[3a,4-dimethyl-4'-methylidene-7-(2-methylpropanoyloxy)-2'-oxospiro[3,4,5,6,7,7a-hexahydro-1H-indene-2,3'-oxolane]-1-yl] 2-methylbut-2-enoate

Details

• Internal ID: 4b11278a-8537-4cf3-b10e-35608f60d35f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [3a,4-dimethyl-4'-methylidene-7-(2-methylpropanoyloxy)-2'-oxospiro[3,4,5,6,7,7a-hexahydro-1H-indene-2,3'-oxolane]-1-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2C(CCC(C2(CC13C(=C)COC3=O)C)C)OC(=O)C(C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C2C(CCC(C2(CC13C(=C)COC3=O)C)C)OC(=O)C(C)C
• InChI: InChI=1S/C24H34O6/c1-8-14(4)21(26)30-19-18-17(29-20(25)13(2)3)10-9-15(5)23(18,7)12-24(19)16(6)11-28-22(24)27/h8,13,15,17-19H,6,9-12H2,1-5,7H3
• InChI Key: ICWOSXWEMHFBGY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₆
• Molecular Weight: 418.50 g/mol
• Exact Mass: 418.23553880 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 6
• 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	+	0.9914	99.14%
Caco-2	+	0.5756	57.56%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7794	77.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8879	88.79%
OATP1B3 inhibitior	-	0.2227	22.27%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5473	54.73%
P-glycoprotein inhibitior	+	0.6467	64.67%
P-glycoprotein substrate	-	0.7178	71.78%
CYP3A4 substrate	+	0.6573	65.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.7779	77.79%
CYP2C9 inhibition	-	0.7305	73.05%
CYP2C19 inhibition	-	0.7556	75.56%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.5237	52.37%
CYP2C8 inhibition	-	0.6311	63.11%
CYP inhibitory promiscuity	-	0.8807	88.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5832	58.32%
Eye corrosion	-	0.9774	97.74%
Eye irritation	-	0.9253	92.53%
Skin irritation	-	0.5404	54.04%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	+	0.5922	59.22%
Human Ether-a-go-go-Related Gene inhibition	-	0.3710	37.10%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7348	73.48%
skin sensitisation	-	0.7403	74.03%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.8328	83.28%
Acute Oral Toxicity (c)	III	0.5790	57.90%
Estrogen receptor binding	+	0.7897	78.97%
Androgen receptor binding	+	0.6460	64.60%
Thyroid receptor binding	+	0.5737	57.37%
Glucocorticoid receptor binding	+	0.7146	71.46%
Aromatase binding	+	0.6131	61.31%
PPAR gamma	+	0.7015	70.15%
Honey bee toxicity	-	0.5956	59.56%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9972	99.72%

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	95.92%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.66%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.33%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.70%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.55%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.63%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	91.44%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.65%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.66%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.39%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.92%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.15%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.21%	98.75%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	85.20%	92.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.40%	91.07%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.86%	92.78%
CHEMBL1937	Q92769	Histone deacetylase 2	83.38%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.95%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.46%	97.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.23%	95.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.86%	90.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.71%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.27%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.92%	93.00%

Plants that contains it

• Petasites formosanus

Cross-Links

• PubChem: 85181329
• LOTUS: LTS0275514
• wikiData: Q105111204