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

Details

• Internal ID: 45a5340f-f1dd-4af2-9572-5e71ed1bf19f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (6S)-5,5-dimethyl-1-methylidenespiro[5.5]undec-9-ene-9-carboxylic acid
• SMILES (Canonical): CC1(CCCC(=C)C12CCC(=CC2)C(=O)O)C
• SMILES (Isomeric): CC1(CCCC(=C)[C@]12CCC(=CC2)C(=O)O)C
• InChI: InChI=1S/C15H22O2/c1-11-5-4-8-14(2,3)15(11)9-6-12(7-10-15)13(16)17/h6H,1,4-5,7-10H2,2-3H3,(H,16,17)/t15-/m0/s1
• InChI Key: TYVCBWCQQAMFRG-HNNXBMFYSA-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: 4.00
• Atomic LogP (AlogP): 3.93
• 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	+	0.9942	99.42%
Caco-2	+	0.8811	88.11%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5921	59.21%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.9154	91.54%
OATP1B3 inhibitior	-	0.4235	42.35%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.7071	70.71%
P-glycoprotein inhibitior	-	0.9571	95.71%
P-glycoprotein substrate	-	0.9551	95.51%
CYP3A4 substrate	-	0.5217	52.17%
CYP2C9 substrate	-	0.5831	58.31%
CYP2D6 substrate	-	0.9134	91.34%
CYP3A4 inhibition	-	0.8716	87.16%
CYP2C9 inhibition	+	0.5095	50.95%
CYP2C19 inhibition	-	0.5094	50.94%
CYP2D6 inhibition	-	0.9247	92.47%
CYP1A2 inhibition	-	0.9006	90.06%
CYP2C8 inhibition	-	0.9261	92.61%
CYP inhibitory promiscuity	-	0.9189	91.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6157	61.57%
Eye corrosion	-	0.9432	94.32%
Eye irritation	+	0.7333	73.33%
Skin irritation	-	0.6036	60.36%
Skin corrosion	-	0.9840	98.40%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6330	63.30%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5570	55.70%
skin sensitisation	+	0.8417	84.17%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5397	53.97%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7842	78.42%
Acute Oral Toxicity (c)	III	0.6706	67.06%
Estrogen receptor binding	-	0.8820	88.20%
Androgen receptor binding	-	0.4811	48.11%
Thyroid receptor binding	-	0.6982	69.82%
Glucocorticoid receptor binding	-	0.5767	57.67%
Aromatase binding	-	0.5305	53.05%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9298	92.98%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
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	94.63%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.89%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.79%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.12%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.19%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.04%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.93%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.22%	93.00%

Plants that contains it

• Juniperus squamata
• Juniperus virginiana var. silicicola

Cross-Links

• PubChem: 13648247
• LOTUS: LTS0059269
• wikiData: Q104396427