2-[(2'S,4aS,8S,8aS)-2',4,4,8a-tetramethyl-7-[[(2S)-2-methylbutanoyl]oxymethyl]spiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]acetic acid

Details

• Internal ID: 87f6f01f-49b7-4d11-8cb2-d1392096c51f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[(2'S,4aS,8S,8aS)-2',4,4,8a-tetramethyl-7-[[(2S)-2-methylbutanoyl]oxymethyl]spiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]acetic acid
• InChI: InChI=1S/C25H40O5/c1-7-17(2)21(28)29-16-18-9-10-19-22(3,4)11-8-12-24(19,6)25(18)14-13-23(5,30-25)15-20(26)27/h9,17,19H,7-8,10-16H2,1-6H3,(H,26,27)/t17-,19-,23-,24-,25+/m0/s1
• InChI Key: BXQDNZTUHVQBRI-ZKUJFDOLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₀O₅
• Molecular Weight: 420.60 g/mol
• Exact Mass: 420.28757437 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.52
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.5900	59.00%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7378	73.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8104	81.04%
OATP1B3 inhibitior	+	0.9499	94.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8839	88.39%
P-glycoprotein inhibitior	-	0.5624	56.24%
P-glycoprotein substrate	-	0.8195	81.95%
CYP3A4 substrate	+	0.6122	61.22%
CYP2C9 substrate	-	0.6069	60.69%
CYP2D6 substrate	-	0.8687	86.87%
CYP3A4 inhibition	-	0.5206	52.06%
CYP2C9 inhibition	-	0.5702	57.02%
CYP2C19 inhibition	-	0.7439	74.39%
CYP2D6 inhibition	-	0.8882	88.82%
CYP1A2 inhibition	-	0.7908	79.08%
CYP2C8 inhibition	+	0.5684	56.84%
CYP inhibitory promiscuity	-	0.5612	56.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5940	59.40%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9194	91.94%
Skin irritation	-	0.5867	58.67%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4366	43.66%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8013	80.13%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8860	88.60%
Acute Oral Toxicity (c)	III	0.6554	65.54%
Estrogen receptor binding	+	0.7720	77.20%
Androgen receptor binding	+	0.6810	68.10%
Thyroid receptor binding	+	0.7166	71.66%
Glucocorticoid receptor binding	+	0.8564	85.64%
Aromatase binding	+	0.8057	80.57%
PPAR gamma	+	0.6446	64.46%
Honey bee toxicity	-	0.8727	87.27%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6505	65.05%
Fish aquatic toxicity	+	0.9943	99.43%

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	98.31%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.62%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.44%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.46%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.96%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.68%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	85.63%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.41%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	84.00%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.09%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.23%	86.33%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 162924731
• LOTUS: LTS0233529
• wikiData: Q104948170