Ochroleucin A2

Details

• Internal ID: 5b973287-daa1-49e8-bc9b-6d210623d437
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (3Z)-5-hydroxy-7-(3-methylbut-3-en-1-ynyl)-3-[4-(3-methylbut-3-en-1-ynyl)-5-oxofuran-2-ylidene]-2-oxo-1-benzofuran-4-carbaldehyde
• SMILES (Canonical): CC(=C)C#CC1=CC(=C(C2=C1OC(=O)C2=C3C=C(C(=O)O3)C#CC(=C)C)C=O)O
• SMILES (Isomeric): CC(=C)C#CC1=CC(=C(C\2=C1OC(=O)/C2=C\3/C=C(C(=O)O3)C#CC(=C)C)C=O)O
• InChI: InChI=1S/C23H14O6/c1-12(2)5-7-14-9-17(25)16(11-24)19-20(23(27)29-21(14)19)18-10-15(22(26)28-18)8-6-13(3)4/h9-11,25H,1,3H2,2,4H3/b20-18-
• InChI Key: FZNSNRDGUCILLQ-ZZEZOPTASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₁₄O₆
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.07903816 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 6
• 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	+	0.9913	99.13%
Caco-2	-	0.7375	73.75%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7932	79.32%
OATP2B1 inhibitior	-	0.5739	57.39%
OATP1B1 inhibitior	+	0.7918	79.18%
OATP1B3 inhibitior	+	0.9089	90.89%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6668	66.68%
P-glycoprotein inhibitior	-	0.5468	54.68%
P-glycoprotein substrate	-	0.7659	76.59%
CYP3A4 substrate	+	0.5482	54.82%
CYP2C9 substrate	-	0.5863	58.63%
CYP2D6 substrate	-	0.8704	87.04%
CYP3A4 inhibition	-	0.5271	52.71%
CYP2C9 inhibition	+	0.7200	72.00%
CYP2C19 inhibition	-	0.5270	52.70%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	+	0.5542	55.42%
CYP2C8 inhibition	+	0.5785	57.85%
CYP inhibitory promiscuity	+	0.5676	56.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8568	85.68%
Carcinogenicity (trinary)	Danger	0.4557	45.57%
Eye corrosion	-	0.9583	95.83%
Eye irritation	+	0.5361	53.61%
Skin irritation	-	0.6037	60.37%
Skin corrosion	-	0.9116	91.16%
Ames mutagenesis	-	0.6144	61.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.7118	71.18%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.6105	61.05%
skin sensitisation	-	0.6059	60.59%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.8193	81.93%
Acute Oral Toxicity (c)	II	0.4495	44.95%
Estrogen receptor binding	+	0.6314	63.14%
Androgen receptor binding	+	0.7628	76.28%
Thyroid receptor binding	-	0.5331	53.31%
Glucocorticoid receptor binding	+	0.6562	65.62%
Aromatase binding	-	0.5809	58.09%
PPAR gamma	+	0.7056	70.56%
Honey bee toxicity	-	0.8016	80.16%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9962	99.62%

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	97.40%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.18%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.55%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.15%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	94.94%	94.73%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	90.45%	98.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.36%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.90%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	84.44%	91.49%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.71%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101396495
• LOTUS: LTS0120307
• wikiData: Q105005063