3-Methoxy-7a-methyl-10'-methylidenespiro[1,3,3a,5,6,7-hexahydro-2-benzofuran-4,5'-3-oxatricyclo[7.2.1.01,6]dodecane]-2',11'-dione

Details

• Internal ID: 305e3b71-3107-4691-abd5-e2f175adc45b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-methoxy-7a-methyl-10'-methylidenespiro[1,3,3a,5,6,7-hexahydro-2-benzofuran-4,5'-3-oxatricyclo[7.2.1.01,6]dodecane]-2',11'-dione
• SMILES (Canonical): CC12CCCC3(C1C(OC2)OC)COC(=O)C45C3CCC(C4)C(=C)C5=O
• SMILES (Isomeric): CC12CCCC3(C1C(OC2)OC)COC(=O)C45C3CCC(C4)C(=C)C5=O
• InChI: InChI=1S/C21H28O5/c1-12-13-5-6-14-20(11-26-18(23)21(14,9-13)16(12)22)8-4-7-19(2)10-25-17(24-3)15(19)20/h13-15,17H,1,4-11H2,2-3H3
• InChI Key: USNFPPCRYZXOPG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₅
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.19367399 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9723	97.23%
Caco-2	+	0.7077	70.77%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7199	71.99%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.8971	89.71%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8293	82.93%
P-glycoprotein inhibitior	-	0.5489	54.89%
P-glycoprotein substrate	-	0.6974	69.74%
CYP3A4 substrate	+	0.6651	66.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8642	86.42%
CYP3A4 inhibition	-	0.7392	73.92%
CYP2C9 inhibition	-	0.8480	84.80%
CYP2C19 inhibition	-	0.7833	78.33%
CYP2D6 inhibition	-	0.9094	90.94%
CYP1A2 inhibition	-	0.6064	60.64%
CYP2C8 inhibition	+	0.4671	46.71%
CYP inhibitory promiscuity	-	0.8300	83.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6050	60.50%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.9156	91.56%
Skin irritation	-	0.6632	66.32%
Skin corrosion	-	0.9161	91.61%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3731	37.31%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.7828	78.28%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7789	77.89%
Acute Oral Toxicity (c)	I	0.3236	32.36%
Estrogen receptor binding	+	0.8549	85.49%
Androgen receptor binding	+	0.6284	62.84%
Thyroid receptor binding	+	0.6806	68.06%
Glucocorticoid receptor binding	+	0.8687	86.87%
Aromatase binding	+	0.7268	72.68%
PPAR gamma	+	0.7313	73.13%
Honey bee toxicity	-	0.7527	75.27%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9955	99.55%

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	95.92%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.21%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.79%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.90%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.64%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.94%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.78%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.39%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	88.97%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.27%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.01%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.49%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	86.47%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.05%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	84.74%	95.38%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.46%	95.53%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.27%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.91%	95.71%
CHEMBL204	P00734	Thrombin	83.75%	96.01%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.74%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.10%	100.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.71%	94.78%
CHEMBL1871	P10275	Androgen Receptor	80.82%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.62%	94.00%

Plants that contains it

• Isodon rubescens

Cross-Links

• PubChem: 162876974
• LOTUS: LTS0069267
• wikiData: Q105278344