[5a-Methyl-3-methylidene-4-(2-methylpropanoyloxy)-2-oxospiro[3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-9,2'-oxirane]-6-yl] 2-(hydroxymethyl)but-2-enoate

Details

• Internal ID: 4b47cf4e-c641-4203-8724-cf473d65f7c7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: [5a-methyl-3-methylidene-4-(2-methylpropanoyloxy)-2-oxospiro[3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-9,2'-oxirane]-6-yl] 2-(hydroxymethyl)but-2-enoate
• InChI: InChI=1S/C24H32O8/c1-6-14(10-25)22(28)31-16-7-8-24(11-29-24)19-18-17(13(4)21(27)32-18)15(9-23(16,19)5)30-20(26)12(2)3/h6,12,15-19,25H,4,7-11H2,1-3,5H3
• InChI Key: ZWXSBUDXCXVESV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₈
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.20971797 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.09
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9695	96.95%
Caco-2	-	0.6587	65.87%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7884	78.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8728	87.28%
OATP1B3 inhibitior	+	0.8638	86.38%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.5755	57.55%
P-glycoprotein inhibitior	+	0.6877	68.77%
P-glycoprotein substrate	-	0.5434	54.34%
CYP3A4 substrate	+	0.6810	68.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8975	89.75%
CYP3A4 inhibition	-	0.5965	59.65%
CYP2C9 inhibition	-	0.7243	72.43%
CYP2C19 inhibition	-	0.8161	81.61%
CYP2D6 inhibition	-	0.9307	93.07%
CYP1A2 inhibition	-	0.7771	77.71%
CYP2C8 inhibition	-	0.5837	58.37%
CYP inhibitory promiscuity	-	0.8955	89.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5120	51.20%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.8860	88.60%
Skin irritation	-	0.6054	60.54%
Skin corrosion	-	0.9254	92.54%
Ames mutagenesis	-	0.6140	61.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.7903	79.03%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7676	76.76%
Acute Oral Toxicity (c)	III	0.4323	43.23%
Estrogen receptor binding	+	0.8093	80.93%
Androgen receptor binding	+	0.6745	67.45%
Thyroid receptor binding	+	0.5393	53.93%
Glucocorticoid receptor binding	+	0.8634	86.34%
Aromatase binding	+	0.7200	72.00%
PPAR gamma	+	0.7232	72.32%
Honey bee toxicity	-	0.6802	68.02%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9938	99.38%

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	98.31%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.77%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.50%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.01%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.61%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.96%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.34%	92.62%
CHEMBL2996	Q05655	Protein kinase C delta	90.06%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.60%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.92%	99.23%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.91%	98.75%
CHEMBL2581	P07339	Cathepsin D	87.09%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.07%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.50%	91.07%
CHEMBL1937	Q92769	Histone deacetylase 2	84.55%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	84.47%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.98%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.35%	82.69%
CHEMBL299	P17252	Protein kinase C alpha	82.42%	98.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.03%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.89%	86.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.77%	97.28%
CHEMBL5028	O14672	ADAM10	81.52%	97.50%
CHEMBL226	P30542	Adenosine A1 receptor	81.39%	95.93%

Plants that contains it

• Dimerostemma asperatum

Cross-Links

• PubChem: 162866828
• LOTUS: LTS0177361
• wikiData: Q105385308