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

Details

• Internal ID: 8be9246b-ee0f-4266-9b89-cdd262aa6060
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[2-(7-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)ethyl]-2H-furan-5-one
• InChI: InChI=1S/C20H30O3/c1-13-5-8-17-19(2,3)10-15(21)11-20(17,4)16(13)7-6-14-9-18(22)23-12-14/h9,15-17,21H,1,5-8,10-12H2,2-4H3
• InChI Key: MLLZBKRIBFTLIZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.6241	62.41%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7351	73.51%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	+	0.8679	86.79%
OATP1B3 inhibitior	+	0.9182	91.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.6001	60.01%
P-glycoprotein inhibitior	-	0.6929	69.29%
P-glycoprotein substrate	-	0.6778	67.78%
CYP3A4 substrate	+	0.6361	63.61%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8987	89.87%
CYP3A4 inhibition	-	0.5186	51.86%
CYP2C9 inhibition	-	0.8199	81.99%
CYP2C19 inhibition	-	0.7649	76.49%
CYP2D6 inhibition	-	0.9244	92.44%
CYP1A2 inhibition	-	0.7894	78.94%
CYP2C8 inhibition	-	0.6096	60.96%
CYP inhibitory promiscuity	-	0.8645	86.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6141	61.41%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8087	80.87%
Skin irritation	-	0.5151	51.51%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4707	47.07%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5476	54.76%
skin sensitisation	-	0.6666	66.66%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5174	51.74%
Acute Oral Toxicity (c)	III	0.6091	60.91%
Estrogen receptor binding	+	0.6999	69.99%
Androgen receptor binding	+	0.6484	64.84%
Thyroid receptor binding	+	0.5766	57.66%
Glucocorticoid receptor binding	+	0.8493	84.93%
Aromatase binding	+	0.7090	70.90%
PPAR gamma	+	0.6401	64.01%
Honey bee toxicity	-	0.7964	79.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9941	99.41%

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	98.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.18%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.45%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.35%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.33%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.31%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.75%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.63%	97.25%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.85%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.24%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.63%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.30%	93.40%
CHEMBL221	P23219	Cyclooxygenase-1	82.03%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.79%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.88%	86.33%

Plants that contains it

• Leiocarpa semicalva

Cross-Links

• PubChem: 163015561
• LOTUS: LTS0204279
• wikiData: Q105166822