5-(4-Ethenyl-4-methyl-3-prop-1-en-2-ylcyclohexyl)-8'a-methyl-5'-methylidenespiro[3,4-dihydropyran-2,3'-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran]-2'-one

Details

• Internal ID: 01ff610b-3bde-4f0f-8458-4693fd1363ef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 5-(4-ethenyl-4-methyl-3-prop-1-en-2-ylcyclohexyl)-8'a-methyl-5'-methylidenespiro[3,4-dihydropyran-2,3'-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran]-2'-one
• InChI: InChI=1S/C30H42O3/c1-7-28(5)13-10-21(15-23(28)19(2)3)22-11-14-30(32-18-22)25-16-24-20(4)9-8-12-29(24,6)17-26(25)33-27(30)31/h7,18,21,23-26H,1-2,4,8-17H2,3,5-6H3
• InChI Key: SKGIOFNKKRTUBS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₂O₃
• Molecular Weight: 450.70 g/mol
• Exact Mass: 450.31339520 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 7.30
• H-Bond Acceptor: 3
• 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	+	0.9938	99.38%
Caco-2	-	0.6181	61.81%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6481	64.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8561	85.61%
OATP1B3 inhibitior	+	0.8047	80.47%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8581	85.81%
P-glycoprotein inhibitior	+	0.6501	65.01%
P-glycoprotein substrate	+	0.5069	50.69%
CYP3A4 substrate	+	0.7011	70.11%
CYP2C9 substrate	-	0.6110	61.10%
CYP2D6 substrate	-	0.8147	81.47%
CYP3A4 inhibition	-	0.6777	67.77%
CYP2C9 inhibition	-	0.9282	92.82%
CYP2C19 inhibition	-	0.7850	78.50%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	+	0.5361	53.61%
CYP2C8 inhibition	+	0.5928	59.28%
CYP inhibitory promiscuity	-	0.8442	84.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5197	51.97%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9391	93.91%
Skin irritation	-	0.5248	52.48%
Skin corrosion	-	0.8922	89.22%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3798	37.98%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.7660	76.60%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7280	72.80%
Acute Oral Toxicity (c)	III	0.3644	36.44%
Estrogen receptor binding	+	0.6567	65.67%
Androgen receptor binding	+	0.6937	69.37%
Thyroid receptor binding	+	0.5685	56.85%
Glucocorticoid receptor binding	+	0.7968	79.68%
Aromatase binding	+	0.6929	69.29%
PPAR gamma	+	0.5227	52.27%
Honey bee toxicity	-	0.7321	73.21%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5082	50.82%
Fish aquatic toxicity	+	0.9917	99.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.21%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	95.34%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.28%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.00%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.34%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.25%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.32%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.13%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.92%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.28%	86.33%
CHEMBL259	P32245	Melanocortin receptor 4	88.26%	95.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.95%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.65%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.87%	82.69%
CHEMBL1871	P10275	Androgen Receptor	84.77%	96.43%
CHEMBL1902	P62942	FK506-binding protein 1A	84.66%	97.05%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.88%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	82.51%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.49%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.25%	93.03%
CHEMBL1977	P11473	Vitamin D receptor	80.15%	99.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.14%	96.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.08%	100.00%

Plants that contains it

• Helenium autumnale

Cross-Links

• PubChem: 73806977
• LOTUS: LTS0148780
• wikiData: Q105254809