5-[2-(Furan-3-yl)ethyl]-1,5,6-trimethyl-2,3,4,6,7,8-hexahydronaphthalene-1-carboxylic acid

Details

• Internal ID: 00eff3de-4b3d-4d48-abe5-cdd69d0ecd43
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 5-[2-(furan-3-yl)ethyl]-1,5,6-trimethyl-2,3,4,6,7,8-hexahydronaphthalene-1-carboxylic acid
• SMILES (Canonical): CC1CCC2=C(C1(C)CCC3=COC=C3)CCCC2(C)C(=O)O
• SMILES (Isomeric): CC1CCC2=C(C1(C)CCC3=COC=C3)CCCC2(C)C(=O)O
• InChI: InChI=1S/C20H28O3/c1-14-6-7-17-16(5-4-10-20(17,3)18(21)22)19(14,2)11-8-15-9-12-23-13-15/h9,12-14H,4-8,10-11H2,1-3H3,(H,21,22)
• InChI Key: QSCGVVYGWUHJIU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 5.22
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• SCHEMBL19004035
• ACon1_000152
• NCGC00180831-01

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.8441	84.41%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4569	45.69%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.7055	70.55%
OATP1B3 inhibitior	+	0.8327	83.27%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6347	63.47%
P-glycoprotein inhibitior	-	0.7747	77.47%
P-glycoprotein substrate	-	0.6933	69.33%
CYP3A4 substrate	+	0.6037	60.37%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8448	84.48%
CYP3A4 inhibition	+	0.6196	61.96%
CYP2C9 inhibition	-	0.5067	50.67%
CYP2C19 inhibition	+	0.5470	54.70%
CYP2D6 inhibition	-	0.8981	89.81%
CYP1A2 inhibition	+	0.6017	60.17%
CYP2C8 inhibition	-	0.6063	60.63%
CYP inhibitory promiscuity	+	0.5149	51.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5693	56.93%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9402	94.02%
Skin irritation	-	0.6479	64.79%
Skin corrosion	-	0.9571	95.71%
Ames mutagenesis	-	0.8170	81.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8054	80.54%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5541	55.41%
skin sensitisation	-	0.6229	62.29%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.9006	90.06%
Acute Oral Toxicity (c)	III	0.5627	56.27%
Estrogen receptor binding	+	0.6566	65.66%
Androgen receptor binding	+	0.6053	60.53%
Thyroid receptor binding	+	0.7030	70.30%
Glucocorticoid receptor binding	+	0.7726	77.26%
Aromatase binding	+	0.7107	71.07%
PPAR gamma	+	0.5374	53.74%
Honey bee toxicity	-	0.9407	94.07%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.94%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.97%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.75%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.07%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.07%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.62%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.74%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.52%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.93%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.76%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.21%	100.00%

Plants that contains it

• Chrozophora oblongifolia
• Cladogynos orientalis

Cross-Links

• PubChem: 23928093
• LOTUS: LTS0114020
• wikiData: Q105226859