methyl (6S)-5,5-dimethyl-1-methylidenespiro[5.5]undec-9-ene-9-carboxylate

Details

• Internal ID: 8322fc8d-9f29-4e55-9cad-732bb8913acc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: methyl (6S)-5,5-dimethyl-1-methylidenespiro[5.5]undec-9-ene-9-carboxylate
• SMILES (Canonical): CC1(CCCC(=C)C12CCC(=CC2)C(=O)OC)C
• SMILES (Isomeric): CC1(CCCC(=C)[C@]12CCC(=CC2)C(=O)OC)C
• InChI: InChI=1S/C16H24O2/c1-12-6-5-9-15(2,3)16(12)10-7-13(8-11-16)14(17)18-4/h7H,1,5-6,8-11H2,2-4H3/t16-/m0/s1
• InChI Key: OVQHWFHZIYQFDO-INIZCTEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₂
• Molecular Weight: 248.36 g/mol
• Exact Mass: 248.177630004 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.9479	94.79%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4921	49.21%
OATP2B1 inhibitior	-	0.8511	85.11%
OATP1B1 inhibitior	+	0.9045	90.45%
OATP1B3 inhibitior	-	0.2292	22.92%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7621	76.21%
P-glycoprotein inhibitior	-	0.9264	92.64%
P-glycoprotein substrate	-	0.9090	90.90%
CYP3A4 substrate	+	0.6127	61.27%
CYP2C9 substrate	-	0.5906	59.06%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.8463	84.63%
CYP2C9 inhibition	-	0.6193	61.93%
CYP2C19 inhibition	+	0.6657	66.57%
CYP2D6 inhibition	-	0.9243	92.43%
CYP1A2 inhibition	-	0.8823	88.23%
CYP2C8 inhibition	-	0.7945	79.45%
CYP inhibitory promiscuity	-	0.8343	83.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6920	69.20%
Carcinogenicity (trinary)	Non-required	0.5717	57.17%
Eye corrosion	-	0.9491	94.91%
Eye irritation	+	0.7160	71.60%
Skin irritation	-	0.6375	63.75%
Skin corrosion	-	0.9933	99.33%
Ames mutagenesis	-	0.7464	74.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7045	70.45%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5482	54.82%
skin sensitisation	+	0.6410	64.10%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.7361	73.61%
Acute Oral Toxicity (c)	III	0.8274	82.74%
Estrogen receptor binding	-	0.8057	80.57%
Androgen receptor binding	-	0.5398	53.98%
Thyroid receptor binding	-	0.6431	64.31%
Glucocorticoid receptor binding	-	0.5943	59.43%
Aromatase binding	+	0.6027	60.27%
PPAR gamma	-	0.5193	51.93%
Honey bee toxicity	-	0.8989	89.89%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.79%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.51%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.33%	97.25%
CHEMBL4208	P20618	Proteasome component C5	87.23%	90.00%
CHEMBL2581	P07339	Cathepsin D	86.24%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.79%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.44%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.38%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.17%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	80.91%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.77%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.55%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15214780
• LOTUS: LTS0105777
• wikiData: Q105200912