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

Details

• Internal ID: 4b9a1e81-3686-4663-ad9a-02aa4db55ea7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (7-acetyloxy-3a,4-dimethyl-4'-methylidene-2'-oxospiro[3,4,5,6,7,7a-hexahydro-1H-indene-2,3'-oxolane]-1-yl) 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2C(CCC(C2(CC13C(=C)COC3=O)C)C)OC(=O)C
• SMILES (Isomeric): CCC(C)C(=O)OC1C2C(CCC(C2(CC13C(=C)COC3=O)C)C)OC(=O)C
• InChI: InChI=1S/C22H32O6/c1-7-12(2)19(24)28-18-17-16(27-15(5)23)9-8-13(3)21(17,6)11-22(18)14(4)10-26-20(22)25/h12-13,16-18H,4,7-11H2,1-3,5-6H3
• InChI Key: ZIAKXVCANFJVSV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₆
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.21988874 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.43
• 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	+	0.9947	99.47%
Caco-2	+	0.6334	63.34%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6719	67.19%
OATP2B1 inhibitior	-	0.8663	86.63%
OATP1B1 inhibitior	+	0.8821	88.21%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5688	56.88%
P-glycoprotein inhibitior	+	0.6243	62.43%
P-glycoprotein substrate	-	0.6872	68.72%
CYP3A4 substrate	+	0.6451	64.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	-	0.6086	60.86%
CYP2C9 inhibition	-	0.7966	79.66%
CYP2C19 inhibition	-	0.7125	71.25%
CYP2D6 inhibition	-	0.9404	94.04%
CYP1A2 inhibition	-	0.5877	58.77%
CYP2C8 inhibition	-	0.6244	62.44%
CYP inhibitory promiscuity	-	0.7103	71.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5939	59.39%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.9077	90.77%
Skin irritation	+	0.5108	51.08%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	+	0.5299	52.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.5320	53.20%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7122	71.22%
skin sensitisation	-	0.8338	83.38%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6104	61.04%
Acute Oral Toxicity (c)	III	0.6488	64.88%
Estrogen receptor binding	+	0.7728	77.28%
Androgen receptor binding	+	0.6353	63.53%
Thyroid receptor binding	-	0.5192	51.92%
Glucocorticoid receptor binding	+	0.7118	71.18%
Aromatase binding	+	0.6059	60.59%
PPAR gamma	+	0.6598	65.98%
Honey bee toxicity	-	0.7322	73.22%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.26%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.58%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.89%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.43%	96.77%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.73%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.01%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	88.52%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	86.15%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.15%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.58%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.45%	89.50%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	83.86%	92.26%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.42%	95.89%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.81%	92.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.62%	86.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.05%	98.75%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.76%	96.38%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.45%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.21%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.06%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	80.46%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.22%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.02%	95.89%

Plants that contains it

• Petasites formosanus

Cross-Links

• PubChem: 162962932
• LOTUS: LTS0179795
• wikiData: Q105376212