(1R,2Z,6E,10S)-3-(methoxymethyl)-7,11,11-trimethylbicyclo[8.1.0]undeca-2,6-diene

Details

• Internal ID: 1faa4445-ed04-4f7c-855d-922485929e9a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Bicyclogermacrane and isolepidozane sesquiterpenoids
• IUPAC Name: (1R,2Z,6E,10S)-3-(methoxymethyl)-7,11,11-trimethylbicyclo[8.1.0]undeca-2,6-diene
• SMILES (Canonical): CC1=CCCC(=CC2C(C2(C)C)CC1)COC
• SMILES (Isomeric): C/C/1=C\CC/C(=C/[C@@H]2[C@@H](C2(C)C)CC1)/COC
• InChI: InChI=1S/C16H26O/c1-12-6-5-7-13(11-17-4)10-15-14(9-8-12)16(15,2)3/h6,10,14-15H,5,7-9,11H2,1-4H3/b12-6+,13-10-/t14-,15+/m0/s1
• InChI Key: ASZWJTACCJWRGP-XXPLKUBLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O
• Molecular Weight: 234.38 g/mol
• Exact Mass: 234.198365449 g/mol
• Topological Polar Surface Area (TPSA): 9.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.35
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.9516	95.16%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.6277	62.77%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.9492	94.92%
OATP1B3 inhibitior	+	0.9225	92.25%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5810	58.10%
P-glycoprotein inhibitior	-	0.8542	85.42%
P-glycoprotein substrate	-	0.8789	87.89%
CYP3A4 substrate	+	0.5865	58.65%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7129	71.29%
CYP3A4 inhibition	-	0.9209	92.09%
CYP2C9 inhibition	-	0.7562	75.62%
CYP2C19 inhibition	-	0.6564	65.64%
CYP2D6 inhibition	-	0.9087	90.87%
CYP1A2 inhibition	-	0.7296	72.96%
CYP2C8 inhibition	+	0.5417	54.17%
CYP inhibitory promiscuity	-	0.8314	83.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6800	68.00%
Carcinogenicity (trinary)	Non-required	0.5284	52.84%
Eye corrosion	-	0.8897	88.97%
Eye irritation	-	0.7249	72.49%
Skin irritation	-	0.6105	61.05%
Skin corrosion	-	0.9681	96.81%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6535	65.35%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	+	0.7496	74.96%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7851	78.51%
Estrogen receptor binding	-	0.8200	82.00%
Androgen receptor binding	-	0.6423	64.23%
Thyroid receptor binding	-	0.5641	56.41%
Glucocorticoid receptor binding	-	0.5262	52.62%
Aromatase binding	-	0.7844	78.44%
PPAR gamma	-	0.6953	69.53%
Honey bee toxicity	-	0.8205	82.05%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9612	96.12%

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	97.03%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.01%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.24%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.95%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.38%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.26%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.03%	89.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.19%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.03%	94.45%
CHEMBL1871	P10275	Androgen Receptor	82.66%	96.43%
CHEMBL2996	Q05655	Protein kinase C delta	80.60%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.25%	86.33%

Plants that contains it

• Conocephalum japonicum

Cross-Links

• PubChem: 163092997
• LOTUS: LTS0097743
• wikiData: Q104918231