(Z)-caryophyllene
| Internal ID | 6d95aae0-0fd0-4f8a-bb79-9719ec330976 |
| Taxonomy | Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids |
| IUPAC Name | (1S,4E,9S)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene |
| SMILES (Canonical) | CC1=CCCC(=C)C2CC(C2CC1)(C)C |
| SMILES (Isomeric) | C/C/1=C\CCC(=C)[C@H]2CC([C@H]2CC1)(C)C |
| InChI | InChI=1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6+/t13-,14+/m1/s1 |
| InChI Key | NPNUFJAVOOONJE-BLOBHPOZSA-N |
| Popularity | 0 references in papers |
| Molecular Formula | C15H24 |
| Molecular Weight | 204.35 g/mol |
| Exact Mass | 204.187800766 g/mol |
| Topological Polar Surface Area (TPSA) | 0.00 Ų |
| XlogP | 4.40 |
| Atomic LogP (AlogP) | 4.73 |
| H-Bond Acceptor | 0 |
| H-Bond Donor | 0 |
| Rotatable Bonds | 0 |
| (Z)-.beta.-caryophyllene |
| 9-epicaryophyllene |
| 9-epi-Caryophyllene |
| CHEBI:172932 |
| CHEBI:192813 |
| NPNUFJAVOOONJE-BLOBHPOZSA-N |
| AKOS030492450 |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9881 | 98.81% |
| Caco-2 | + | 0.8656 | 86.56% |
| Blood Brain Barrier | + | 0.9250 | 92.50% |
| Human oral bioavailability | + | 0.6429 | 64.29% |
| Subcellular localzation | Lysosomes | 0.6916 | 69.16% |
| OATP2B1 inhibitior | - | 0.8477 | 84.77% |
| OATP1B1 inhibitior | + | 0.9400 | 94.00% |
| OATP1B3 inhibitior | + | 0.9479 | 94.79% |
| MATE1 inhibitior | - | 0.9400 | 94.00% |
| OCT2 inhibitior | - | 0.6750 | 67.50% |
| BSEP inhibitior | - | 0.6859 | 68.59% |
| P-glycoprotein inhibitior | - | 0.8955 | 89.55% |
| P-glycoprotein substrate | - | 0.9354 | 93.54% |
| CYP3A4 substrate | + | 0.5286 | 52.86% |
| CYP2C9 substrate | - | 0.7890 | 78.90% |
| CYP2D6 substrate | - | 0.7441 | 74.41% |
| CYP3A4 inhibition | - | 0.8665 | 86.65% |
| CYP2C9 inhibition | - | 0.6249 | 62.49% |
| CYP2C19 inhibition | - | 0.5957 | 59.57% |
| CYP2D6 inhibition | - | 0.9284 | 92.84% |
| CYP1A2 inhibition | - | 0.6695 | 66.95% |
| CYP2C8 inhibition | - | 0.6185 | 61.85% |
| CYP inhibitory promiscuity | - | 0.8433 | 84.33% |
| UGT catelyzed | - | 0.0000 | 0.00% |
| Carcinogenicity (binary) | - | 0.6500 | 65.00% |
| Carcinogenicity (trinary) | Warning | 0.4768 | 47.68% |
| Eye corrosion | - | 0.8380 | 83.80% |
| Eye irritation | + | 0.7064 | 70.64% |
| Skin irritation | + | 0.6323 | 63.23% |
| Skin corrosion | - | 0.9744 | 97.44% |
| Ames mutagenesis | - | 1.0000 | 100.00% |
| Human Ether-a-go-go-Related Gene inhibition | + | 0.6851 | 68.51% |
| Micronuclear | - | 0.9800 | 98.00% |
| Hepatotoxicity | - | 0.8250 | 82.50% |
| skin sensitisation | + | 0.8238 | 82.38% |
| Respiratory toxicity | - | 0.5556 | 55.56% |
| Reproductive toxicity | - | 0.7889 | 78.89% |
| Mitochondrial toxicity | - | 0.5125 | 51.25% |
| Nephrotoxicity | + | 0.5165 | 51.65% |
| Acute Oral Toxicity (c) | III | 0.8200 | 82.00% |
| Estrogen receptor binding | - | 0.9345 | 93.45% |
| Androgen receptor binding | - | 0.5966 | 59.66% |
| Thyroid receptor binding | - | 0.8462 | 84.62% |
| Glucocorticoid receptor binding | - | 0.6499 | 64.99% |
| Aromatase binding | - | 0.7885 | 78.85% |
| PPAR gamma | - | 0.8349 | 83.49% |
| Honey bee toxicity | - | 0.8948 | 89.48% |
| Biodegradation | - | 0.5250 | 52.50% |
| Crustacea aquatic toxicity | + | 0.7300 | 73.00% |
| Fish aquatic toxicity | + | 0.9973 | 99.73% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL253 | P34972 | Cannabinoid CB2 receptor |
150 nM |
Ki |
via Super-PRED
|
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 94.52% | 91.11% |
| CHEMBL1994 | P08235 | Mineralocorticoid receptor | 89.49% | 100.00% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 89.15% | 97.09% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 88.16% | 96.09% |
| CHEMBL241 | Q14432 | Phosphodiesterase 3A | 85.53% | 92.94% |
| CHEMBL1871 | P10275 | Androgen Receptor | 85.12% | 96.43% |
| CHEMBL5608 | Q16288 | NT-3 growth factor receptor | 82.93% | 95.89% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 82.93% | 95.56% |
| CHEMBL5697 | Q9GZT9 | Egl nine homolog 1 | 81.96% | 93.40% |
| CHEMBL221 | P23219 | Cyclooxygenase-1 | 80.36% | 90.17% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
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| PubChem | 6429301 |
| NPASS | NPC209275 |
| LOTUS | LTS0246065 |
| wikiData | Q105183208 |