Methyl 2-(2',4,4,8a-tetramethyl-7-methylidenespiro[1,2,3,4a-tetrahydronaphthalene-8,5'-oxolane]-2'-yl)acetate

Details

• Internal ID: 8e0d35e1-c69b-4b99-9c0d-59f34240b01b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 2-(2',4,4,8a-tetramethyl-7-methylidenespiro[1,2,3,4a-tetrahydronaphthalene-8,5'-oxolane]-2'-yl)acetate
• InChI: InChI=1S/C21H32O3/c1-15-8-9-16-18(2,3)10-7-11-20(16,5)21(15)13-12-19(4,24-21)14-17(22)23-6/h8-9,16H,1,7,10-14H2,2-6H3
• InChI Key: BQKUQSCJPKVGNA-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₃
• Molecular Weight: 332.50 g/mol
• Exact Mass: 332.23514488 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.82
• H-Bond Acceptor: 3
• 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	+	0.9938	99.38%
Caco-2	+	0.7774	77.74%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Plasma membrane	0.4288	42.88%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.8192	81.92%
OATP1B3 inhibitior	+	0.7911	79.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6402	64.02%
P-glycoprotein inhibitior	-	0.5552	55.52%
P-glycoprotein substrate	-	0.7853	78.53%
CYP3A4 substrate	+	0.6427	64.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8742	87.42%
CYP3A4 inhibition	-	0.6936	69.36%
CYP2C9 inhibition	-	0.5139	51.39%
CYP2C19 inhibition	+	0.6146	61.46%
CYP2D6 inhibition	-	0.9203	92.03%
CYP1A2 inhibition	-	0.6301	63.01%
CYP2C8 inhibition	-	0.6658	66.58%
CYP inhibitory promiscuity	-	0.5431	54.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5803	58.03%
Eye corrosion	-	0.9722	97.22%
Eye irritation	-	0.8261	82.61%
Skin irritation	-	0.7160	71.60%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8214	82.14%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.5838	58.38%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7358	73.58%
Acute Oral Toxicity (c)	III	0.5737	57.37%
Estrogen receptor binding	+	0.8054	80.54%
Androgen receptor binding	+	0.5864	58.64%
Thyroid receptor binding	+	0.7942	79.42%
Glucocorticoid receptor binding	+	0.7243	72.43%
Aromatase binding	+	0.7977	79.77%
PPAR gamma	+	0.5672	56.72%
Honey bee toxicity	-	0.8650	86.50%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9937	99.37%

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	98.23%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	96.88%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL4208	P20618	Proteasome component C5	87.20%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.98%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.12%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.68%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.33%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.07%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.18%	97.25%

Plants that contains it

• Grindelia squarrosa

Cross-Links

• PubChem: 13918356
• LOTUS: LTS0177990
• wikiData: Q104944404