(2R,3R)-3,8-dihydroxy-2-prop-1-en-2-yl-2,3-dihydrobenzo[f][1]benzofuran-4,9-dione

Details

• Internal ID: 17c02bdf-4705-4e00-99c0-17798e7dd99e
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (2R,3R)-3,8-dihydroxy-2-prop-1-en-2-yl-2,3-dihydrobenzo[f][1]benzofuran-4,9-dione
• SMILES (Canonical): CC(=C)C1C(C2=C(O1)C(=O)C3=C(C2=O)C=CC=C3O)O
• SMILES (Isomeric): CC(=C)[C@@H]1[C@@H](C2=C(O1)C(=O)C3=C(C2=O)C=CC=C3O)O
• InChI: InChI=1S/C15H12O5/c1-6(2)14-13(19)10-11(17)7-4-3-5-8(16)9(7)12(18)15(10)20-14/h3-5,13-14,16,19H,1H2,2H3/t13-,14-/m1/s1
• InChI Key: ZYEBGWMOHDXQFR-ZIAGYGMSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.06847348 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 5
• 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	+	0.9947	99.47%
Caco-2	-	0.6103	61.03%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7534	75.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9149	91.49%
OATP1B3 inhibitior	+	0.9598	95.98%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9123	91.23%
P-glycoprotein inhibitior	-	0.8485	84.85%
P-glycoprotein substrate	-	0.8091	80.91%
CYP3A4 substrate	+	0.5199	51.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8441	84.41%
CYP3A4 inhibition	-	0.8013	80.13%
CYP2C9 inhibition	+	0.9158	91.58%
CYP2C19 inhibition	+	0.6518	65.18%
CYP2D6 inhibition	-	0.8487	84.87%
CYP1A2 inhibition	+	0.9181	91.81%
CYP2C8 inhibition	-	0.9036	90.36%
CYP inhibitory promiscuity	+	0.8690	86.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Danger	0.3883	38.83%
Eye corrosion	-	0.9685	96.85%
Eye irritation	+	0.7799	77.99%
Skin irritation	-	0.5150	51.50%
Skin corrosion	-	0.8848	88.48%
Ames mutagenesis	+	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8364	83.64%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.7676	76.76%
skin sensitisation	-	0.5458	54.58%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7969	79.69%
Acute Oral Toxicity (c)	III	0.4086	40.86%
Estrogen receptor binding	-	0.4880	48.80%
Androgen receptor binding	+	0.5261	52.61%
Thyroid receptor binding	-	0.5628	56.28%
Glucocorticoid receptor binding	-	0.5315	53.15%
Aromatase binding	-	0.5700	57.00%
PPAR gamma	-	0.5874	58.74%
Honey bee toxicity	-	0.8769	87.69%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	99.20%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.71%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.76%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	95.31%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.77%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.73%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.88%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.20%	93.65%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.75%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.81%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.00%	99.15%

Plants that contains it

• Newbouldia laevis

Cross-Links

• PubChem: 162999589
• LOTUS: LTS0243460
• wikiData: Q105386036