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

Details

• Internal ID: 6853b1bf-9545-4646-9cac-15431cd2b3ad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: dimethyl (4aR,5R,6R,8aR)-5-[2-(furan-3-yl)ethyl]-5,8a-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1,6-dicarboxylate
• SMILES (Canonical): CC12CCC(C(C1CCC=C2C(=O)OC)(C)CCC3=COC=C3)C(=O)OC
• SMILES (Isomeric): C[C@@]12CC[C@H]([C@]([C@H]1CCC=C2C(=O)OC)(C)CCC3=COC=C3)C(=O)OC
• InChI: InChI=1S/C22H30O5/c1-21(11-8-15-10-13-27-14-15)17(20(24)26-4)9-12-22(2)16(19(23)25-3)6-5-7-18(21)22/h6,10,13-14,17-18H,5,7-9,11-12H2,1-4H3/t17-,18+,21-,22-/m0/s1
• InChI Key: UKLZKUFVLXPLCP-UDKICSLYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₅
• Molecular Weight: 374.50 g/mol
• Exact Mass: 374.20932405 g/mol
• Topological Polar Surface Area (TPSA): 65.70 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.32
• 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	+	0.9929	99.29%
Caco-2	+	0.7883	78.83%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5796	57.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7395	73.95%
OATP1B3 inhibitior	+	0.9012	90.12%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7307	73.07%
P-glycoprotein inhibitior	+	0.6997	69.97%
P-glycoprotein substrate	-	0.5848	58.48%
CYP3A4 substrate	+	0.6884	68.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8940	89.40%
CYP3A4 inhibition	+	0.5183	51.83%
CYP2C9 inhibition	-	0.6742	67.42%
CYP2C19 inhibition	-	0.5971	59.71%
CYP2D6 inhibition	-	0.9052	90.52%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.7340	73.40%
CYP inhibitory promiscuity	+	0.6681	66.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6152	61.52%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.7389	73.89%
Skin corrosion	-	0.9681	96.81%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.9488	94.88%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7502	75.02%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6872	68.72%
Acute Oral Toxicity (c)	III	0.6760	67.60%
Estrogen receptor binding	+	0.6976	69.76%
Androgen receptor binding	+	0.6921	69.21%
Thyroid receptor binding	+	0.6841	68.41%
Glucocorticoid receptor binding	+	0.7239	72.39%
Aromatase binding	+	0.5406	54.06%
PPAR gamma	-	0.5972	59.72%
Honey bee toxicity	-	0.8232	82.32%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
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	97.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.94%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.74%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	94.25%	83.82%
CHEMBL2581	P07339	Cathepsin D	93.99%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	91.55%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.78%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.96%	97.25%
CHEMBL4072	P07858	Cathepsin B	87.71%	93.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.27%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.44%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.36%	92.62%
CHEMBL5028	O14672	ADAM10	80.06%	97.50%

Plants that contains it

• Chrozophora oblongifolia

Cross-Links

• PubChem: 10833247
• LOTUS: LTS0012263
• wikiData: Q105274676