(2R)-2,3-Dihydro-2-(1-methylethenyl)naphtho[2,3-b]furan-4,9-dione

Details

• Internal ID: c0c37c75-778b-4884-849f-7954ca121330
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (2R)-2-prop-1-en-2-yl-2,3-dihydrobenzo[f][1]benzofuran-4,9-dione
• SMILES (Canonical): CC(=C)C1CC2=C(O1)C(=O)C3=CC=CC=C3C2=O
• SMILES (Isomeric): CC(=C)[C@H]1CC2=C(O1)C(=O)C3=CC=CC=C3C2=O
• InChI: InChI=1S/C15H12O3/c1-8(2)12-7-11-13(16)9-5-3-4-6-10(9)14(17)15(11)18-12/h3-6,12H,1,7H2,2H3/t12-/m1/s1
• InChI Key: ZDMOREUAQLXRCQ-GFCCVEGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₃
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.078644241 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• 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	+	0.7284	72.84%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6468	64.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9435	94.35%
OATP1B3 inhibitior	+	0.9700	97.00%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6407	64.07%
P-glycoprotein inhibitior	-	0.8834	88.34%
P-glycoprotein substrate	-	0.9393	93.93%
CYP3A4 substrate	-	0.5402	54.02%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.8196	81.96%
CYP3A4 inhibition	-	0.8293	82.93%
CYP2C9 inhibition	+	0.6214	62.14%
CYP2C19 inhibition	+	0.7019	70.19%
CYP2D6 inhibition	-	0.8315	83.15%
CYP1A2 inhibition	+	0.8986	89.86%
CYP2C8 inhibition	-	0.9721	97.21%
CYP inhibitory promiscuity	+	0.7747	77.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5140	51.40%
Eye corrosion	-	0.9274	92.74%
Eye irritation	+	0.8142	81.42%
Skin irritation	-	0.6091	60.91%
Skin corrosion	-	0.9120	91.20%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6686	66.86%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.5511	55.11%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5552	55.52%
Acute Oral Toxicity (c)	III	0.4949	49.49%
Estrogen receptor binding	+	0.5400	54.00%
Androgen receptor binding	+	0.6807	68.07%
Thyroid receptor binding	-	0.5906	59.06%
Glucocorticoid receptor binding	-	0.7361	73.61%
Aromatase binding	-	0.5562	55.62%
PPAR gamma	-	0.6404	64.04%
Honey bee toxicity	-	0.7968	79.68%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9826	98.26%

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	97.79%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.17%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.86%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.59%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.38%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.26%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.04%	91.11%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.43%	93.65%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.99%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.51%	93.56%

Plants that contains it

• Ekmanianthe longiflora
• Handroanthus impetiginosus
• Lantana involucrata
• Newbouldia laevis
• Oroxylum indicum
• Radermachera sinica

Cross-Links

• PubChem: 101671141
• NPASS: NPC308263
• LOTUS: LTS0076757
• wikiData: Q105372414