Atrovenetinone

Details

• Internal ID: 83096804-35e2-4dcf-97d5-9233cd0801e0
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 3,7-dihydroxy-1,8,8,9-tetramethyl-9H-phenaleno[1,2-b]furan-4,5,6-trione
• SMILES (Canonical): CC1C(C2=C(O1)C3=C4C(=C(C=C3C)O)C(=O)C(=O)C(=O)C4=C2O)(C)C
• SMILES (Isomeric): CC1C(C2=C(O1)C3=C4C(=C(C=C3C)O)C(=O)C(=O)C(=O)C4=C2O)(C)C
• InChI: InChI=1S/C19H16O6/c1-6-5-8(20)10-11-9(6)18-13(19(3,4)7(2)25-18)14(21)12(11)16(23)17(24)15(10)22/h5,7,20-21H,1-4H3
• InChI Key: JTGPBXBAOCOOAM-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₆
• Molecular Weight: 340.30 g/mol
• Exact Mass: 340.09468823 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• Q44073650

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.5109	51.09%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8122	81.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8826	88.26%
OATP1B3 inhibitior	+	0.8691	86.91%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8815	88.15%
P-glycoprotein inhibitior	-	0.8388	83.88%
P-glycoprotein substrate	-	0.8413	84.13%
CYP3A4 substrate	+	0.5538	55.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8176	81.76%
CYP3A4 inhibition	-	0.9265	92.65%
CYP2C9 inhibition	+	0.6225	62.25%
CYP2C19 inhibition	-	0.8315	83.15%
CYP2D6 inhibition	-	0.8720	87.20%
CYP1A2 inhibition	+	0.8561	85.61%
CYP2C8 inhibition	-	0.7661	76.61%
CYP inhibitory promiscuity	+	0.5136	51.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.4657	46.57%
Eye corrosion	-	0.9908	99.08%
Eye irritation	+	0.8511	85.11%
Skin irritation	-	0.7095	70.95%
Skin corrosion	-	0.9337	93.37%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7048	70.48%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.6229	62.29%
skin sensitisation	-	0.8079	80.79%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6598	65.98%
Acute Oral Toxicity (c)	III	0.6542	65.42%
Estrogen receptor binding	+	0.8066	80.66%
Androgen receptor binding	+	0.5352	53.52%
Thyroid receptor binding	-	0.5355	53.55%
Glucocorticoid receptor binding	+	0.7191	71.91%
Aromatase binding	+	0.5336	53.36%
PPAR gamma	+	0.7218	72.18%
Honey bee toxicity	-	0.9142	91.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9855	98.55%

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	97.98%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.67%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.39%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	89.54%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.28%	99.23%
CHEMBL2581	P07339	Cathepsin D	88.13%	98.95%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	87.26%	85.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.66%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.36%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.83%	91.49%
CHEMBL1937	Q92769	Histone deacetylase 2	84.51%	94.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.42%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.30%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132965758
• LOTUS: LTS0047933
• wikiData: Q44073650