methyl (1E,3Z,6R,7R)-6,7-dimethyl-10-methylidene-6-[2-(5-oxo-2H-furan-4-yl)ethyl]cyclodeca-1,3-diene-1-carboxylate

Details

• Internal ID: 38f6a01c-1ffe-4073-8e65-f3aedc744939
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: methyl (1E,3Z,6R,7R)-6,7-dimethyl-10-methylidene-6-[2-(5-oxo-2H-furan-4-yl)ethyl]cyclodeca-1,3-diene-1-carboxylate
• SMILES (Canonical): CC1CCC(=C)C(=CC=CCC1(C)CCC2=CCOC2=O)C(=O)OC
• SMILES (Isomeric): C[C@@H]1CCC(=C)/C(=C\C=C/C[C@@]1(C)CCC2=CCOC2=O)/C(=O)OC
• InChI: InChI=1S/C21H28O4/c1-15-8-9-16(2)21(3,13-10-17-11-14-25-19(17)22)12-6-5-7-18(15)20(23)24-4/h5-7,11,16H,1,8-10,12-14H2,2-4H3/b6-5-,18-7+/t16-,21+/m1/s1
• InChI Key: UAYXKLJOJBUGGL-XGDYOGRISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.19875937 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.29
• H-Bond Acceptor: 4
• 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	+	0.9851	98.51%
Caco-2	+	0.5902	59.02%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6594	65.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8520	85.20%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7535	75.35%
P-glycoprotein inhibitior	+	0.6702	67.02%
P-glycoprotein substrate	-	0.5885	58.85%
CYP3A4 substrate	+	0.6829	68.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8955	89.55%
CYP3A4 inhibition	-	0.6858	68.58%
CYP2C9 inhibition	-	0.7708	77.08%
CYP2C19 inhibition	-	0.7804	78.04%
CYP2D6 inhibition	-	0.9174	91.74%
CYP1A2 inhibition	+	0.5122	51.22%
CYP2C8 inhibition	+	0.5189	51.89%
CYP inhibitory promiscuity	-	0.7953	79.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.6512	65.12%
Eye corrosion	-	0.9620	96.20%
Eye irritation	-	0.9400	94.00%
Skin irritation	-	0.5934	59.34%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8589	85.89%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5069	50.69%
skin sensitisation	-	0.7890	78.90%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.5613	56.13%
Acute Oral Toxicity (c)	III	0.6655	66.55%
Estrogen receptor binding	+	0.5566	55.66%
Androgen receptor binding	-	0.5490	54.90%
Thyroid receptor binding	-	0.5704	57.04%
Glucocorticoid receptor binding	+	0.6057	60.57%
Aromatase binding	+	0.6213	62.13%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8375	83.75%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9971	99.71%

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	98.84%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.93%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.04%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.92%	83.82%
CHEMBL2581	P07339	Cathepsin D	90.11%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.22%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.76%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.57%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.80%	99.23%
CHEMBL5028	O14672	ADAM10	82.33%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.03%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.77%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.04%	97.14%

Plants that contains it

• Grangea maderaspatana

Cross-Links

• PubChem: 163055192
• LOTUS: LTS0247827
• wikiData: Q105269138