2-(2',4,4,8a-Tetramethyl-7-methylidenespiro[1,2,3,4a-tetrahydronaphthalene-8,5'-oxolane]-2'-yl)acetic acid

Details

• Internal ID: a3700c36-ccca-4aab-94d1-36bdd3308327
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-(2',4,4,8a-tetramethyl-7-methylidenespiro[1,2,3,4a-tetrahydronaphthalene-8,5'-oxolane]-2'-yl)acetic acid
• SMILES (Canonical): CC1(CCCC2(C1C=CC(=C)C23CCC(O3)(C)CC(=O)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1C=CC(=C)C23CCC(O3)(C)CC(=O)O)C)C
• InChI: InChI=1S/C20H30O3/c1-14-7-8-15-17(2,3)9-6-10-19(15,5)20(14)12-11-18(4,23-20)13-16(21)22/h7-8,15H,1,6,9-13H2,2-5H3,(H,21,22)
• InChI Key: RZPRCUJMGFAGEU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.73
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.7625	76.25%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4610	46.10%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8242	82.42%
OATP1B3 inhibitior	+	0.8504	85.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5685	56.85%
P-glycoprotein inhibitior	-	0.7967	79.67%
P-glycoprotein substrate	-	0.8642	86.42%
CYP3A4 substrate	+	0.5901	59.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8714	87.14%
CYP3A4 inhibition	-	0.6598	65.98%
CYP2C9 inhibition	-	0.6608	66.08%
CYP2C19 inhibition	-	0.5800	58.00%
CYP2D6 inhibition	-	0.9321	93.21%
CYP1A2 inhibition	-	0.7098	70.98%
CYP2C8 inhibition	-	0.7154	71.54%
CYP inhibitory promiscuity	-	0.7737	77.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6032	60.32%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.8616	86.16%
Skin irritation	-	0.5308	53.08%
Skin corrosion	-	0.9355	93.55%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3917	39.17%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5574	55.74%
skin sensitisation	-	0.5682	56.82%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8473	84.73%
Acute Oral Toxicity (c)	III	0.5543	55.43%
Estrogen receptor binding	+	0.8377	83.77%
Androgen receptor binding	+	0.5669	56.69%
Thyroid receptor binding	+	0.7359	73.59%
Glucocorticoid receptor binding	+	0.7010	70.10%
Aromatase binding	+	0.7670	76.70%
PPAR gamma	+	0.5814	58.14%
Honey bee toxicity	-	0.9252	92.52%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9925	99.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.28%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.43%	90.17%
CHEMBL2581	P07339	Cathepsin D	88.84%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.90%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.07%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.45%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.75%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	80.05%	83.82%

Plants that contains it

• Ericameria paniculata

Cross-Links

• PubChem: 14138800
• LOTUS: LTS0247292
• wikiData: Q105248522