(5-hydroxy-2,5,9,9-tetramethyl-4,4a,6,7,8,9a-hexahydro-3H-benzo[7]annulen-3-yl) 3-hydroxy-4-methoxybenzoate

Details

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Internal ID b73fbff9-d9a1-4018-8331-dcea9642e535
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Himachalane and lippifoliane sesquiterpenoids
IUPAC Name (5-hydroxy-2,5,9,9-tetramethyl-4,4a,6,7,8,9a-hexahydro-3H-benzo[7]annulen-3-yl) 3-hydroxy-4-methoxybenzoate
SMILES (Canonical) CC1=CC2C(CC1OC(=O)C3=CC(=C(C=C3)OC)O)C(CCCC2(C)C)(C)O
SMILES (Isomeric) CC1=CC2C(CC1OC(=O)C3=CC(=C(C=C3)OC)O)C(CCCC2(C)C)(C)O
InChI InChI=1S/C23H32O5/c1-14-11-16-17(23(4,26)10-6-9-22(16,2)3)13-20(14)28-21(25)15-7-8-19(27-5)18(24)12-15/h7-8,11-12,16-17,20,24,26H,6,9-10,13H2,1-5H3
InChI Key NHNLUSZGALQDIN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H32O5
Molecular Weight 388.50 g/mol
Exact Mass 388.22497412 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.47
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5-hydroxy-2,5,9,9-tetramethyl-4,4a,6,7,8,9a-hexahydro-3H-benzo[7]annulen-3-yl) 3-hydroxy-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 + 0.9950 99.50%
Caco-2 - 0.5839 58.39%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7842 78.42%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8584 85.84%
OATP1B3 inhibitior - 0.2175 21.75%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior - 0.4639 46.39%
P-glycoprotein inhibitior + 0.5801 58.01%
P-glycoprotein substrate - 0.5944 59.44%
CYP3A4 substrate + 0.6793 67.93%
CYP2C9 substrate + 0.6009 60.09%
CYP2D6 substrate - 0.8092 80.92%
CYP3A4 inhibition - 0.6338 63.38%
CYP2C9 inhibition + 0.6545 65.45%
CYP2C19 inhibition + 0.7419 74.19%
CYP2D6 inhibition - 0.8870 88.70%
CYP1A2 inhibition + 0.8091 80.91%
CYP2C8 inhibition + 0.8202 82.02%
CYP inhibitory promiscuity - 0.8700 87.00%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8943 89.43%
Carcinogenicity (trinary) Non-required 0.6500 65.00%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9402 94.02%
Skin irritation - 0.6021 60.21%
Skin corrosion - 0.9554 95.54%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3746 37.46%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.5084 50.84%
skin sensitisation - 0.7619 76.19%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.7232 72.32%
Acute Oral Toxicity (c) III 0.4686 46.86%
Estrogen receptor binding + 0.8105 81.05%
Androgen receptor binding - 0.5091 50.91%
Thyroid receptor binding + 0.7328 73.28%
Glucocorticoid receptor binding + 0.7567 75.67%
Aromatase binding + 0.7862 78.62%
PPAR gamma + 0.5520 55.20%
Honey bee toxicity - 0.8463 84.63%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 1.0000 100.00%

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 94.36% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.78% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.68% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.76% 91.11%
CHEMBL4208 P20618 Proteasome component C5 91.42% 90.00%
CHEMBL2535 P11166 Glucose transporter 89.22% 98.75%
CHEMBL340 P08684 Cytochrome P450 3A4 88.81% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.34% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.14% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.49% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.46% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.61% 91.07%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.76% 93.99%
CHEMBL1255126 O15151 Protein Mdm4 85.36% 90.20%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 84.33% 94.42%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.20% 100.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.66% 85.30%
CHEMBL3194 P02766 Transthyretin 81.36% 90.71%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.26% 93.03%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.22% 90.71%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.96% 96.00%
CHEMBL1937 Q92769 Histone deacetylase 2 80.89% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.83% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.14% 96.90%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.06% 92.62%

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 xeromorpha

Cross-Links

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PubChem 71007453
LOTUS LTS0085932
wikiData Q105179494