Methyl 5-[2-(furan-3-yl)-2-oxoethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylate

Details

• Internal ID: 6f4901b7-c8b0-45c1-9410-019e768d91fb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: methyl 5-[2-(furan-3-yl)-2-oxoethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylate
• SMILES (Canonical): CC1CCC2(C(C1(C)CC(=O)C3=COC=C3)CCC=C2C(=O)OC)C
• SMILES (Isomeric): CC1CCC2(C(C1(C)CC(=O)C3=COC=C3)CCC=C2C(=O)OC)C
• InChI: InChI=1S/C21H28O4/c1-14-8-10-20(2)16(19(23)24-4)6-5-7-18(20)21(14,3)12-17(22)15-9-11-25-13-15/h6,9,11,13-14,18H,5,7-8,10,12H2,1-4H3
• InChI Key: VFOUERLEVBHGEB-UHFFFAOYSA-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): 56.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.80
• 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	+	0.9932	99.32%
Caco-2	+	0.8325	83.25%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5533	55.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7767	77.67%
OATP1B3 inhibitior	+	0.9192	91.92%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6717	67.17%
P-glycoprotein inhibitior	-	0.4625	46.25%
P-glycoprotein substrate	-	0.7286	72.86%
CYP3A4 substrate	+	0.6479	64.79%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8920	89.20%
CYP3A4 inhibition	+	0.5209	52.09%
CYP2C9 inhibition	-	0.7526	75.26%
CYP2C19 inhibition	-	0.7101	71.01%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.5723	57.23%
CYP2C8 inhibition	+	0.6698	66.98%
CYP inhibitory promiscuity	+	0.5796	57.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6032	60.32%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9503	95.03%
Skin irritation	-	0.7051	70.51%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.9450	94.50%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5194	51.94%
skin sensitisation	-	0.8201	82.01%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4336	43.36%
Estrogen receptor binding	+	0.6672	66.72%
Androgen receptor binding	-	0.4885	48.85%
Thyroid receptor binding	+	0.6246	62.46%
Glucocorticoid receptor binding	-	0.4688	46.88%
Aromatase binding	+	0.6081	60.81%
PPAR gamma	+	0.5838	58.38%
Honey bee toxicity	-	0.8780	87.80%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.37%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.72%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.65%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.01%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.00%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.40%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.72%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.31%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.17%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.40%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.38%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.18%	100.00%
CHEMBL5028	O14672	ADAM10	82.02%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.48%	91.19%

Plants that contains it

• Croton palanostigma

Cross-Links

• PubChem: 14563756
• LOTUS: LTS0103305
• wikiData: Q105285484