3,9,10-Trihydroxy-7,7-dimethyl-1-oxo-3,3a,6,6a,7,8,9,10-octahydronaphtho[1,8a-c]furan-4-carbaldehyde

Details

• Internal ID: 6ec41057-ef78-43d1-8f89-4793be5dd825
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 3,9,10-trihydroxy-7,7-dimethyl-1-oxo-3a,6,6a,8,9,10-hexahydro-3H-benzo[d][2]benzofuran-4-carbaldehyde
• InChI: InChI=1S/C15H20O6/c1-14(2)5-8(17)11(18)15-9(14)4-3-7(6-16)10(15)12(19)21-13(15)20/h3,6,8-12,17-19H,4-5H2,1-2H3
• InChI Key: FCQQCKZJCMQQPN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₆
• Molecular Weight: 296.31 g/mol
• Exact Mass: 296.12598835 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.24
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 3,9,10-Trihydroxy-7,7-dimethyl-1-oxo-3,3a,6,6a,7,8,9,10-octahydronaphtho[1,8a-c]furan-4-carbaldehyde
• 3,9,10-trihydroxy-7,7-dimethyl-1-oxo-3a,6,6a,8,9,10-hexahydro-3H-benzo[d][2]benzofuran-4-carbaldehyde
• NSC676839
• 3,9,10-trihydroxy-7,7-dimethyl-1-oxo-3a,6,6a,8,9,10-hexahydro-3H-benzo[d]isobenzofuran-4-carbaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	-	0.6136	61.36%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7523	75.23%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8756	87.56%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9445	94.45%
P-glycoprotein inhibitior	-	0.9110	91.10%
P-glycoprotein substrate	-	0.8050	80.50%
CYP3A4 substrate	+	0.5808	58.08%
CYP2C9 substrate	-	0.8076	80.76%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.7819	78.19%
CYP2C9 inhibition	-	0.8579	85.79%
CYP2C19 inhibition	-	0.8495	84.95%
CYP2D6 inhibition	-	0.9147	91.47%
CYP1A2 inhibition	-	0.8806	88.06%
CYP2C8 inhibition	-	0.8343	83.43%
CYP inhibitory promiscuity	-	0.9143	91.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4619	46.19%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9706	97.06%
Skin irritation	-	0.5402	54.02%
Skin corrosion	-	0.8793	87.93%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5356	53.56%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5495	54.95%
skin sensitisation	-	0.7412	74.12%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.7947	79.47%
Acute Oral Toxicity (c)	I	0.4390	43.90%
Estrogen receptor binding	+	0.5453	54.53%
Androgen receptor binding	+	0.5200	52.00%
Thyroid receptor binding	-	0.5240	52.40%
Glucocorticoid receptor binding	-	0.5104	51.04%
Aromatase binding	-	0.6715	67.15%
PPAR gamma	-	0.5567	55.67%
Honey bee toxicity	-	0.8607	86.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	95.65%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.89%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.83%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.82%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.26%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	84.11%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.28%	89.34%
CHEMBL2581	P07339	Cathepsin D	82.86%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.40%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.40%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.30%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 196957
• LOTUS: LTS0160435
• wikiData: Q103818887