8-Hydroxy-7,9b-dimethyl-3,3a,5a,6,7,8,9,9a-octahydrobenzo[g][2]benzofuran-1-one

Details

• Internal ID: fd8b51f6-8dd5-4b1a-9c42-1e0fe15c0da6
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 8-hydroxy-7,9b-dimethyl-3,3a,5a,6,7,8,9,9a-octahydrobenzo[g][2]benzofuran-1-one
• InChI: InChI=1S/C14H20O3/c1-8-5-9-3-4-10-7-17-13(16)14(10,2)11(9)6-12(8)15/h3-4,8-12,15H,5-7H2,1-2H3
• InChI Key: ABJNPCNYMQEGPD-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₃
• Molecular Weight: 236.31 g/mol
• Exact Mass: 236.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• ACon0_000602
• ACon1_001994
• NCGC00179933-01

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7107	71.07%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7199	71.99%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9274	92.74%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8593	85.93%
P-glycoprotein inhibitior	-	0.9665	96.65%
P-glycoprotein substrate	-	0.8094	80.94%
CYP3A4 substrate	+	0.6083	60.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8019	80.19%
CYP3A4 inhibition	-	0.7108	71.08%
CYP2C9 inhibition	-	0.9169	91.69%
CYP2C19 inhibition	-	0.8641	86.41%
CYP2D6 inhibition	-	0.9615	96.15%
CYP1A2 inhibition	-	0.8758	87.58%
CYP2C8 inhibition	-	0.9264	92.64%
CYP inhibitory promiscuity	-	0.9411	94.11%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5619	56.19%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9741	97.41%
Skin irritation	-	0.6220	62.20%
Skin corrosion	-	0.9345	93.45%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6667	66.67%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6762	67.62%
skin sensitisation	-	0.7292	72.92%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4933	49.33%
Acute Oral Toxicity (c)	III	0.4603	46.03%
Estrogen receptor binding	-	0.7432	74.32%
Androgen receptor binding	-	0.6381	63.81%
Thyroid receptor binding	-	0.5411	54.11%
Glucocorticoid receptor binding	-	0.4690	46.90%
Aromatase binding	-	0.7526	75.26%
PPAR gamma	-	0.7278	72.78%
Honey bee toxicity	-	0.8522	85.22%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9865	98.65%

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	95.46%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.02%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.96%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.82%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.15%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.52%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.41%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.10%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.11%	99.23%
CHEMBL2581	P07339	Cathepsin D	83.03%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.16%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23786301
• LOTUS: LTS0019747
• wikiData: Q103815970