rel-(+)-(1R,2Z,6E,10S)-7,11,11-Trimethylbicyclo[8.1.0]undeca-2,6-diene-3-carboxylic acid

Details

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Internal ID ba3760da-daab-465c-be49-72d731332df5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Bicyclogermacrane and isolepidozane sesquiterpenoids
IUPAC Name (1R,2E,6Z,10S)-7,11,11-trimethylbicyclo[8.1.0]undeca-2,6-diene-3-carboxylic acid
SMILES (Canonical) CC1=CCCC(=CC2C(C2(C)C)CC1)C(=O)O
SMILES (Isomeric) C/C/1=C/CC/C(=C\[C@@H]2[C@@H](C2(C)C)CC1)/C(=O)O
InChI InChI=1S/C15H22O2/c1-10-5-4-6-11(14(16)17)9-13-12(8-7-10)15(13,2)3/h5,9,12-13H,4,6-8H2,1-3H3,(H,16,17)/b10-5-,11-9+/t12-,13+/m0/s1
InChI Key BBGNZFMMXLMZRC-ZHNIMSJFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H22O2
Molecular Weight 234.33 g/mol
Exact Mass 234.161979940 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.79
H-Bond Acceptor 1
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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VOLVALERENICACIDA

2D Structure

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2D Structure of rel-(+)-(1R,2Z,6E,10S)-7,11,11-Trimethylbicyclo[8.1.0]undeca-2,6-diene-3-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9947 99.47%
Caco-2 + 0.8906 89.06%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.4714 47.14%
OATP2B1 inhibitior - 0.8531 85.31%
OATP1B1 inhibitior + 0.9548 95.48%
OATP1B3 inhibitior - 0.2231 22.31%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.6552 65.52%
P-glycoprotein inhibitior - 0.9321 93.21%
P-glycoprotein substrate - 0.9537 95.37%
CYP3A4 substrate + 0.5231 52.31%
CYP2C9 substrate - 0.7829 78.29%
CYP2D6 substrate - 0.9180 91.80%
CYP3A4 inhibition - 0.8746 87.46%
CYP2C9 inhibition + 0.5943 59.43%
CYP2C19 inhibition + 0.5782 57.82%
CYP2D6 inhibition - 0.9244 92.44%
CYP1A2 inhibition - 0.6682 66.82%
CYP2C8 inhibition - 0.7900 79.00%
CYP inhibitory promiscuity - 0.9103 91.03%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8000 80.00%
Carcinogenicity (trinary) Non-required 0.6109 61.09%
Eye corrosion - 0.9231 92.31%
Eye irritation - 0.6818 68.18%
Skin irritation + 0.5520 55.20%
Skin corrosion - 0.9761 97.61%
Ames mutagenesis - 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6667 66.67%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation + 0.8048 80.48%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.4794 47.94%
Acute Oral Toxicity (c) III 0.5928 59.28%
Estrogen receptor binding - 0.6060 60.60%
Androgen receptor binding - 0.5720 57.20%
Thyroid receptor binding - 0.5862 58.62%
Glucocorticoid receptor binding + 0.6874 68.74%
Aromatase binding - 0.8353 83.53%
PPAR gamma - 0.6200 62.00%
Honey bee toxicity - 0.9306 93.06%
Biodegradation - 0.5500 55.00%
Crustacea aquatic toxicity - 0.6451 64.51%
Fish aquatic toxicity + 0.9940 99.40%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.21% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.09% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.74% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.23% 91.11%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.15% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.18% 100.00%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 81.72% 96.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.92% 94.08%

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.
Aristolochia kaempferi

Cross-Links

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PubChem 101081062
LOTUS LTS0195750
wikiData Q104922746