3-[2-(4,5,7a,7b-tetramethyl-2,3,3a,5,6,7-hexahydro-1aH-naphtho[1,2-b]oxiren-4-yl)ethyl]-2-hydroxy-2H-furan-5-one

Details

• Internal ID: 031d756f-5352-4234-841c-f3d6ee632e75
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[2-(4,5,7a,7b-tetramethyl-2,3,3a,5,6,7-hexahydro-1aH-naphtho[1,2-b]oxiren-4-yl)ethyl]-2-hydroxy-2H-furan-5-one
• InChI: InChI=1S/C20H30O4/c1-12-7-10-19(3)14(5-6-15-20(19,4)24-15)18(12,2)9-8-13-11-16(21)23-17(13)22/h11-12,14-15,17,22H,5-10H2,1-4H3
• InChI Key: JMOKYZIRKYSDQA-UHFFFAOYSA-N
• Popularity: 2 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): 59.10 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 4
• 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	+	0.9873	98.73%
Caco-2	+	0.5651	56.51%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7105	71.05%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8079	80.79%
OATP1B3 inhibitior	+	0.8920	89.20%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7618	76.18%
P-glycoprotein inhibitior	-	0.6862	68.62%
P-glycoprotein substrate	-	0.7153	71.53%
CYP3A4 substrate	+	0.6337	63.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8885	88.85%
CYP3A4 inhibition	-	0.7385	73.85%
CYP2C9 inhibition	-	0.7526	75.26%
CYP2C19 inhibition	-	0.7939	79.39%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.5849	58.49%
CYP2C8 inhibition	-	0.7358	73.58%
CYP inhibitory promiscuity	-	0.8637	86.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5346	53.46%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9168	91.68%
Skin irritation	+	0.5343	53.43%
Skin corrosion	-	0.9101	91.01%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6825	68.25%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7847	78.47%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7285	72.85%
Acute Oral Toxicity (c)	III	0.3310	33.10%
Estrogen receptor binding	+	0.8802	88.02%
Androgen receptor binding	+	0.6466	64.66%
Thyroid receptor binding	+	0.6871	68.71%
Glucocorticoid receptor binding	+	0.7871	78.71%
Aromatase binding	+	0.7331	73.31%
PPAR gamma	+	0.6056	60.56%
Honey bee toxicity	-	0.7692	76.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9929	99.29%

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	97.69%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.99%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.91%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.03%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.90%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.95%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.60%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.38%	95.89%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.20%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.11%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.68%	86.33%
CHEMBL1902	P62942	FK506-binding protein 1A	81.65%	97.05%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.56%	94.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.09%	98.46%

Plants that contains it

• Brickellia secundiflora

Cross-Links

• PubChem: 14109634
• LOTUS: LTS0081326
• wikiData: Q105131564