2-hydroxy-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: 539ae0db-2ff1-4302-96e5-a1226b1ec5f4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 2-hydroxy-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/C20H30O4/c1-12-5-8-16-19(2,3)10-14(21)11-20(16,4)15(12)7-6-13-9-17(22)24-18(13)23/h9,14-16,18,21,23H,1,5-8,10-11H2,2-4H3
• InChI Key: PNXYDZZVVDQVKI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.5715	57.15%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6989	69.89%
OATP2B1 inhibitior	-	0.8668	86.68%
OATP1B1 inhibitior	+	0.8389	83.89%
OATP1B3 inhibitior	-	0.2564	25.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6174	61.74%
P-glycoprotein inhibitior	-	0.7483	74.83%
P-glycoprotein substrate	-	0.7454	74.54%
CYP3A4 substrate	+	0.6306	63.06%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8875	88.75%
CYP3A4 inhibition	+	0.5225	52.25%
CYP2C9 inhibition	-	0.8474	84.74%
CYP2C19 inhibition	-	0.7934	79.34%
CYP2D6 inhibition	-	0.9551	95.51%
CYP1A2 inhibition	-	0.7999	79.99%
CYP2C8 inhibition	-	0.7043	70.43%
CYP inhibitory promiscuity	-	0.8301	83.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5826	58.26%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8893	88.93%
Skin irritation	+	0.6451	64.51%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4656	46.56%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5322	53.22%
skin sensitisation	-	0.7315	73.15%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.4793	47.93%
Acute Oral Toxicity (c)	I	0.7979	79.79%
Estrogen receptor binding	+	0.8742	87.42%
Androgen receptor binding	+	0.6066	60.66%
Thyroid receptor binding	+	0.7270	72.70%
Glucocorticoid receptor binding	+	0.9085	90.85%
Aromatase binding	+	0.7624	76.24%
PPAR gamma	+	0.6665	66.65%
Honey bee toxicity	-	0.8197	81.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9967	99.67%

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	96.61%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.42%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.27%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.43%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.48%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.40%	100.00%
CHEMBL1871	P10275	Androgen Receptor	86.11%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.58%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	82.61%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.44%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.13%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.49%	95.89%

Plants that contains it

• Leiocarpa semicalva

Cross-Links

• PubChem: 163029156
• LOTUS: LTS0195350
• wikiData: Q105212266