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1-hydroxy-8-(1H-indol-3-yl)-4,4a,7-trimethyl-9-prop-1-en-2-yl-2,3,4,5,6,7,7a,8,9,10-decahydro-1H-benzo[j]naphthalen-11-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 42b42894-5632-42c3-86ca-50b2e7799f84
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name 1-hydroxy-8-(1H-indol-3-yl)-4,4a,7-trimethyl-9-prop-1-en-2-yl-2,3,4,5,6,7,7a,8,9,10-decahydro-1H-benzo[j]naphthalen-11-one
SMILES (Canonical) CC1CCC2(C(CCC(C23C1C(C(CC3=O)C(=C)C)C4=CNC5=CC=CC=C54)O)C)C
SMILES (Isomeric) CC1CCC2(C(CCC(C23C1C(C(CC3=O)C(=C)C)C4=CNC5=CC=CC=C54)O)C)C
InChI InChI=1S/C28H37NO2/c1-16(2)20-14-24(31)28-23(30)11-10-18(4)27(28,5)13-12-17(3)26(28)25(20)21-15-29-22-9-7-6-8-19(21)22/h6-9,15,17-18,20,23,25-26,29-30H,1,10-14H2,2-5H3
InChI Key CTCFXRNJXWQDJI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H37NO2
Molecular Weight 419.60 g/mol
Exact Mass 419.282429423 g/mol
Topological Polar Surface Area (TPSA) 53.10 Ų
XlogP 6.20
Atomic LogP (AlogP) 6.25
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-hydroxy-8-(1H-indol-3-yl)-4,4a,7-trimethyl-9-prop-1-en-2-yl-2,3,4,5,6,7,7a,8,9,10-decahydro-1H-benzo[j]naphthalen-11-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 + 0.5531 55.31%
Blood Brain Barrier + 0.5629 56.29%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.4801 48.01%
OATP2B1 inhibitior - 0.8626 86.26%
OATP1B1 inhibitior + 0.8748 87.48%
OATP1B3 inhibitior + 0.9151 91.51%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9158 91.58%
P-glycoprotein inhibitior - 0.4320 43.20%
P-glycoprotein substrate + 0.6467 64.67%
CYP3A4 substrate + 0.6977 69.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7272 72.72%
CYP3A4 inhibition - 0.5247 52.47%
CYP2C9 inhibition - 0.7586 75.86%
CYP2C19 inhibition + 0.5755 57.55%
CYP2D6 inhibition - 0.8969 89.69%
CYP1A2 inhibition + 0.7350 73.50%
CYP2C8 inhibition + 0.5945 59.45%
CYP inhibitory promiscuity + 0.5817 58.17%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4686 46.86%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9720 97.20%
Skin irritation - 0.7123 71.23%
Skin corrosion - 0.9345 93.45%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8669 86.69%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.7320 73.20%
skin sensitisation - 0.8095 80.95%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6065 60.65%
Acute Oral Toxicity (c) III 0.4659 46.59%
Estrogen receptor binding + 0.6452 64.52%
Androgen receptor binding + 0.7532 75.32%
Thyroid receptor binding + 0.6215 62.15%
Glucocorticoid receptor binding + 0.7100 71.00%
Aromatase binding + 0.7300 73.00%
PPAR gamma - 0.5703 57.03%
Honey bee toxicity - 0.8139 81.39%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9899 98.99%

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 99.27% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.54% 91.49%
CHEMBL2581 P07339 Cathepsin D 96.71% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.45% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.38% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 93.79% 94.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.35% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.84% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.14% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.02% 89.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.01% 93.03%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 86.66% 92.67%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.44% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.22% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.54% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.25% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.68% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.22% 92.62%
CHEMBL1902 P62942 FK506-binding protein 1A 83.94% 97.05%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 83.45% 96.39%
CHEMBL2996 Q05655 Protein kinase C delta 83.44% 97.79%
CHEMBL3310 Q96DB2 Histone deacetylase 11 83.40% 88.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.32% 96.61%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.46% 90.08%
CHEMBL5028 O14672 ADAM10 82.23% 97.50%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.03% 95.00%

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.
There are no matching plants.

Cross-Links

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PubChem 73825057
LOTUS LTS0247158
wikiData Q104969702