(3aR,4aR,5R,9aS)-3a,9a-dihydroxy-4a,5-dimethyl-3-methylidene-4,5-dihydrobenzo[f][1]benzofuran-6-one

Details

• Internal ID: 03053406-9dd0-4155-8921-01f1d5772bca
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3aR,4aR,5R,9aS)-3a,9a-dihydroxy-4a,5-dimethyl-3-methylidene-4,5-dihydrobenzo[f][1]benzofuran-6-one
• InChI: InChI=1S/C15H18O4/c1-9-7-19-15(18)6-11-4-5-12(16)10(2)13(11,3)8-14(9,15)17/h4-6,10,17-18H,1,7-8H2,2-3H3/t10-,13+,14+,15-/m0/s1
• InChI Key: DKGJSDMEDKZKNB-QOWREQOWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 1.10
• 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	+	0.9863	98.63%
Caco-2	+	0.5523	55.23%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7732	77.32%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9242	92.42%
OATP1B3 inhibitior	+	0.9581	95.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9237	92.37%
P-glycoprotein inhibitior	-	0.9601	96.01%
P-glycoprotein substrate	-	0.7255	72.55%
CYP3A4 substrate	+	0.5709	57.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.8378	83.78%
CYP2C9 inhibition	-	0.8662	86.62%
CYP2C19 inhibition	-	0.8401	84.01%
CYP2D6 inhibition	-	0.9039	90.39%
CYP1A2 inhibition	-	0.8110	81.10%
CYP2C8 inhibition	-	0.9111	91.11%
CYP inhibitory promiscuity	-	0.9386	93.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5401	54.01%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.7897	78.97%
Skin irritation	+	0.4903	49.03%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6229	62.29%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.7324	73.24%
skin sensitisation	-	0.8370	83.70%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6915	69.15%
Acute Oral Toxicity (c)	III	0.3540	35.40%
Estrogen receptor binding	+	0.5963	59.63%
Androgen receptor binding	+	0.6930	69.30%
Thyroid receptor binding	+	0.6215	62.15%
Glucocorticoid receptor binding	-	0.4781	47.81%
Aromatase binding	+	0.5852	58.52%
PPAR gamma	-	0.6407	64.07%
Honey bee toxicity	-	0.8385	83.85%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	96.76%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.80%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.67%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.93%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.74%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.02%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	86.39%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.71%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.80%	92.94%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.36%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.62%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14335796
• LOTUS: LTS0131878
• wikiData: Q104983201