[4,5,7a,7b-tetramethyl-4-[2-(5-oxo-2H-furan-3-yl)ethyl]-2,3,3a,5,6,7-hexahydro-1aH-naphtho[1,2-b]oxiren-6-yl] 2-methylbut-2-enoate

Details

• Internal ID: 38862963-90ea-4342-8d3c-0d12cfb43e6b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [4,5,7a,7b-tetramethyl-4-[2-(5-oxo-2H-furan-3-yl)ethyl]-2,3,3a,5,6,7-hexahydro-1aH-naphtho[1,2-b]oxiren-6-yl] 2-methylbut-2-enoate
• InChI: InChI=1S/C25H36O5/c1-7-15(2)22(27)29-18-13-24(5)19(8-9-20-25(24,6)30-20)23(4,16(18)3)11-10-17-12-21(26)28-14-17/h7,12,16,18-20H,8-11,13-14H2,1-6H3
• InChI Key: URRSOXWGRAMYOW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₅
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.25627424 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.75
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.6363	63.63%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7921	79.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8422	84.22%
OATP1B3 inhibitior	+	0.9601	96.01%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9385	93.85%
P-glycoprotein inhibitior	+	0.8271	82.71%
P-glycoprotein substrate	+	0.5459	54.59%
CYP3A4 substrate	+	0.6799	67.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9054	90.54%
CYP3A4 inhibition	-	0.7297	72.97%
CYP2C9 inhibition	-	0.7749	77.49%
CYP2C19 inhibition	-	0.8224	82.24%
CYP2D6 inhibition	-	0.9222	92.22%
CYP1A2 inhibition	-	0.7375	73.75%
CYP2C8 inhibition	+	0.4718	47.18%
CYP inhibitory promiscuity	-	0.7312	73.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5940	59.40%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9269	92.69%
Skin irritation	-	0.6068	60.68%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7891	78.91%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5019	50.19%
skin sensitisation	-	0.7991	79.91%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6137	61.37%
Acute Oral Toxicity (c)	III	0.6346	63.46%
Estrogen receptor binding	+	0.8686	86.86%
Androgen receptor binding	+	0.6765	67.65%
Thyroid receptor binding	+	0.6641	66.41%
Glucocorticoid receptor binding	+	0.8589	85.89%
Aromatase binding	+	0.8652	86.52%
PPAR gamma	+	0.7031	70.31%
Honey bee toxicity	-	0.6054	60.54%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	99.33%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.19%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.51%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.01%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.94%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.01%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.89%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.62%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.68%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.45%	100.00%

Plants that contains it

• Solidago shortii

Cross-Links

• PubChem: 162958125
• LOTUS: LTS0016598
• wikiData: Q105278002