5-[2-(2-methoxy-5-oxo-2H-furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Details

• Internal ID: 0df173c5-2233-422f-9c76-6f0d7d36f24b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 5-[2-(2-methoxy-5-oxo-2H-furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• InChI: InChI=1S/C21H30O5/c1-13-6-9-16-20(2,10-5-11-21(16,3)19(23)24)15(13)8-7-14-12-17(22)26-18(14)25-4/h12,15-16,18H,1,5-11H2,2-4H3,(H,23,24)
• InChI Key: CCQUMGRREHBGFZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₅
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.20932405 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.09
• 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	+	0.9841	98.41%
Caco-2	+	0.6174	61.74%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6735	67.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7733	77.33%
OATP1B3 inhibitior	-	0.3431	34.31%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6553	65.53%
BSEP inhibitior	+	0.8025	80.25%
P-glycoprotein inhibitior	-	0.5223	52.23%
P-glycoprotein substrate	-	0.6972	69.72%
CYP3A4 substrate	+	0.6615	66.15%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.9049	90.49%
CYP3A4 inhibition	-	0.5654	56.54%
CYP2C9 inhibition	-	0.6378	63.78%
CYP2C19 inhibition	-	0.7260	72.60%
CYP2D6 inhibition	-	0.9424	94.24%
CYP1A2 inhibition	+	0.5226	52.26%
CYP2C8 inhibition	+	0.4736	47.36%
CYP inhibitory promiscuity	-	0.8033	80.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6292	62.92%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.7292	72.92%
Skin irritation	-	0.5656	56.56%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4203	42.03%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5922	59.22%
skin sensitisation	-	0.7880	78.80%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5791	57.91%
Acute Oral Toxicity (c)	III	0.3872	38.72%
Estrogen receptor binding	+	0.8214	82.14%
Androgen receptor binding	+	0.6689	66.89%
Thyroid receptor binding	+	0.6421	64.21%
Glucocorticoid receptor binding	+	0.8118	81.18%
Aromatase binding	+	0.7444	74.44%
PPAR gamma	+	0.6496	64.96%
Honey bee toxicity	-	0.8390	83.90%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
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	96.55%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.66%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	93.08%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.80%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.40%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.02%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.13%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.17%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.88%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.61%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.21%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.68%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	81.23%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.74%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162973958
• LOTUS: LTS0149596
• wikiData: Q104953697