(10-Formyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl)methyl 3-methylbutanoate

Details

• Internal ID: 60815a1d-4870-4503-bca0-c420c8946b7d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (10-formyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl)methyl 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OCC1=CCC2C(CC(=CCC1)C=O)OC(=O)C2=C
• SMILES (Isomeric): CC(C)CC(=O)OCC1=CCC2C(CC(=CCC1)C=O)OC(=O)C2=C
• InChI: InChI=1S/C20H26O5/c1-13(2)9-19(22)24-12-15-5-4-6-16(11-21)10-18-17(8-7-15)14(3)20(23)25-18/h6-7,11,13,17-18H,3-5,8-10,12H2,1-2H3
• InChI Key: ZIISLDTWBFIFEJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.5753	57.53%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8115	81.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8265	82.65%
OATP1B3 inhibitior	+	0.9029	90.29%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6122	61.22%
P-glycoprotein inhibitior	-	0.5806	58.06%
P-glycoprotein substrate	-	0.7441	74.41%
CYP3A4 substrate	+	0.6012	60.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9031	90.31%
CYP3A4 inhibition	-	0.7821	78.21%
CYP2C9 inhibition	-	0.7536	75.36%
CYP2C19 inhibition	-	0.7040	70.40%
CYP2D6 inhibition	-	0.8583	85.83%
CYP1A2 inhibition	+	0.5078	50.78%
CYP2C8 inhibition	+	0.5057	50.57%
CYP inhibitory promiscuity	-	0.7210	72.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.6542	65.42%
Eye corrosion	-	0.9339	93.39%
Eye irritation	-	0.7410	74.10%
Skin irritation	-	0.7222	72.22%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7018	70.18%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6482	64.82%
skin sensitisation	-	0.6183	61.83%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.7180	71.80%
Acute Oral Toxicity (c)	III	0.6259	62.59%
Estrogen receptor binding	+	0.5288	52.88%
Androgen receptor binding	-	0.5086	50.86%
Thyroid receptor binding	-	0.5484	54.84%
Glucocorticoid receptor binding	+	0.7313	73.13%
Aromatase binding	+	0.5414	54.14%
PPAR gamma	-	0.6032	60.32%
Honey bee toxicity	-	0.8026	80.26%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	95.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.42%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.30%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.27%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.25%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.36%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.23%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.38%	97.09%
CHEMBL4208	P20618	Proteasome component C5	82.59%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.15%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.00%	93.56%
CHEMBL5028	O14672	ADAM10	80.33%	97.50%

Plants that contains it

• Mikania thapsoides

Cross-Links

• PubChem: 73088941
• LOTUS: LTS0108710
• wikiData: Q105376380