methyl (2S,6S,7R)-2,6-dimethyl-14-oxo-13-oxatetracyclo[8.8.0.02,7.012,16]octadeca-1(10),11,15-triene-6-carboxylate

Details

• Internal ID: 0b5893b3-375f-4cf2-9d2a-824f89f916fc
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: methyl (2S,6S,7R)-2,6-dimethyl-14-oxo-13-oxatetracyclo[8.8.0.02,7.012,16]octadeca-1(10),11,15-triene-6-carboxylate
• SMILES (Canonical): CC12CCCC(C1CCC3=C2CCC4=CC(=O)OC4=C3)(C)C(=O)OC
• SMILES (Isomeric): C[C@]12CCC[C@]([C@@H]1CCC3=C2CCC4=CC(=O)OC4=C3)(C)C(=O)OC
• InChI: InChI=1S/C21H26O4/c1-20-9-4-10-21(2,19(23)24-3)17(20)8-6-13-11-16-14(5-7-15(13)20)12-18(22)25-16/h11-12,17H,4-10H2,1-3H3/t17-,20-,21+/m1/s1
• InChI Key: YQGOQPXRMYAFGM-UIFIKXQLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₄
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.18310931 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.22
• H-Bond Acceptor: 4
• 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	+	0.9945	99.45%
Caco-2	+	0.8148	81.48%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6808	68.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8316	83.16%
OATP1B3 inhibitior	+	0.9623	96.23%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9480	94.80%
P-glycoprotein inhibitior	-	0.5248	52.48%
P-glycoprotein substrate	-	0.7713	77.13%
CYP3A4 substrate	+	0.6670	66.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9077	90.77%
CYP3A4 inhibition	-	0.8211	82.11%
CYP2C9 inhibition	-	0.7284	72.84%
CYP2C19 inhibition	-	0.8167	81.67%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.5233	52.33%
CYP2C8 inhibition	-	0.6513	65.13%
CYP inhibitory promiscuity	-	0.8169	81.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5893	58.93%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.8002	80.02%
Skin irritation	-	0.6447	64.47%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3696	36.96%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6251	62.51%
skin sensitisation	-	0.7779	77.79%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7665	76.65%
Acute Oral Toxicity (c)	III	0.6324	63.24%
Estrogen receptor binding	+	0.6195	61.95%
Androgen receptor binding	+	0.6550	65.50%
Thyroid receptor binding	+	0.5389	53.89%
Glucocorticoid receptor binding	+	0.6696	66.96%
Aromatase binding	+	0.6197	61.97%
PPAR gamma	+	0.6393	63.93%
Honey bee toxicity	-	0.8586	85.86%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5437	54.37%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.39%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.36%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.23%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.34%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.56%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.85%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.01%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.65%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.30%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.15%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.47%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.88%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	81.64%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.15%	97.25%

Plants that contains it

• Inula japonica

Cross-Links

• PubChem: 21603993
• NPASS: NPC189592