(3a-acetyloxy-2,5,8,8,12-pentamethyl-4,9-dioxo-2,3,7,10,11,13a-hexahydro-1H-cyclopenta[12]annulen-1-yl) propanoate

Details

• Internal ID: d0c47f4b-b0d4-4dfd-918a-a2f77ba432bc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Jatrophane and cyclojatrophane diterpenoids
• IUPAC Name: (3a-acetyloxy-2,5,8,8,12-pentamethyl-4,9-dioxo-2,3,7,10,11,13a-hexahydro-1H-cyclopenta[12]annulen-1-yl) propanoate
• InChI: InChI=1S/C25H36O6/c1-8-21(28)30-22-17(4)14-25(31-18(5)26)19(22)13-15(2)9-10-20(27)24(6,7)12-11-16(3)23(25)29/h11,13,17,19,22H,8-10,12,14H2,1-7H3
• InChI Key: VUROMCHRNZYUIJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₆
• Molecular Weight: 432.50 g/mol
• Exact Mass: 432.25118886 g/mol
• Topological Polar Surface Area (TPSA): 86.70 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.51
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.5183	51.83%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7162	71.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8537	85.37%
OATP1B3 inhibitior	+	0.9212	92.12%
MATE1 inhibitior	+	0.7800	78.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8674	86.74%
P-glycoprotein inhibitior	+	0.8205	82.05%
P-glycoprotein substrate	-	0.5166	51.66%
CYP3A4 substrate	+	0.6616	66.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9075	90.75%
CYP3A4 inhibition	-	0.7388	73.88%
CYP2C9 inhibition	-	0.7852	78.52%
CYP2C19 inhibition	-	0.7171	71.71%
CYP2D6 inhibition	-	0.9387	93.87%
CYP1A2 inhibition	-	0.8125	81.25%
CYP2C8 inhibition	+	0.5176	51.76%
CYP inhibitory promiscuity	-	0.8665	86.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5752	57.52%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.8860	88.60%
Skin irritation	+	0.5066	50.66%
Skin corrosion	-	0.9608	96.08%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3847	38.47%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5215	52.15%
skin sensitisation	-	0.6806	68.06%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7554	75.54%
Acute Oral Toxicity (c)	III	0.4957	49.57%
Estrogen receptor binding	+	0.7031	70.31%
Androgen receptor binding	+	0.5846	58.46%
Thyroid receptor binding	+	0.6883	68.83%
Glucocorticoid receptor binding	+	0.7613	76.13%
Aromatase binding	+	0.5456	54.56%
PPAR gamma	+	0.6666	66.66%
Honey bee toxicity	-	0.8016	80.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	97.43%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.10%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.56%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.47%	85.14%
CHEMBL2581	P07339	Cathepsin D	88.83%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.75%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.90%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.33%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.26%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.85%	90.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.24%	93.04%
CHEMBL2996	Q05655	Protein kinase C delta	83.21%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.02%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.62%	94.00%

Plants that contains it

• Euphorbia characias

Cross-Links

• PubChem: 74947481
• LOTUS: LTS0029638
• wikiData: Q105297386