2',8a-Dimethyl-8'-(6-methylhept-5-en-2-yl)-5-methylidenespiro[3a,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-3,5'-bicyclo[2.2.2]oct-2-ene]-2-one

Details

• Internal ID: d0b3bb92-296e-4c7d-80e9-cb6d4564968b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 2',8a-dimethyl-8'-(6-methylhept-5-en-2-yl)-5-methylidenespiro[3a,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-3,5'-bicyclo[2.2.2]oct-2-ene]-2-one
• InChI: InChI=1S/C30H44O2/c1-18(2)9-7-10-19(3)23-14-22-16-30(25(23)13-21(22)5)26-15-24-20(4)11-8-12-29(24,6)17-27(26)32-28(30)31/h9,13,19,22-27H,4,7-8,10-12,14-17H2,1-3,5-6H3
• InChI Key: DDCXFQXXQUYLQV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₂
• Molecular Weight: 436.70 g/mol
• Exact Mass: 436.334130642 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 7.66
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.5423	54.23%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4424	44.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8480	84.80%
OATP1B3 inhibitior	-	0.3031	30.31%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.7946	79.46%
P-glycoprotein inhibitior	+	0.7290	72.90%
P-glycoprotein substrate	-	0.5391	53.91%
CYP3A4 substrate	+	0.6718	67.18%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.7979	79.79%
CYP3A4 inhibition	-	0.6693	66.93%
CYP2C9 inhibition	-	0.8384	83.84%
CYP2C19 inhibition	+	0.8310	83.10%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.6279	62.79%
CYP2C8 inhibition	-	0.6275	62.75%
CYP inhibitory promiscuity	-	0.7322	73.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5739	57.39%
Eye corrosion	-	0.9776	97.76%
Eye irritation	-	0.9534	95.34%
Skin irritation	-	0.5919	59.19%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6537	65.37%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	+	0.6253	62.53%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7317	73.17%
Acute Oral Toxicity (c)	III	0.8582	85.82%
Estrogen receptor binding	+	0.7901	79.01%
Androgen receptor binding	+	0.6839	68.39%
Thyroid receptor binding	+	0.5419	54.19%
Glucocorticoid receptor binding	+	0.8774	87.74%
Aromatase binding	+	0.7047	70.47%
PPAR gamma	+	0.6159	61.59%
Honey bee toxicity	-	0.7301	73.01%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9942	99.42%

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	98.31%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.53%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	92.51%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.55%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.05%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.31%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.72%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.57%	95.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.53%	91.24%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.90%	96.38%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.38%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.27%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.69%	96.47%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.39%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.14%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.03%	93.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.89%	93.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.69%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.60%	95.89%
CHEMBL2581	P07339	Cathepsin D	81.85%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	80.93%	95.38%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.61%	98.75%
CHEMBL2996	Q05655	Protein kinase C delta	80.14%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.08%	100.00%

Plants that contains it

• Helenium autumnale

Cross-Links

• PubChem: 162890873
• LOTUS: LTS0028471
• wikiData: Q104976230