2',5,8a-trimethyl-8'-(6-methylhept-5-en-2-yl)spiro[5,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-3,5'-bicyclo[2.2.2]oct-2-ene]-2-one

Details

• Internal ID: 37442aec-e0c3-439b-ae69-38e11cdbdff1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 2',5,8a-trimethyl-8'-(6-methylhept-5-en-2-yl)spiro[5,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-3,5'-bicyclo[2.2.2]oct-2-ene]-2-one
• SMILES (Canonical): CC1CCCC2(C1=CC3C(C2)OC(=O)C34CC5CC(C4C=C5C)C(C)CCC=C(C)C)C
• SMILES (Isomeric): CC1CCCC2(C1=CC3C(C2)OC(=O)C34CC5CC(C4C=C5C)C(C)CCC=C(C)C)C
• 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/h9,13,15,19-20,22-23,25-27H,7-8,10-12,14,16-17H2,1-6H3
• InChI Key: CMXCLTFHXRTSPB-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: 7.80
• 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	+	1.0000	100.00%
Caco-2	+	0.6132	61.32%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4883	48.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8726	87.26%
OATP1B3 inhibitior	+	0.8837	88.37%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9214	92.14%
P-glycoprotein inhibitior	+	0.8657	86.57%
P-glycoprotein substrate	+	0.5281	52.81%
CYP3A4 substrate	+	0.6744	67.44%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.7979	79.79%
CYP3A4 inhibition	-	0.7687	76.87%
CYP2C9 inhibition	-	0.8538	85.38%
CYP2C19 inhibition	+	0.7213	72.13%
CYP2D6 inhibition	-	0.9234	92.34%
CYP1A2 inhibition	-	0.7630	76.30%
CYP2C8 inhibition	-	0.6382	63.82%
CYP inhibitory promiscuity	-	0.7148	71.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5392	53.92%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.9708	97.08%
Skin irritation	-	0.5814	58.14%
Skin corrosion	-	0.9550	95.50%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4777	47.77%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5596	55.96%
skin sensitisation	+	0.5820	58.20%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7044	70.44%
Acute Oral Toxicity (c)	III	0.8672	86.72%
Estrogen receptor binding	+	0.7484	74.84%
Androgen receptor binding	+	0.6701	67.01%
Thyroid receptor binding	+	0.5268	52.68%
Glucocorticoid receptor binding	+	0.8786	87.86%
Aromatase binding	+	0.6755	67.55%
PPAR gamma	+	0.6278	62.78%
Honey bee toxicity	-	0.7914	79.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9892	98.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.86%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.00%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	91.20%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.84%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.25%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.78%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.58%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.15%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.40%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.43%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.17%	93.03%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.24%	96.61%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.12%	96.38%
CHEMBL2581	P07339	Cathepsin D	84.89%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.43%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.86%	86.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.60%	93.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.22%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.86%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.26%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.08%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.48%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.21%	86.33%

Plants that contains it

• Helenium autumnale

Cross-Links

• PubChem: 162949580
• LOTUS: LTS0067131
• wikiData: Q104965335