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

Details

• Internal ID: df82ecf8-f8d8-4352-aefd-631f6b175ffa
• 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]-2H-furan-5-one
• InChI: InChI=1S/C20H30O3/c1-13-7-10-19(3)15(5-6-16-20(19,4)23-16)18(13,2)9-8-14-11-17(21)22-12-14/h11,13,15-16H,5-10,12H2,1-4H3
• InChI Key: DMPPNAUISQLIOM-UHFFFAOYSA-N
• Popularity: 2 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): 38.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.26
• H-Bond Acceptor: 3
• 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	+	0.9956	99.56%
Caco-2	+	0.7243	72.43%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7146	71.46%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	+	0.9763	97.63%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.5131	51.31%
P-glycoprotein inhibitior	-	0.5688	56.88%
P-glycoprotein substrate	-	0.6568	65.68%
CYP3A4 substrate	+	0.6290	62.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9019	90.19%
CYP3A4 inhibition	-	0.7976	79.76%
CYP2C9 inhibition	-	0.8242	82.42%
CYP2C19 inhibition	-	0.7492	74.92%
CYP2D6 inhibition	-	0.9182	91.82%
CYP1A2 inhibition	-	0.6004	60.04%
CYP2C8 inhibition	-	0.6299	62.99%
CYP inhibitory promiscuity	-	0.7605	76.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5690	56.90%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.6292	62.92%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6610	66.10%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5805	58.05%
skin sensitisation	-	0.7030	70.30%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6101	61.01%
Acute Oral Toxicity (c)	III	0.6011	60.11%
Estrogen receptor binding	+	0.8330	83.30%
Androgen receptor binding	+	0.6826	68.26%
Thyroid receptor binding	+	0.6776	67.76%
Glucocorticoid receptor binding	+	0.7954	79.54%
Aromatase binding	+	0.7200	72.00%
PPAR gamma	+	0.6456	64.56%
Honey bee toxicity	-	0.7226	72.26%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9923	99.23%

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	96.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.49%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.48%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.07%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.72%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.52%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.33%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.78%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.41%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.89%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.33%	82.69%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.57%	97.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.57%	97.14%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.49%	96.25%

Plants that contains it

• Brickellia secundiflora

Cross-Links

• PubChem: 14109632
• LOTUS: LTS0087069
• wikiData: Q104985258