6,8-Dihydroxy-3,5a,9-trimethyl-3,3a,6,7,8,9b-hexahydrobenzo[g][1]benzofuran-2-one

Details

• Internal ID: eead60b6-2655-4127-84d2-7b2dd42330b6
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 6,8-dihydroxy-3,5a,9-trimethyl-3,3a,6,7,8,9b-hexahydrobenzo[g][1]benzofuran-2-one
• InChI: InChI=1S/C15H20O4/c1-7-9-4-5-15(3)11(17)6-10(16)8(2)12(15)13(9)19-14(7)18/h4-5,7,9-11,13,16-17H,6H2,1-3H3
• InChI Key: VGDNHTSRBGIZDJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.18
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.5816	58.16%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5510	55.10%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8923	89.23%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8984	89.84%
P-glycoprotein inhibitior	-	0.9192	91.92%
P-glycoprotein substrate	-	0.7713	77.13%
CYP3A4 substrate	+	0.5984	59.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8505	85.05%
CYP3A4 inhibition	-	0.8216	82.16%
CYP2C9 inhibition	-	0.9091	90.91%
CYP2C19 inhibition	-	0.9405	94.05%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.7531	75.31%
CYP2C8 inhibition	-	0.8825	88.25%
CYP inhibitory promiscuity	-	0.7300	73.00%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4715	47.15%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9264	92.64%
Skin irritation	+	0.5667	56.67%
Skin corrosion	-	0.8911	89.11%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5843	58.43%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7083	70.83%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4630	46.30%
Acute Oral Toxicity (c)	III	0.3877	38.77%
Estrogen receptor binding	-	0.5617	56.17%
Androgen receptor binding	-	0.5736	57.36%
Thyroid receptor binding	+	0.5539	55.39%
Glucocorticoid receptor binding	-	0.5081	50.81%
Aromatase binding	-	0.8247	82.47%
PPAR gamma	-	0.6675	66.75%
Honey bee toxicity	-	0.8300	83.00%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9211	92.11%

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	95.48%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.49%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.25%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.92%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.89%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.55%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.54%	91.11%
CHEMBL2581	P07339	Cathepsin D	84.60%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.38%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.10%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.43%	99.23%

Plants that contains it

• Artemisia herba-alba

Cross-Links

• PubChem: 162940417
• LOTUS: LTS0017139
• wikiData: Q105285724