5,9-dihydroxy-6,6,9a-trimethyl-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-3-one

Details

• Internal ID: 6b196104-0aa2-466d-b1bb-d7311b6a26d9
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 5,9-dihydroxy-6,6,9a-trimethyl-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-3-one
• InChI: InChI=1S/C15H22O4/c1-14(2)5-4-11(17)15(3)9-7-19-13(18)8(9)6-10(16)12(14)15/h10-12,16-17H,4-7H2,1-3H3
• InChI Key: PNQPXZZYBRYBJV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.41
• 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	+	0.9944	99.44%
Caco-2	+	0.7912	79.12%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8682	86.82%
OATP2B1 inhibitior	-	0.8507	85.07%
OATP1B1 inhibitior	+	0.9137	91.37%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5958	59.58%
BSEP inhibitior	-	0.8454	84.54%
P-glycoprotein inhibitior	-	0.8639	86.39%
P-glycoprotein substrate	-	0.8198	81.98%
CYP3A4 substrate	+	0.5968	59.68%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.7013	70.13%
CYP2C9 inhibition	-	0.8802	88.02%
CYP2C19 inhibition	-	0.9281	92.81%
CYP2D6 inhibition	-	0.9223	92.23%
CYP1A2 inhibition	-	0.8436	84.36%
CYP2C8 inhibition	-	0.9516	95.16%
CYP inhibitory promiscuity	-	0.8778	87.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5333	53.33%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.7296	72.96%
Skin irritation	+	0.5608	56.08%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6391	63.91%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6553	65.53%
skin sensitisation	-	0.8066	80.66%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.8151	81.51%
Acute Oral Toxicity (c)	III	0.6695	66.95%
Estrogen receptor binding	+	0.5519	55.19%
Androgen receptor binding	-	0.4922	49.22%
Thyroid receptor binding	-	0.5172	51.72%
Glucocorticoid receptor binding	+	0.5818	58.18%
Aromatase binding	-	0.5182	51.82%
PPAR gamma	+	0.5213	52.13%
Honey bee toxicity	-	0.7614	76.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9932	99.32%

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	95.99%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.96%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.17%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.11%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.09%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.52%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.34%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.25%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	88.01%	97.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.33%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.55%	93.04%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.74%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.20%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588357
• LOTUS: LTS0047060
• wikiData: Q104195101