2-[8-(hydroxymethyl)-4a-methyl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid

Details

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Internal ID c0da82e0-3f60-4a63-855c-5332630d56bd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
IUPAC Name 2-[8-(hydroxymethyl)-4a-methyl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid
SMILES (Canonical) CC12CCC=C(C1CC(CC2)C(=C)C(=O)O)CO
SMILES (Isomeric) CC12CCC=C(C1CC(CC2)C(=C)C(=O)O)CO
InChI InChI=1S/C15H22O3/c1-10(14(17)18)11-5-7-15(2)6-3-4-12(9-16)13(15)8-11/h4,11,13,16H,1,3,5-9H2,2H3,(H,17,18)
InChI Key YOEADTILRKJHKK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H22O3
Molecular Weight 250.33 g/mol
Exact Mass 250.15689456 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.76
H-Bond Acceptor 2
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 2-[8-(hydroxymethyl)-4a-methyl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9864 98.64%
Caco-2 + 0.6337 63.37%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5295 52.95%
OATP2B1 inhibitior - 0.8540 85.40%
OATP1B1 inhibitior + 0.9142 91.42%
OATP1B3 inhibitior + 0.8696 86.96%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.5274 52.74%
BSEP inhibitior - 0.7719 77.19%
P-glycoprotein inhibitior - 0.9502 95.02%
P-glycoprotein substrate - 0.8073 80.73%
CYP3A4 substrate + 0.5485 54.85%
CYP2C9 substrate - 0.8129 81.29%
CYP2D6 substrate - 0.8957 89.57%
CYP3A4 inhibition - 0.7456 74.56%
CYP2C9 inhibition - 0.7109 71.09%
CYP2C19 inhibition - 0.7538 75.38%
CYP2D6 inhibition - 0.8883 88.83%
CYP1A2 inhibition - 0.7171 71.71%
CYP2C8 inhibition - 0.7053 70.53%
CYP inhibitory promiscuity - 0.7169 71.69%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6282 62.82%
Eye corrosion - 0.9571 95.71%
Eye irritation - 0.5913 59.13%
Skin irritation - 0.7286 72.86%
Skin corrosion - 0.9727 97.27%
Ames mutagenesis - 0.5454 54.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5297 52.97%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.5613 56.13%
skin sensitisation + 0.4722 47.22%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.5477 54.77%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.6279 62.79%
Acute Oral Toxicity (c) III 0.7423 74.23%
Estrogen receptor binding - 0.5536 55.36%
Androgen receptor binding - 0.5067 50.67%
Thyroid receptor binding - 0.6240 62.40%
Glucocorticoid receptor binding + 0.7700 77.00%
Aromatase binding - 0.5494 54.94%
PPAR gamma + 0.5521 55.21%
Honey bee toxicity - 0.9230 92.30%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6700 67.00%
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 98.07% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.97% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.01% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.58% 97.09%
CHEMBL2581 P07339 Cathepsin D 85.18% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.16% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.06% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.03% 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.
Cassinia aculeata

Cross-Links

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PubChem 14191237
LOTUS LTS0066832
wikiData Q105351256