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(5Z)-3-[(1S,2S,4aR,6S,8aR)-3,4a,6-trimethyl-2-[(E,4S)-4-methylhex-2-en-2-yl]-2,5,6,7,8,8a-hexahydro-1H-naphthalene-1-carbonyl]-5-[(4-hydroxyphenyl)methylidene]pyrrol-2-one

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 a1638896-6b24-42b3-a2fc-c101b2e3db35
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (5Z)-3-[(1S,2S,4aR,6S,8aR)-3,4a,6-trimethyl-2-[(E,4S)-4-methylhex-2-en-2-yl]-2,5,6,7,8,8a-hexahydro-1H-naphthalene-1-carbonyl]-5-[(4-hydroxyphenyl)methylidene]pyrrol-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H41NO3/c1-7-19(2)14-21(4)28-22(5)18-32(6)17-20(3)8-13-27(32)29(28)30(35)26-16-24(33-31(26)36)15-23-9-11-25(34)12-10-23/h9-12,14-16,18-20,27-29,34H,7-8,13,17H2,1-6H3,(H,33,36)/b21-14+,24-15-/t19-,20-,27+,28-,29-,32-/m0/s1
InChI Key QCTUYJGFLVZOTL-XEUAUFLVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H41NO3
Molecular Weight 487.70 g/mol
Exact Mass 487.30864417 g/mol
Topological Polar Surface Area (TPSA) 66.40 Ų
XlogP 7.90
Atomic LogP (AlogP) 6.99
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5Z)-3-[(1S,2S,4aR,6S,8aR)-3,4a,6-trimethyl-2-[(E,4S)-4-methylhex-2-en-2-yl]-2,5,6,7,8,8a-hexahydro-1H-naphthalene-1-carbonyl]-5-[(4-hydroxyphenyl)methylidene]pyrrol-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.6830 68.30%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Plasma membrane 0.5395 53.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8141 81.41%
OATP1B3 inhibitior + 0.9415 94.15%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.9934 99.34%
P-glycoprotein inhibitior + 0.8844 88.44%
P-glycoprotein substrate + 0.6469 64.69%
CYP3A4 substrate + 0.6832 68.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8628 86.28%
CYP3A4 inhibition + 0.6317 63.17%
CYP2C9 inhibition + 0.5310 53.10%
CYP2C19 inhibition + 0.5289 52.89%
CYP2D6 inhibition - 0.8409 84.09%
CYP1A2 inhibition + 0.6614 66.14%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity + 0.8377 83.77%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4699 46.99%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9487 94.87%
Skin irritation - 0.7590 75.90%
Skin corrosion - 0.9286 92.86%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8737 87.37%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8197 81.97%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.5977 59.77%
Acute Oral Toxicity (c) III 0.5353 53.53%
Estrogen receptor binding + 0.7593 75.93%
Androgen receptor binding + 0.7927 79.27%
Thyroid receptor binding + 0.5819 58.19%
Glucocorticoid receptor binding + 0.8633 86.33%
Aromatase binding + 0.6325 63.25%
PPAR gamma + 0.8274 82.74%
Honey bee toxicity - 0.8343 83.43%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9947 99.47%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.06% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.80% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.05% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.00% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.81% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.66% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.03% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 92.44% 94.80%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.22% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.81% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 88.04% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.70% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.37% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 85.92% 95.93%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 85.51% 83.10%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 85.02% 80.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.97% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.01% 95.89%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.70% 85.11%
CHEMBL4208 P20618 Proteasome component C5 81.62% 90.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.37% 90.93%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.02% 93.56%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.72% 97.28%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.23% 90.08%
CHEMBL2535 P11166 Glucose transporter 80.17% 98.75%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163077778
LOTUS LTS0236126
wikiData Q105218597