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

Details

• Internal ID: 5fb2f590-fb0e-4328-90a2-708049938eb5
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 4,7-dihydroxy-6-(hydroxymethyl)-6,9a-dimethyl-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-3-one
• SMILES (Canonical): CC12CCC(C(C1CC(C3=C2COC3=O)O)(C)CO)O
• SMILES (Isomeric): CC12CCC(C(C1CC(C3=C2COC3=O)O)(C)CO)O
• InChI: InChI=1S/C15H22O5/c1-14-4-3-11(18)15(2,7-16)10(14)5-9(17)12-8(14)6-20-13(12)19/h9-11,16-18H,3-7H2,1-2H3
• InChI Key: WYFXFJAIJXWDKJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9700	97.00%
Caco-2	+	0.7352	73.52%
Blood Brain Barrier	+	0.5763	57.63%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7621	76.21%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	+	0.5662	56.62%
BSEP inhibitior	-	0.5949	59.49%
P-glycoprotein inhibitior	-	0.9034	90.34%
P-glycoprotein substrate	-	0.8531	85.31%
CYP3A4 substrate	+	0.6073	60.73%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	-	0.7979	79.79%
CYP2C9 inhibition	-	0.9284	92.84%
CYP2C19 inhibition	-	0.9217	92.17%
CYP2D6 inhibition	-	0.9276	92.76%
CYP1A2 inhibition	-	0.8957	89.57%
CYP2C8 inhibition	-	0.8962	89.62%
CYP inhibitory promiscuity	-	0.8716	87.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5199	51.99%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.5705	57.05%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5170	51.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6712	67.12%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5063	50.63%
skin sensitisation	-	0.9113	91.13%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7689	76.89%
Acute Oral Toxicity (c)	III	0.6161	61.61%
Estrogen receptor binding	+	0.5673	56.73%
Androgen receptor binding	+	0.5712	57.12%
Thyroid receptor binding	+	0.5879	58.79%
Glucocorticoid receptor binding	+	0.5553	55.53%
Aromatase binding	-	0.5472	54.72%
PPAR gamma	+	0.6550	65.50%
Honey bee toxicity	-	0.8832	88.32%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9737	97.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	94.60%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.51%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.44%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.21%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.06%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.09%	82.69%
CHEMBL2581	P07339	Cathepsin D	87.52%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.17%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	83.21%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.19%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.68%	93.04%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.16%	96.95%
CHEMBL226	P30542	Adenosine A1 receptor	80.74%	95.93%

Plants that contains it

• Iresine diffusa

Cross-Links

• PubChem: 162900659
• LOTUS: LTS0181545
• wikiData: Q105322184