3H-Oxireno[8,8a]naphtho[2,3-b]furan-5-ol, 1a,2,4,4a,5,9-hexahydro-4,4a,6-trimethyl-, acetate

Details

• Internal ID: b050ab04-ac00-4a4e-a16e-6b12aca4bab5
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-3(7),5-dien-8-yl) acetate
• SMILES (Canonical): CC1CCC2C3(C1(C(C4=C(C3)OC=C4C)OC(=O)C)C)O2
• SMILES (Isomeric): CC1CCC2C3(C1(C(C4=C(C3)OC=C4C)OC(=O)C)C)O2
• InChI: InChI=1S/C17H22O4/c1-9-8-19-12-7-17-13(21-17)6-5-10(2)16(17,4)15(14(9)12)20-11(3)18/h8,10,13,15H,5-7H2,1-4H3
• InChI Key: ZBRWDPDQQXUCAT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• ZBRWDPDQQXUCAT-UHFFFAOYSA-N
• 4,4a,6-Trimethyl-2,3,4,4a,5,9-hexahydro-1ah-oxireno[2',3':8,8a]naphtho[2,3-b]furan-5-yl acetate #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.7042	70.42%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6403	64.03%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9116	91.16%
OATP1B3 inhibitior	+	0.9526	95.26%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8360	83.60%
P-glycoprotein inhibitior	-	0.6970	69.70%
P-glycoprotein substrate	-	0.8202	82.02%
CYP3A4 substrate	+	0.6447	64.47%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8262	82.62%
CYP3A4 inhibition	-	0.7660	76.60%
CYP2C9 inhibition	-	0.7048	70.48%
CYP2C19 inhibition	-	0.6144	61.44%
CYP2D6 inhibition	-	0.9311	93.11%
CYP1A2 inhibition	-	0.6364	63.64%
CYP2C8 inhibition	-	0.6446	64.46%
CYP inhibitory promiscuity	-	0.8767	87.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5920	59.20%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8993	89.93%
Skin irritation	-	0.6648	66.48%
Skin corrosion	-	0.9110	91.10%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5768	57.68%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5216	52.16%
skin sensitisation	-	0.8320	83.20%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7377	73.77%
Acute Oral Toxicity (c)	III	0.4086	40.86%
Estrogen receptor binding	+	0.7905	79.05%
Androgen receptor binding	+	0.6148	61.48%
Thyroid receptor binding	+	0.5181	51.81%
Glucocorticoid receptor binding	+	0.6021	60.21%
Aromatase binding	+	0.5528	55.28%
PPAR gamma	+	0.6906	69.06%
Honey bee toxicity	-	0.7645	76.45%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9945	99.45%

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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.13%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.66%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.31%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.21%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.30%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	82.11%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.45%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	80.87%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	80.79%	94.73%

Plants that contains it

• Ligularia cyathiceps
• Senecio doronicum

Cross-Links

• PubChem: 615372
• LOTUS: LTS0027405
• wikiData: Q105370810