5-(4-Hydroxy-4-methylpent-2-enyl)-5,8a-dimethyl-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde

Details

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Internal ID a97b2b39-b37d-4894-bf29-dcecd5087ebd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name 5-(4-hydroxy-4-methylpent-2-enyl)-5,8a-dimethyl-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde
SMILES (Canonical) CC1(CCCC2(C1CC=C(C2C=O)C=O)C)CC=CC(C)(C)O
SMILES (Isomeric) CC1(CCCC2(C1CC=C(C2C=O)C=O)C)CC=CC(C)(C)O
InChI InChI=1S/C20H30O3/c1-18(2,23)9-5-10-19(3)11-6-12-20(4)16(14-22)15(13-21)7-8-17(19)20/h5,7,9,13-14,16-17,23H,6,8,10-12H2,1-4H3
InChI Key NLSLPFHXVAAAEH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H30O3
Molecular Weight 318.40 g/mol
Exact Mass 318.21949481 g/mol
Topological Polar Surface Area (TPSA) 54.40 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.86
H-Bond Acceptor 3
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 5-(4-Hydroxy-4-methylpent-2-enyl)-5,8a-dimethyl-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde

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 + 0.7676 76.76%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7522 75.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7913 79.13%
OATP1B3 inhibitior + 0.8613 86.13%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8586 85.86%
P-glycoprotein inhibitior - 0.6938 69.38%
P-glycoprotein substrate - 0.7517 75.17%
CYP3A4 substrate + 0.5912 59.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8929 89.29%
CYP3A4 inhibition - 0.7430 74.30%
CYP2C9 inhibition - 0.6896 68.96%
CYP2C19 inhibition - 0.7764 77.64%
CYP2D6 inhibition - 0.9326 93.26%
CYP1A2 inhibition - 0.8402 84.02%
CYP2C8 inhibition - 0.6441 64.41%
CYP inhibitory promiscuity - 0.5378 53.78%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.6543 65.43%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9600 96.00%
Skin irritation - 0.5241 52.41%
Skin corrosion - 0.9767 97.67%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4075 40.75%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.5851 58.51%
skin sensitisation + 0.7773 77.73%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.6160 61.60%
Acute Oral Toxicity (c) III 0.7655 76.55%
Estrogen receptor binding + 0.7370 73.70%
Androgen receptor binding - 0.5308 53.08%
Thyroid receptor binding + 0.6447 64.47%
Glucocorticoid receptor binding + 0.6191 61.91%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.6161 61.61%
Honey bee toxicity - 0.8930 89.30%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.47% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.33% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.00% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.76% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.34% 95.56%
CHEMBL2581 P07339 Cathepsin D 86.37% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.17% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 83.76% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.70% 97.09%
CHEMBL5028 O14672 ADAM10 80.40% 97.50%

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.
Trichocoleopsis sacculata

Cross-Links

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PubChem 74819500
LOTUS LTS0027092
wikiData Q105181541