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

Details

• Internal ID: 7b7f984e-714a-45c5-a9ad-6bd9b9407391
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[2-(5,6-dihydroxy-1,2,4a,5-tetramethyl-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl)ethyl]-2-hydroxy-2H-furan-5-one
• InChI: InChI=1S/C20H32O5/c1-12-7-10-19(3)14(5-6-15(21)20(19,4)24)18(12,2)9-8-13-11-16(22)25-17(13)23/h11-12,14-15,17,21,23-24H,5-10H2,1-4H3
• InChI Key: ASJHAZDQDXYITE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₅
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.22497412 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9781	97.81%
Caco-2	+	0.5234	52.34%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6956	69.56%
OATP2B1 inhibitior	-	0.8652	86.52%
OATP1B1 inhibitior	+	0.8483	84.83%
OATP1B3 inhibitior	+	0.9140	91.40%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6608	66.08%
P-glycoprotein inhibitior	-	0.8353	83.53%
P-glycoprotein substrate	-	0.6583	65.83%
CYP3A4 substrate	+	0.6492	64.92%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.5815	58.15%
CYP2C9 inhibition	-	0.8715	87.15%
CYP2C19 inhibition	-	0.7302	73.02%
CYP2D6 inhibition	-	0.9544	95.44%
CYP1A2 inhibition	-	0.7641	76.41%
CYP2C8 inhibition	-	0.7613	76.13%
CYP inhibitory promiscuity	-	0.9277	92.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5168	51.68%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9165	91.65%
Skin irritation	+	0.7351	73.51%
Skin corrosion	-	0.9224	92.24%
Ames mutagenesis	-	0.7124	71.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.3880	38.80%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8376	83.76%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7679	76.79%
Acute Oral Toxicity (c)	I	0.5607	56.07%
Estrogen receptor binding	+	0.8769	87.69%
Androgen receptor binding	+	0.6140	61.40%
Thyroid receptor binding	+	0.6996	69.96%
Glucocorticoid receptor binding	+	0.8400	84.00%
Aromatase binding	+	0.7197	71.97%
PPAR gamma	-	0.5184	51.84%
Honey bee toxicity	-	0.8572	85.72%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9889	98.89%

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	97.15%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.46%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.82%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.77%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.73%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.62%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.34%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.54%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.29%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.52%	92.94%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.40%	86.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.36%	96.09%
CHEMBL1902	P62942	FK506-binding protein 1A	81.67%	97.05%
CHEMBL226	P30542	Adenosine A1 receptor	80.67%	95.93%

Plants that contains it

• Brickellia secundiflora

Cross-Links

• PubChem: 14109638
• LOTUS: LTS0029151
• wikiData: Q104917882