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

Details

• Internal ID: 9ad2b1ff-541d-4dec-abaa-f30489f5c827
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: methyl 1-[2-(furan-3-yl)ethyl]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalene-2-carboxylate
• SMILES (Canonical): CC1=CCCC2C1(CCC(C2(C)CCC3=COC=C3)C(=O)OC)C
• SMILES (Isomeric): CC1=CCCC2C1(CCC(C2(C)CCC3=COC=C3)C(=O)OC)C
• InChI: InChI=1S/C21H30O3/c1-15-6-5-7-18-20(15,2)12-9-17(19(22)23-4)21(18,3)11-8-16-10-13-24-14-16/h6,10,13-14,17-18H,5,7-9,11-12H2,1-4H3
• InChI Key: OLSXWVKJHIFZKA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₃
• Molecular Weight: 330.50 g/mol
• Exact Mass: 330.21949481 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.16
• H-Bond Acceptor: 3
• 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	+	0.9966	99.66%
Caco-2	+	0.8743	87.43%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Plasma membrane	0.4771	47.71%
OATP2B1 inhibitior	-	0.8645	86.45%
OATP1B1 inhibitior	+	0.7737	77.37%
OATP1B3 inhibitior	+	0.8922	89.22%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7232	72.32%
P-glycoprotein inhibitior	+	0.5907	59.07%
P-glycoprotein substrate	-	0.7055	70.55%
CYP3A4 substrate	+	0.6799	67.99%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.8292	82.92%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.5994	59.94%
CYP2C19 inhibition	+	0.6175	61.75%
CYP2D6 inhibition	-	0.8873	88.73%
CYP1A2 inhibition	+	0.5188	51.88%
CYP2C8 inhibition	+	0.6565	65.65%
CYP inhibitory promiscuity	+	0.7587	75.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5811	58.11%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9504	95.04%
Skin irritation	-	0.7446	74.46%
Skin corrosion	-	0.9756	97.56%
Ames mutagenesis	-	0.7137	71.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.9096	90.96%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5699	56.99%
skin sensitisation	-	0.6938	69.38%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5632	56.32%
Acute Oral Toxicity (c)	III	0.6227	62.27%
Estrogen receptor binding	+	0.7434	74.34%
Androgen receptor binding	+	0.7171	71.71%
Thyroid receptor binding	+	0.7123	71.23%
Glucocorticoid receptor binding	+	0.7566	75.66%
Aromatase binding	+	0.6916	69.16%
PPAR gamma	-	0.5154	51.54%
Honey bee toxicity	-	0.8570	85.70%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
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	97.05%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.90%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.25%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.39%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.33%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.67%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.61%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.20%	92.62%
CHEMBL5028	O14672	ADAM10	82.14%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	81.50%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.18%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.95%	86.33%

Plants that contains it

• Baccharis boliviensis

Cross-Links

• PubChem: 14262649
• LOTUS: LTS0173268
• wikiData: Q105194117