(1R,5R,6R)-2,6-Dimethyl-6-(4-methylpent-3-enyl)bicyclo[3.1.1]hept-2-ene

Details

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Internal ID fffee81b-955d-4109-985e-9df904ba2277
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
IUPAC Name (1R,5R,6R)-2,6-dimethyl-6-(4-methylpent-3-enyl)bicyclo[3.1.1]hept-2-ene
SMILES (Canonical) CC1=CCC2CC1C2(C)CCC=C(C)C
SMILES (Isomeric) CC1=CC[C@@H]2C[C@H]1[C@]2(C)CCC=C(C)C
InChI InChI=1S/C15H24/c1-11(2)6-5-9-15(4)13-8-7-12(3)14(15)10-13/h6-7,13-14H,5,8-10H2,1-4H3/t13-,14-,15-/m1/s1
InChI Key YMBFCQPIMVLNIU-RBSFLKMASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H24
Molecular Weight 204.35 g/mol
Exact Mass 204.187800766 g/mol
Topological Polar Surface Area (TPSA) 0.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.73
H-Bond Acceptor 0
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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(1R,5R,6R)-rel-2,6-Dimethyl-6-(4-methylpent-3-en-1-yl)bicyclo[3.1.1]hept-2-ene
(+)-cis-alpha-Bergamotene

2D Structure

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2D Structure of (1R,5R,6R)-2,6-Dimethyl-6-(4-methylpent-3-enyl)bicyclo[3.1.1]hept-2-ene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9903 99.03%
Caco-2 + 0.8698 86.98%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Lysosomes 0.5492 54.92%
OATP2B1 inhibitior - 0.8496 84.96%
OATP1B1 inhibitior + 0.9158 91.58%
OATP1B3 inhibitior + 0.8742 87.42%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.8149 81.49%
P-glycoprotein inhibitior - 0.9662 96.62%
P-glycoprotein substrate - 0.7983 79.83%
CYP3A4 substrate + 0.5102 51.02%
CYP2C9 substrate - 0.7979 79.79%
CYP2D6 substrate - 0.7706 77.06%
CYP3A4 inhibition - 0.8900 89.00%
CYP2C9 inhibition - 0.7527 75.27%
CYP2C19 inhibition - 0.7010 70.10%
CYP2D6 inhibition - 0.9306 93.06%
CYP1A2 inhibition - 0.8396 83.96%
CYP2C8 inhibition - 0.8922 89.22%
CYP inhibitory promiscuity - 0.5943 59.43%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7400 74.00%
Carcinogenicity (trinary) Non-required 0.4693 46.93%
Eye corrosion - 0.9071 90.71%
Eye irritation + 0.5499 54.99%
Skin irritation - 0.5346 53.46%
Skin corrosion - 0.9581 95.81%
Ames mutagenesis - 0.9100 91.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6528 65.28%
Micronuclear - 0.9700 97.00%
Hepatotoxicity + 0.5554 55.54%
skin sensitisation + 0.8419 84.19%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity - 0.5444 54.44%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.6484 64.84%
Acute Oral Toxicity (c) III 0.8534 85.34%
Estrogen receptor binding - 0.8565 85.65%
Androgen receptor binding - 0.7560 75.60%
Thyroid receptor binding - 0.6706 67.06%
Glucocorticoid receptor binding - 0.6947 69.47%
Aromatase binding - 0.8771 87.71%
PPAR gamma - 0.5486 54.86%
Honey bee toxicity - 0.8460 84.60%
Biodegradation - 0.5250 52.50%
Crustacea aquatic toxicity - 0.5000 50.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.14% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.70% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.85% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.23% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 84.91% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.05% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.86% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 80.31% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.27% 95.56%

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.
Calea sickii
Dumortiera hirsuta
Erigeron canadensis
Smallanthus uvedalia

Cross-Links

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PubChem 13889655
NPASS NPC108872
LOTUS LTS0012288
wikiData Q105350438