3,7,11-Trimethylbicyclo[8.1.0]undeca-2,6-diene-11-carboxylic acid

Details

• Internal ID: 4c1ab6a9-9e00-48d7-90b1-5bc2a6afa6b4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: 3,7,11-trimethylbicyclo[8.1.0]undeca-2,6-diene-11-carboxylic acid
• SMILES (Canonical): CC1=CCCC(=CC2C(C2(C)C(=O)O)CC1)C
• SMILES (Isomeric): CC1=CCCC(=CC2C(C2(C)C(=O)O)CC1)C
• InChI: InChI=1S/C15H22O2/c1-10-5-4-6-11(2)9-13-12(8-7-10)15(13,3)14(16)17/h5,9,12-13H,4,6-8H2,1-3H3,(H,16,17)
• InChI Key: KEEBORUBZJYTIL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.9223	92.23%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.3595	35.95%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9536	95.36%
OATP1B3 inhibitior	+	0.8739	87.39%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5487	54.87%
P-glycoprotein inhibitior	-	0.9155	91.55%
P-glycoprotein substrate	-	0.9307	93.07%
CYP3A4 substrate	+	0.5365	53.65%
CYP2C9 substrate	-	0.5859	58.59%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.8761	87.61%
CYP2C9 inhibition	-	0.5827	58.27%
CYP2C19 inhibition	-	0.5621	56.21%
CYP2D6 inhibition	-	0.9157	91.57%
CYP1A2 inhibition	-	0.5743	57.43%
CYP2C8 inhibition	-	0.7214	72.14%
CYP inhibitory promiscuity	-	0.9225	92.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6074	60.74%
Eye corrosion	-	0.9093	90.93%
Eye irritation	-	0.8464	84.64%
Skin irritation	+	0.6206	62.06%
Skin corrosion	-	0.9742	97.42%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6659	66.59%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5283	52.83%
skin sensitisation	+	0.7531	75.31%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5584	55.84%
Acute Oral Toxicity (c)	III	0.8055	80.55%
Estrogen receptor binding	-	0.6265	62.65%
Androgen receptor binding	-	0.6697	66.97%
Thyroid receptor binding	-	0.6577	65.77%
Glucocorticoid receptor binding	+	0.6610	66.10%
Aromatase binding	-	0.7074	70.74%
PPAR gamma	-	0.5730	57.30%
Honey bee toxicity	-	0.9538	95.38%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9894	98.94%

Targets

Proven Targets:

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	94.56%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.41%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.32%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.60%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	83.28%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.39%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.82%	99.23%
CHEMBL4208	P20618	Proteasome component C5	80.30%	90.00%

Plants that contains it

• Helichrysum chionosphaerum

Cross-Links

• PubChem: 163021149
• LOTUS: LTS0051643
• wikiData: Q105139898