Dimethyl 5-[2-(furan-3-yl)-2-oxoethyl]-5,8a-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1,6-dicarboxylate

Details

• Internal ID: 1663b611-8862-4ee5-8567-0ce9e65564c8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: dimethyl 5-[2-(furan-3-yl)-2-oxoethyl]-5,8a-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1,6-dicarboxylate
• SMILES (Canonical): CC12CCC(C(C1CCC=C2C(=O)OC)(C)CC(=O)C3=COC=C3)C(=O)OC
• SMILES (Isomeric): CC12CCC(C(C1CCC=C2C(=O)OC)(C)CC(=O)C3=COC=C3)C(=O)OC
• InChI: InChI=1S/C22H28O6/c1-21-10-8-16(20(25)27-4)22(2,12-17(23)14-9-11-28-13-14)18(21)7-5-6-15(21)19(24)26-3/h6,9,11,13,16,18H,5,7-8,10,12H2,1-4H3
• InChI Key: HBGWSTTXPKJCAH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₆
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.18858861 g/mol
• Topological Polar Surface Area (TPSA): 82.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.96
• H-Bond Acceptor: 6
• 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	+	0.9932	99.32%
Caco-2	+	0.7545	75.45%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5533	55.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7708	77.08%
OATP1B3 inhibitior	+	0.9192	91.92%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6120	61.20%
P-glycoprotein inhibitior	+	0.7015	70.15%
P-glycoprotein substrate	-	0.6636	66.36%
CYP3A4 substrate	+	0.6640	66.40%
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	+	0.7093	70.93%
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	-	0.9018	90.18%
Skin irritation	-	0.7051	70.51%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.9328	93.28%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5177	51.77%
skin sensitisation	-	0.8201	82.01%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6783	67.83%
Acute Oral Toxicity (c)	III	0.4336	43.36%
Estrogen receptor binding	+	0.6232	62.32%
Androgen receptor binding	+	0.6284	62.84%
Thyroid receptor binding	+	0.6405	64.05%
Glucocorticoid receptor binding	+	0.6411	64.11%
Aromatase binding	+	0.5617	56.17%
PPAR gamma	-	0.5340	53.40%
Honey bee toxicity	-	0.8658	86.58%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	98.10%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	97.19%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.91%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.01%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.54%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.53%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.60%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.54%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.43%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.35%	98.95%
CHEMBL5028	O14672	ADAM10	82.23%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.15%	91.19%
CHEMBL4208	P20618	Proteasome component C5	80.51%	90.00%

Plants that contains it

• Chrozophora oblongifolia

Cross-Links

• PubChem: 75085257
• LOTUS: LTS0239599
• wikiData: Q105025279