Methyl 3-acetyloxy-3-[9-acetyloxy-3a,6,9a-trimethyl-3-(5-oxooxolan-3-yl)-7-prop-1-en-2-yl-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]propanoate

Details

• Internal ID: d2578931-15a8-43b7-9818-a7fe90dbbcd4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl 3-acetyloxy-3-[9-acetyloxy-3a,6,9a-trimethyl-3-(5-oxooxolan-3-yl)-7-prop-1-en-2-yl-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]propanoate
• InChI: InChI=1S/C31H44O8/c1-17(2)22-14-25(38-18(3)32)31(7)23-10-9-21(20-13-28(35)37-16-20)29(23,5)12-11-24(31)30(22,6)26(39-19(4)33)15-27(34)36-8/h10,20-22,24-26H,1,9,11-16H2,2-8H3
• InChI Key: RZGICTDZSWWBNJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₄O₈
• Molecular Weight: 544.70 g/mol
• Exact Mass: 544.30361836 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.95
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	-	0.7019	70.19%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7825	78.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8263	82.63%
OATP1B3 inhibitior	+	0.9192	91.92%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9541	95.41%
P-glycoprotein inhibitior	+	0.8089	80.89%
P-glycoprotein substrate	+	0.6090	60.90%
CYP3A4 substrate	+	0.7333	73.33%
CYP2C9 substrate	-	0.8156	81.56%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.6554	65.54%
CYP2C9 inhibition	-	0.7860	78.60%
CYP2C19 inhibition	-	0.8398	83.98%
CYP2D6 inhibition	-	0.9600	96.00%
CYP1A2 inhibition	-	0.7414	74.14%
CYP2C8 inhibition	+	0.6264	62.64%
CYP inhibitory promiscuity	-	0.7147	71.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5940	59.40%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.8847	88.47%
Skin irritation	-	0.5903	59.03%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5736	57.36%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8844	88.44%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.7914	79.14%
Acute Oral Toxicity (c)	III	0.4343	43.43%
Estrogen receptor binding	+	0.7937	79.37%
Androgen receptor binding	+	0.6822	68.22%
Thyroid receptor binding	+	0.5669	56.69%
Glucocorticoid receptor binding	+	0.7973	79.73%
Aromatase binding	+	0.6851	68.51%
PPAR gamma	+	0.7174	71.74%
Honey bee toxicity	-	0.6193	61.93%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.36%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.23%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.79%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.22%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.97%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.49%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.90%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	91.17%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.61%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.24%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.64%	97.09%
CHEMBL5028	O14672	ADAM10	87.42%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.72%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.92%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.82%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.09%	93.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.57%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.32%	92.62%
CHEMBL1871	P10275	Androgen Receptor	82.77%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.20%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.14%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.99%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.91%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.79%	86.33%

Plants that contains it

• Nymania capensis

Cross-Links

• PubChem: 5030319
• LOTUS: LTS0124103
• wikiData: Q105248372