8beta-Ethoxyeremophil-3,7(11)-diene-8alpha,12;6alpha,15-diolide

Details

• Internal ID: fe69c4bb-ce91-4845-b83d-8d8f4093c5b7
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1R,6S,8R,15S)-6-ethoxy-3,15-dimethyl-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadeca-2,11-diene-4,13-dione
• InChI: InChI=1S/C17H20O5/c1-4-20-17-8-10-6-5-7-11-15(19)21-13(16(10,11)3)12(17)9(2)14(18)22-17/h7,10,13H,4-6,8H2,1-3H3/t10-,13+,16+,17+/m1/s1
• InChI Key: WNKFDRIAIQEEOT-RBKFWEOPSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.26
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 8beta-Ethoxyeremophil-3,7(11)-diene-8alpha,12;6alpha,15-diolide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.8588	85.88%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8077	80.77%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8700	87.00%
OATP1B3 inhibitior	+	0.9652	96.52%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.7225	72.25%
P-glycoprotein inhibitior	-	0.7498	74.98%
P-glycoprotein substrate	-	0.6928	69.28%
CYP3A4 substrate	+	0.6351	63.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	-	0.6271	62.71%
CYP2C9 inhibition	-	0.7703	77.03%
CYP2C19 inhibition	-	0.8163	81.63%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	-	0.7512	75.12%
CYP2C8 inhibition	-	0.6029	60.29%
CYP inhibitory promiscuity	-	0.5097	50.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4405	44.05%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.7801	78.01%
Skin irritation	-	0.5135	51.35%
Skin corrosion	-	0.8944	89.44%
Ames mutagenesis	-	0.5064	50.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.3598	35.98%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8302	83.02%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7291	72.91%
Acute Oral Toxicity (c)	III	0.7605	76.05%
Estrogen receptor binding	+	0.7002	70.02%
Androgen receptor binding	+	0.5523	55.23%
Thyroid receptor binding	+	0.5706	57.06%
Glucocorticoid receptor binding	+	0.6527	65.27%
Aromatase binding	-	0.5862	58.62%
PPAR gamma	-	0.5344	53.44%
Honey bee toxicity	-	0.8499	84.99%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9894	98.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.28%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.10%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.35%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.72%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.34%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.40%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.04%	94.73%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.57%	90.08%
CHEMBL2581	P07339	Cathepsin D	83.12%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.66%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.43%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	82.36%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.35%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.20%	97.14%
CHEMBL1871	P10275	Androgen Receptor	81.15%	96.43%

Plants that contains it

• Ligularia lapathifolia

Cross-Links

• PubChem: 16109806
• LOTUS: LTS0196799
• wikiData: Q105309127