(2R)-7-hydroxy-2-prop-1-en-2-yl-2,3-dihydrobenzo[g][1]benzofuran-4,5-dione

Details

• Internal ID: fa57d97e-7cde-42c9-8d32-328f2550055a
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (2R)-7-hydroxy-2-prop-1-en-2-yl-2,3-dihydrobenzo[g][1]benzofuran-4,5-dione
• SMILES (Canonical): CC(=C)C1CC2=C(O1)C3=C(C=C(C=C3)O)C(=O)C2=O
• SMILES (Isomeric): CC(=C)[C@H]1CC2=C(O1)C3=C(C=C(C=C3)O)C(=O)C2=O
• InChI: InChI=1S/C15H12O4/c1-7(2)12-6-11-14(18)13(17)10-5-8(16)3-4-9(10)15(11)19-12/h3-5,12,16H,1,6H2,2H3/t12-/m1/s1
• InChI Key: RFNIZIGETMKYEI-GFCCVEGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.23
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6654	66.54%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7170	71.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8454	84.54%
OATP1B3 inhibitior	+	0.9672	96.72%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8574	85.74%
P-glycoprotein inhibitior	-	0.9106	91.06%
P-glycoprotein substrate	-	0.7646	76.46%
CYP3A4 substrate	+	0.5388	53.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7800	78.00%
CYP3A4 inhibition	-	0.8343	83.43%
CYP2C9 inhibition	+	0.6713	67.13%
CYP2C19 inhibition	+	0.5186	51.86%
CYP2D6 inhibition	-	0.8628	86.28%
CYP1A2 inhibition	+	0.9013	90.13%
CYP2C8 inhibition	-	0.8456	84.56%
CYP inhibitory promiscuity	+	0.6433	64.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4448	44.48%
Eye corrosion	-	0.9750	97.50%
Eye irritation	+	0.7850	78.50%
Skin irritation	-	0.5463	54.63%
Skin corrosion	-	0.9016	90.16%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7178	71.78%
Micronuclear	+	0.6018	60.18%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.5548	55.48%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6117	61.17%
Acute Oral Toxicity (c)	III	0.3861	38.61%
Estrogen receptor binding	+	0.6881	68.81%
Androgen receptor binding	+	0.7609	76.09%
Thyroid receptor binding	+	0.5617	56.17%
Glucocorticoid receptor binding	-	0.4861	48.61%
Aromatase binding	+	0.6812	68.12%
PPAR gamma	+	0.5974	59.74%
Honey bee toxicity	-	0.8460	84.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9925	99.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.43%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.42%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.18%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.00%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.75%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.96%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.87%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.54%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.37%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.80%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.45%	100.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.57%	90.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.56%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.94%	95.89%

Plants that contains it

• Lantana involucrata

Cross-Links

• PubChem: 132934414
• LOTUS: LTS0235874
• wikiData: Q105235496