[11-Acetyloxy-17-(furan-3-yl)-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate

Details

• Internal ID: d7559888-7d50-46a2-a05d-3417f971a930
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [11-acetyloxy-17-(furan-3-yl)-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-yl] acetate
• InChI: InChI=1S/C30H38O6/c1-17(31)35-21-15-29(6)20(19-11-13-34-16-19)8-9-22(29)30(7)25(36-18(2)32)14-23-27(3,4)24(33)10-12-28(23,5)26(21)30/h9-13,16,20-21,23,25-26H,8,14-15H2,1-7H3
• InChI Key: WXRBQEJURWIRRB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₈O₆
• Molecular Weight: 494.60 g/mol
• Exact Mass: 494.26683893 g/mol
• Topological Polar Surface Area (TPSA): 82.80 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.78
• 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	+	1.0000	100.00%
Caco-2	-	0.5356	53.56%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7598	75.98%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	-	0.3197	31.97%
OATP1B3 inhibitior	-	0.3652	36.52%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9850	98.50%
P-glycoprotein inhibitior	+	0.8482	84.82%
P-glycoprotein substrate	-	0.5560	55.60%
CYP3A4 substrate	+	0.7051	70.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8812	88.12%
CYP3A4 inhibition	+	0.6459	64.59%
CYP2C9 inhibition	-	0.6442	64.42%
CYP2C19 inhibition	-	0.5332	53.32%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	-	0.8120	81.20%
CYP2C8 inhibition	+	0.5319	53.19%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4990	49.90%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9111	91.11%
Skin irritation	-	0.6725	67.25%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8434	84.34%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7387	73.87%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5853	58.53%
Acute Oral Toxicity (c)	III	0.6435	64.35%
Estrogen receptor binding	+	0.8325	83.25%
Androgen receptor binding	+	0.6660	66.60%
Thyroid receptor binding	+	0.6914	69.14%
Glucocorticoid receptor binding	+	0.8191	81.91%
Aromatase binding	+	0.6471	64.71%
PPAR gamma	+	0.7360	73.60%
Honey bee toxicity	-	0.7456	74.56%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.04%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.24%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.95%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.58%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.88%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.65%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.31%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	84.63%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.75%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.07%	99.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.42%	97.28%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.33%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.26%	89.00%

Plants that contains it

• Khaya anthotheca

Cross-Links

• PubChem: 162952807
• LOTUS: LTS0053104
• wikiData: Q105314881