3-[2-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]ethyl]-2H-furan-5-one

Details

• Internal ID: a883d304-cf2c-4c18-8747-d6497151cb1a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[2-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]ethyl]-2H-furan-5-one
• InChI: InChI=1S/C20H30O2/c1-14-6-5-7-17-19(14,3)10-8-15(2)20(17,4)11-9-16-12-18(21)22-13-16/h12,15,17H,1,5-11,13H2,2-4H3/t15-,17+,19+,20+/m1/s1
• InChI Key: JHNODZDJDYADGX-LQJIQPLVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.05
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.7285	72.85%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4672	46.72%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.8484	84.84%
OATP1B3 inhibitior	+	0.8640	86.40%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.4855	48.55%
P-glycoprotein inhibitior	-	0.5082	50.82%
P-glycoprotein substrate	-	0.8056	80.56%
CYP3A4 substrate	+	0.6146	61.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9102	91.02%
CYP3A4 inhibition	-	0.6607	66.07%
CYP2C9 inhibition	-	0.7880	78.80%
CYP2C19 inhibition	+	0.6249	62.49%
CYP2D6 inhibition	-	0.8994	89.94%
CYP1A2 inhibition	+	0.6251	62.51%
CYP2C8 inhibition	-	0.6265	62.65%
CYP inhibitory promiscuity	-	0.6391	63.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5580	55.80%
Eye corrosion	-	0.9725	97.25%
Eye irritation	-	0.6965	69.65%
Skin irritation	-	0.5955	59.55%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7313	73.13%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5606	56.06%
skin sensitisation	-	0.6409	64.09%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5710	57.10%
Acute Oral Toxicity (c)	III	0.7650	76.50%
Estrogen receptor binding	+	0.7879	78.79%
Androgen receptor binding	+	0.5505	55.05%
Thyroid receptor binding	+	0.6555	65.55%
Glucocorticoid receptor binding	+	0.7770	77.70%
Aromatase binding	+	0.7757	77.57%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7964	79.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
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	96.41%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.68%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.23%	97.25%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.97%	83.57%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.50%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.83%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.48%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.82%	86.33%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.32%	86.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.14%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	82.60%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.09%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101681765
• LOTUS: LTS0095288
• wikiData: Q105128112