88.43%
Carcinogenicity (trinary) Non-required 0.6390 63.90%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.8903 89.03%
Skin irritation - 0.7158 71.58%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7360 73.60%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.6323 63.23%
skin sensitisation - 0.7249 72.49%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7059 70.59%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7136 71.36%
Acute Oral Toxicity (c) III 0.4077 40.77%
Estrogen receptor binding + 0.7366 73.66%
Androgen receptor binding + 0.5641 56.41%
Thyroid receptor binding + 0.6620 66.20%
Glucocorticoid receptor binding + 0.8273 82.73%
Aromatase binding + 0.6323 63.23%
PPAR gamma + 0.6851 68.51%
Honey bee toxicity - 0.6421 64.21%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5487 54.87%
Fish aquatic toxicity + 0.9964 99.64%

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 98.02% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.12% 91.11%
CHEMBL4302 P08183 P-glycoprotein 1 92.42% 92.98%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.17% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.44% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 88.68% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.56% 95.89%
CHEMBL2581 P07339 Cathepsin D 85.95% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.50% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.86% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.17% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.96% 93.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.94% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.93% 99.17%
CHEMBL2535 P11166 Glucose transporter 83.75% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.74% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.61% 96.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.45% 98.75%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.26% 89.50%
CHEMBL4208 P20618 Proteasome component C5 81.88% 90.00%
CHEMBL5028 O14672 ADAM10 81.77% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.73% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.72% 96.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.47% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.25% 100.00%

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 leucographa

Cross-Links

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PubChem 6437078
LOTUS LTS0014108
wikiData Q105000553