1-[2-(2-hydroxy-5-oxo-2H-furan-3-yl)ethyl]-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalene-2-carbaldehyde

Details

• Internal ID: 8c093cbf-31c0-4839-a441-4ace32a34a26
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 1-[2-(2-hydroxy-5-oxo-2H-furan-3-yl)ethyl]-5,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalene-2-carbaldehyde
• SMILES (Canonical): CC1(CCCC2(C1CC=C(C2CCC3=CC(=O)OC3O)C=O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CC=C(C2CCC3=CC(=O)OC3O)C=O)C)C
• InChI: InChI=1S/C20H28O4/c1-19(2)9-4-10-20(3)15(14(12-21)6-8-16(19)20)7-5-13-11-17(22)24-18(13)23/h6,11-12,15-16,18,23H,4-5,7-10H2,1-3H3
• InChI Key: NSPMBWKQIHHDLF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.5370	53.70%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7509	75.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7553	75.53%
OATP1B3 inhibitior	-	0.2973	29.73%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6032	60.32%
BSEP inhibitior	+	0.7682	76.82%
P-glycoprotein inhibitior	-	0.5889	58.89%
P-glycoprotein substrate	-	0.7544	75.44%
CYP3A4 substrate	+	0.6348	63.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8902	89.02%
CYP3A4 inhibition	-	0.7146	71.46%
CYP2C9 inhibition	-	0.7109	71.09%
CYP2C19 inhibition	-	0.7916	79.16%
CYP2D6 inhibition	-	0.9461	94.61%
CYP1A2 inhibition	-	0.6545	65.45%
CYP2C8 inhibition	-	0.7027	70.27%
CYP inhibitory promiscuity	-	0.8395	83.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6093	60.93%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9429	94.29%
Skin irritation	+	0.5122	51.22%
Skin corrosion	-	0.9170	91.70%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7248	72.48%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5054	50.54%
skin sensitisation	-	0.6331	63.31%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5071	50.71%
Estrogen receptor binding	+	0.8976	89.76%
Androgen receptor binding	+	0.5278	52.78%
Thyroid receptor binding	+	0.6423	64.23%
Glucocorticoid receptor binding	+	0.8224	82.24%
Aromatase binding	+	0.6453	64.53%
PPAR gamma	+	0.7799	77.99%
Honey bee toxicity	-	0.8237	82.37%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.22%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.70%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.88%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.77%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.67%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.23%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.85%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.48%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	80.56%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.06%	94.45%
CHEMBL1902	P62942	FK506-binding protein 1A	80.04%	97.05%

Plants that contains it

• Acritopappus longifolius

Cross-Links

• PubChem: 162936552
• LOTUS: LTS0112774
• wikiData: Q105185189