5-[3-(3-methylbut-2-enyl)-4-methylideneoxolan-2-yl]-1H-indole

Details

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Internal ID 4be55686-7d04-4043-9cb9-83c816940197
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
IUPAC Name 5-[3-(3-methylbut-2-enyl)-4-methylideneoxolan-2-yl]-1H-indole
SMILES (Canonical) CC(=CCC1C(OCC1=C)C2=CC3=C(C=C2)NC=C3)C
SMILES (Isomeric) CC(=CCC1C(OCC1=C)C2=CC3=C(C=C2)NC=C3)C
InChI InChI=1S/C18H21NO/c1-12(2)4-6-16-13(3)11-20-18(16)15-5-7-17-14(10-15)8-9-19-17/h4-5,7-10,16,18-19H,3,6,11H2,1-2H3
InChI Key GUYHUNOTZXAXFK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C18H21NO
Molecular Weight 267.40 g/mol
Exact Mass 267.162314293 g/mol
Topological Polar Surface Area (TPSA) 25.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.77
H-Bond Acceptor 1
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[3-(3-methylbut-2-enyl)-4-methylideneoxolan-2-yl]-1H-indole

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 + 0.8291 82.91%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.5186 51.86%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8879 88.79%
OATP1B3 inhibitior + 0.9388 93.88%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.5784 57.84%
P-glycoprotein inhibitior - 0.7471 74.71%
P-glycoprotein substrate - 0.6884 68.84%
CYP3A4 substrate + 0.5247 52.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3455 34.55%
CYP3A4 inhibition - 0.5861 58.61%
CYP2C9 inhibition - 0.5394 53.94%
CYP2C19 inhibition + 0.7039 70.39%
CYP2D6 inhibition - 0.7006 70.06%
CYP1A2 inhibition + 0.8210 82.10%
CYP2C8 inhibition - 0.6390 63.90%
CYP inhibitory promiscuity + 0.8752 87.52%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8100 81.00%
Carcinogenicity (trinary) Non-required 0.6510 65.10%
Eye corrosion - 0.9826 98.26%
Eye irritation - 0.6683 66.83%
Skin irritation - 0.7139 71.39%
Skin corrosion - 0.9144 91.44%
Ames mutagenesis + 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9443 94.43%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.6586 65.86%
skin sensitisation - 0.7052 70.52%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7835 78.35%
Acute Oral Toxicity (c) III 0.6588 65.88%
Estrogen receptor binding - 0.5672 56.72%
Androgen receptor binding - 0.5367 53.67%
Thyroid receptor binding + 0.5794 57.94%
Glucocorticoid receptor binding - 0.6846 68.46%
Aromatase binding - 0.5353 53.53%
PPAR gamma - 0.7083 70.83%
Honey bee toxicity - 0.8696 86.96%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9919 99.19%

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 98.28% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 94.06% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.54% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.16% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.09% 96.09%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 90.92% 89.44%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 90.05% 85.49%
CHEMBL226 P30542 Adenosine A1 receptor 89.29% 95.93%
CHEMBL2581 P07339 Cathepsin D 87.44% 98.95%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 86.40% 83.10%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.17% 85.14%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.32% 89.67%
CHEMBL255 P29275 Adenosine A2b receptor 84.30% 98.59%
CHEMBL3524 P56524 Histone deacetylase 4 83.82% 92.97%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.66% 95.56%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.59% 91.71%
CHEMBL3401 O75469 Pregnane X receptor 83.44% 94.73%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 83.23% 95.55%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.84% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 82.80% 91.49%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.30% 92.94%

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.
Raputia praetermissa

Cross-Links

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PubChem 162888960
LOTUS LTS0068438
wikiData Q104167510