(6aS,7R,8S,10aR)-7-[2-[(2S)-2-ethenyloxiran-2-yl]ethyl]-7,8-dimethyl-5,6,6a,8,9,10-hexahydro-1H-benzo[d][2]benzofuran-3-one

Details

• Internal ID: 2e6af6a0-3505-474a-aa28-e7093145814f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (6aS,7R,8S,10aR)-7-[2-[(2S)-2-ethenyloxiran-2-yl]ethyl]-7,8-dimethyl-5,6,6a,8,9,10-hexahydro-1H-benzo[d][2]benzofuran-3-one
• InChI: InChI=1S/C20H28O3/c1-4-19(12-23-19)11-10-18(3)14(2)8-9-20-13-22-17(21)15(20)6-5-7-16(18)20/h4,6,14,16H,1,5,7-13H2,2-3H3/t14-,16-,18+,19+,20-/m0/s1
• InChI Key: STUHCXWIBOAJFE-UBVLKLFISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.04
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.7645	76.45%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7347	73.47%
OATP2B1 inhibitior	-	0.8626	86.26%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	+	0.9582	95.82%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.7250	72.50%
BSEP inhibitior	-	0.5488	54.88%
P-glycoprotein inhibitior	-	0.6606	66.06%
P-glycoprotein substrate	-	0.7113	71.13%
CYP3A4 substrate	+	0.6201	62.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.7191	71.91%
CYP2C9 inhibition	-	0.8694	86.94%
CYP2C19 inhibition	-	0.7145	71.45%
CYP2D6 inhibition	-	0.9008	90.08%
CYP1A2 inhibition	-	0.6020	60.20%
CYP2C8 inhibition	-	0.6092	60.92%
CYP inhibitory promiscuity	-	0.8094	80.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5180	51.80%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.8815	88.15%
Skin irritation	-	0.6597	65.97%
Skin corrosion	-	0.9135	91.35%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8401	84.01%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5029	50.29%
skin sensitisation	-	0.6986	69.86%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7778	77.78%
Acute Oral Toxicity (c)	III	0.6457	64.57%
Estrogen receptor binding	+	0.7878	78.78%
Androgen receptor binding	+	0.6041	60.41%
Thyroid receptor binding	+	0.6366	63.66%
Glucocorticoid receptor binding	+	0.7071	70.71%
Aromatase binding	+	0.7863	78.63%
PPAR gamma	+	0.5956	59.56%
Honey bee toxicity	-	0.7820	78.20%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9956	99.56%

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	97.12%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.72%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.85%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.63%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.44%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	88.07%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.68%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.68%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.44%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.54%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.51%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.86%	90.08%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.08%	94.80%

Plants that contains it

• Baccharis linearis

Cross-Links

• PubChem: 162870516
• LOTUS: LTS0143310
• wikiData: Q105260624