(+)-Bicyclogermacrene

Details

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Internal ID 85be0f16-2b54-4ffd-9b29-62004a6516a4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Bicyclogermacrane and isolepidozane sesquiterpenoids
IUPAC Name (1R,2E,6E,10S)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene
SMILES (Canonical) CC1=CCCC(=CC2C(C2(C)C)CC1)C
SMILES (Isomeric) C/C/1=C\CC/C(=C/[C@@H]2[C@@H](C2(C)C)CC1)/C
InChI InChI=1S/C15H24/c1-11-6-5-7-12(2)10-14-13(9-8-11)15(14,3)4/h6,10,13-14H,5,7-9H2,1-4H3/b11-6+,12-10+/t13-,14+/m0/s1
InChI Key VPDZRSSKICPUEY-AGJXFOQBSA-N
Popularity 2 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 4.10
Atomic LogP (AlogP) 4.73
H-Bond Acceptor 0
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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(+)-bicyclogermacrene
(?)-Isolepidozene
trans-Bicyclogermacradiene
VPDZRSSKICPUEY-IBYSFASBSA-N

2D Structure

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2D Structure of (+)-Bicyclogermacrene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9909 99.09%
Caco-2 + 0.9591 95.91%
Blood Brain Barrier + 0.9750 97.50%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Lysosomes 0.6555 65.55%
OATP2B1 inhibitior - 0.8512 85.12%
OATP1B1 inhibitior + 0.9667 96.67%
OATP1B3 inhibitior + 0.9624 96.24%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.7698 76.98%
P-glycoprotein inhibitior - 0.8739 87.39%
P-glycoprotein substrate - 0.9468 94.68%
CYP3A4 substrate + 0.5121 51.21%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.7441 74.41%
CYP3A4 inhibition - 0.8991 89.91%
CYP2C9 inhibition - 0.6993 69.93%
CYP2C19 inhibition - 0.6402 64.02%
CYP2D6 inhibition - 0.9299 92.99%
CYP1A2 inhibition - 0.6910 69.10%
CYP2C8 inhibition - 0.7429 74.29%
CYP inhibitory promiscuity - 0.7842 78.42%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.6700 67.00%
Carcinogenicity (trinary) Warning 0.4661 46.61%
Eye corrosion - 0.8501 85.01%
Eye irritation - 0.6429 64.29%
Skin irritation + 0.6803 68.03%
Skin corrosion - 0.9651 96.51%
Ames mutagenesis - 0.9100 91.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6749 67.49%
Micronuclear - 0.8900 89.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation + 0.8733 87.33%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity - 0.7667 76.67%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.4685 46.85%
Acute Oral Toxicity (c) III 0.7166 71.66%
Estrogen receptor binding - 0.8949 89.49%
Androgen receptor binding - 0.6548 65.48%
Thyroid receptor binding - 0.7400 74.00%
Glucocorticoid receptor binding - 0.6488 64.88%
Aromatase binding - 0.7594 75.94%
PPAR gamma - 0.8018 80.18%
Honey bee toxicity - 0.8746 87.46%
Biodegradation - 0.5250 52.50%
Crustacea aquatic toxicity + 0.7600 76.00%
Fish aquatic toxicity + 0.9941 99.41%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.23% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.09% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.21% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.51% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.65% 95.56%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 83.17% 86.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.13% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 82.87% 97.79%
CHEMBL1871 P10275 Androgen Receptor 82.03% 96.43%
CHEMBL221 P23219 Cyclooxygenase-1 81.90% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.91% 95.89%

Cross-Links

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PubChem 11820258
NPASS NPC118823
LOTUS LTS0079959
wikiData Q105290666