methyl 2-[(2'R,4aR,8R,8aR)-7-(hydroxymethyl)-2',4,4,8a-tetramethyl-5-oxospiro[1,2,3,4a-tetrahydronaphthalene-8,5'-oxolane]-2'-yl]acetate

Details

• Internal ID: d98c445b-dd55-416c-a386-58f314769ee6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 2-[(2'R,4aR,8R,8aR)-7-(hydroxymethyl)-2',4,4,8a-tetramethyl-5-oxospiro[1,2,3,4a-tetrahydronaphthalene-8,5'-oxolane]-2'-yl]acetate
• InChI: InChI=1S/C21H32O5/c1-18(2)7-6-8-20(4)17(18)15(23)11-14(13-22)21(20)10-9-19(3,26-21)12-16(24)25-5/h11,17,22H,6-10,12-13H2,1-5H3/t17-,19-,20-,21+/m1/s1
• InChI Key: JTWXGYVXGUKABZ-WLRLJWMZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₅
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.22497412 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9798	97.98%
Caco-2	+	0.7654	76.54%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8095	80.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7662	76.62%
OATP1B3 inhibitior	+	0.9131	91.31%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.6525	65.25%
P-glycoprotein inhibitior	-	0.6091	60.91%
P-glycoprotein substrate	-	0.7126	71.26%
CYP3A4 substrate	+	0.6116	61.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9002	90.02%
CYP3A4 inhibition	-	0.6821	68.21%
CYP2C9 inhibition	-	0.6694	66.94%
CYP2C19 inhibition	-	0.8101	81.01%
CYP2D6 inhibition	-	0.9203	92.03%
CYP1A2 inhibition	-	0.7086	70.86%
CYP2C8 inhibition	-	0.6395	63.95%
CYP inhibitory promiscuity	-	0.7957	79.57%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8696	86.96%
Skin irritation	-	0.6311	63.11%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7007	70.07%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6177	61.77%
skin sensitisation	-	0.8607	86.07%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6539	65.39%
Acute Oral Toxicity (c)	III	0.5487	54.87%
Estrogen receptor binding	+	0.8099	80.99%
Androgen receptor binding	+	0.6938	69.38%
Thyroid receptor binding	+	0.7532	75.32%
Glucocorticoid receptor binding	+	0.7599	75.99%
Aromatase binding	+	0.7601	76.01%
PPAR gamma	+	0.5906	59.06%
Honey bee toxicity	-	0.8943	89.43%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9763	97.63%

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	98.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.85%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.23%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.33%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.12%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	90.80%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.69%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.89%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.82%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.99%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	82.96%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.06%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.50%	92.62%
CHEMBL4208	P20618	Proteasome component C5	80.52%	90.00%

Plants that contains it

• Isocoma tenuisecta

Cross-Links

• PubChem: 162887692
• LOTUS: LTS0200071
• wikiData: Q105135059