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

Details

• Internal ID: 6581a4fb-071d-4dd1-9cce-eb0a97dbf87b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[5-hydroxy-2',4,4,8a-tetramethyl-7-(2-methylbutanoyloxymethyl)spiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]acetic acid
• SMILES (Canonical): CCC(C)C(=O)OCC1=CC(C2C(CCCC2(C13CCC(O3)(C)CC(=O)O)C)(C)C)O
• SMILES (Isomeric): CCC(C)C(=O)OCC1=CC(C2C(CCCC2(C13CCC(O3)(C)CC(=O)O)C)(C)C)O
• InChI: InChI=1S/C25H40O6/c1-7-16(2)21(29)30-15-17-13-18(26)20-22(3,4)9-8-10-24(20,6)25(17)12-11-23(5,31-25)14-19(27)28/h13,16,18,20,26H,7-12,14-15H2,1-6H3,(H,27,28)
• InChI Key: CJYAEQQZLNLEII-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₀O₆
• Molecular Weight: 436.60 g/mol
• Exact Mass: 436.28248899 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.49
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.5173	51.73%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7826	78.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7789	77.89%
OATP1B3 inhibitior	+	0.9631	96.31%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5792	57.92%
BSEP inhibitior	+	0.9077	90.77%
P-glycoprotein inhibitior	-	0.5313	53.13%
P-glycoprotein substrate	-	0.7395	73.95%
CYP3A4 substrate	+	0.6165	61.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8558	85.58%
CYP3A4 inhibition	+	0.5374	53.74%
CYP2C9 inhibition	-	0.7072	70.72%
CYP2C19 inhibition	-	0.8313	83.13%
CYP2D6 inhibition	-	0.8879	88.79%
CYP1A2 inhibition	-	0.8140	81.40%
CYP2C8 inhibition	+	0.4869	48.69%
CYP inhibitory promiscuity	-	0.6868	68.68%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5331	53.31%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9339	93.39%
Skin irritation	+	0.5351	53.51%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5218	52.18%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8542	85.42%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8701	87.01%
Acute Oral Toxicity (c)	III	0.5659	56.59%
Estrogen receptor binding	+	0.7948	79.48%
Androgen receptor binding	+	0.6728	67.28%
Thyroid receptor binding	+	0.6783	67.83%
Glucocorticoid receptor binding	+	0.8669	86.69%
Aromatase binding	+	0.8253	82.53%
PPAR gamma	+	0.6263	62.63%
Honey bee toxicity	-	0.8528	85.28%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6805	68.05%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.25%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.88%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.13%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.84%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	94.12%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.57%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.36%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	85.29%	83.82%
CHEMBL2996	Q05655	Protein kinase C delta	83.82%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.15%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	80.49%	91.19%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 163034153
• LOTUS: LTS0037266
• wikiData: Q104961892