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

Details

• Internal ID: 2ad85c28-74a3-4155-8f24-b78020207c49
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: methyl 5-[2-(furan-3-yl)ethyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylate
• InChI: InChI=1S/C21H30O4/c1-15-7-11-21(14-22)17(19(23)24-3)5-4-6-18(21)20(15,2)10-8-16-9-12-25-13-16/h5,9,12-13,15,18,22H,4,6-8,10-11,14H2,1-3H3
• InChI Key: ACTLTPVNNKNAFE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₄
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.21440943 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.14
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	+	0.8238	82.38%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6579	65.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7154	71.54%
OATP1B3 inhibitior	+	0.8673	86.73%
MATE1 inhibitior	-	0.6612	66.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7889	78.89%
P-glycoprotein inhibitior	-	0.6189	61.89%
P-glycoprotein substrate	-	0.6435	64.35%
CYP3A4 substrate	+	0.6736	67.36%
CYP2C9 substrate	-	0.8099	80.99%
CYP2D6 substrate	-	0.8742	87.42%
CYP3A4 inhibition	+	0.7310	73.10%
CYP2C9 inhibition	+	0.5640	56.40%
CYP2C19 inhibition	-	0.5111	51.11%
CYP2D6 inhibition	-	0.8721	87.21%
CYP1A2 inhibition	+	0.5066	50.66%
CYP2C8 inhibition	+	0.6935	69.35%
CYP inhibitory promiscuity	+	0.6357	63.57%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6435	64.35%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9390	93.90%
Skin irritation	-	0.7600	76.00%
Skin corrosion	-	0.9680	96.80%
Ames mutagenesis	-	0.7511	75.11%
Human Ether-a-go-go-Related Gene inhibition	+	0.8811	88.11%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8028	80.28%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5913	59.13%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5127	51.27%
Acute Oral Toxicity (c)	III	0.5733	57.33%
Estrogen receptor binding	+	0.7873	78.73%
Androgen receptor binding	+	0.6532	65.32%
Thyroid receptor binding	+	0.6123	61.23%
Glucocorticoid receptor binding	+	0.7089	70.89%
Aromatase binding	+	0.6847	68.47%
PPAR gamma	-	0.5283	52.83%
Honey bee toxicity	-	0.8473	84.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	97.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.82%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.72%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.11%	94.45%
CHEMBL4072	P07858	Cathepsin B	92.65%	93.67%
CHEMBL2581	P07339	Cathepsin D	91.68%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.98%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.51%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	85.60%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.11%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.74%	94.80%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.67%	86.92%
CHEMBL5028	O14672	ADAM10	80.83%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.43%	97.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.14%	91.24%

Plants that contains it

• Nidorella ivifolia

Cross-Links

• PubChem: 162982100
• LOTUS: LTS0189043
• wikiData: Q104909288