(3aS,4R,9bS)-4-ethenyl-6,9-dihydroxy-4-methyl-3-methylidene-3a,9b-dihydrobenzo[g][1]benzofuran-5-one

Details

• Internal ID: c5eab568-ce83-4fad-97f8-111eee8e8879
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3aS,4R,9bS)-4-ethenyl-6,9-dihydroxy-4-methyl-3-methylidene-3a,9b-dihydrobenzo[g][1]benzofuran-5-one
• InChI: InChI=1S/C16H16O4/c1-4-16(3)13-8(2)7-20-14(13)11-9(17)5-6-10(18)12(11)15(16)19/h4-6,13-14,17-18H,1-2,7H2,3H3/t13-,14-,16-/m1/s1
• InChI Key: KJFQWZFEKVBDEY-IIAWOOMASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	-	0.7959	79.59%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7715	77.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8860	88.60%
OATP1B3 inhibitior	+	0.9528	95.28%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9521	95.21%
P-glycoprotein inhibitior	-	0.8832	88.32%
P-glycoprotein substrate	-	0.9006	90.06%
CYP3A4 substrate	+	0.5545	55.45%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8414	84.14%
CYP3A4 inhibition	-	0.7254	72.54%
CYP2C9 inhibition	+	0.8127	81.27%
CYP2C19 inhibition	+	0.7508	75.08%
CYP2D6 inhibition	-	0.8808	88.08%
CYP1A2 inhibition	+	0.9162	91.62%
CYP2C8 inhibition	-	0.6389	63.89%
CYP inhibitory promiscuity	+	0.8978	89.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.6127	61.27%
Skin irritation	-	0.6338	63.38%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7769	77.69%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.5595	55.95%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5873	58.73%
Acute Oral Toxicity (c)	III	0.4967	49.67%
Estrogen receptor binding	-	0.6693	66.93%
Androgen receptor binding	+	0.5922	59.22%
Thyroid receptor binding	+	0.5609	56.09%
Glucocorticoid receptor binding	+	0.6998	69.98%
Aromatase binding	-	0.5828	58.28%
PPAR gamma	-	0.4941	49.41%
Honey bee toxicity	-	0.8690	86.90%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9908	99.08%

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	99.22%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.90%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.73%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.48%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.02%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.27%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	86.82%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.17%	86.33%
CHEMBL4530	P00488	Coagulation factor XIII	86.06%	96.00%
CHEMBL4208	P20618	Proteasome component C5	85.73%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.81%	99.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.32%	85.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.67%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.93%	100.00%

Plants that contains it

• Cordia americana

Cross-Links

• PubChem: 101821055
• LOTUS: LTS0249628
• wikiData: Q105141826