Antiarone B

Details

• Internal ID: 3c728d62-8a48-4030-80c9-f6429e19b100
• Taxonomy: Phenylpropanoids and polyketides > Aurone flavonoids
• IUPAC Name: 2-[[3,4-dihydroxy-2,5-bis(3-methylbut-2-enyl)phenyl]methylidene]-4,6-dihydroxy-1-benzofuran-3-one
• SMILES (Canonical): CC(=CCC1=CC(=C(C(=C1O)O)CC=C(C)C)C=C2C(=O)C3=C(C=C(C=C3O2)O)O)C
• SMILES (Isomeric): CC(=CCC1=CC(=C(C(=C1O)O)CC=C(C)C)C=C2C(=O)C3=C(C=C(C=C3O2)O)O)C
• InChI: InChI=1S/C25H26O6/c1-13(2)5-7-15-9-16(18(8-6-14(3)4)24(29)23(15)28)10-21-25(30)22-19(27)11-17(26)12-20(22)31-21/h5-6,9-12,26-29H,7-8H2,1-4H3
• InChI Key: DGOXJSOLPSTJOD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₆
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.17293854 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.14
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• LMPK12130038

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9818	98.18%
Caco-2	+	0.5058	50.58%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5943	59.43%
OATP2B1 inhibitior	-	0.5646	56.46%
OATP1B1 inhibitior	+	0.8346	83.46%
OATP1B3 inhibitior	+	0.9671	96.71%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9367	93.67%
P-glycoprotein inhibitior	+	0.6323	63.23%
P-glycoprotein substrate	-	0.8561	85.61%
CYP3A4 substrate	+	0.5358	53.58%
CYP2C9 substrate	-	0.8123	81.23%
CYP2D6 substrate	-	0.8355	83.55%
CYP3A4 inhibition	-	0.7134	71.34%
CYP2C9 inhibition	+	0.8242	82.42%
CYP2C19 inhibition	+	0.7763	77.63%
CYP2D6 inhibition	-	0.6054	60.54%
CYP1A2 inhibition	+	0.9058	90.58%
CYP2C8 inhibition	-	0.6012	60.12%
CYP inhibitory promiscuity	+	0.9244	92.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5643	56.43%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.6176	61.76%
Skin irritation	-	0.7063	70.63%
Skin corrosion	-	0.9117	91.17%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7571	75.71%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.6834	68.34%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5207	52.07%
Acute Oral Toxicity (c)	III	0.5003	50.03%
Estrogen receptor binding	+	0.9550	95.50%
Androgen receptor binding	+	0.7247	72.47%
Thyroid receptor binding	+	0.6122	61.22%
Glucocorticoid receptor binding	+	0.8090	80.90%
Aromatase binding	+	0.7082	70.82%
PPAR gamma	+	0.8972	89.72%
Honey bee toxicity	-	0.8035	80.35%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9971	99.71%

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	99.50%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.80%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	97.02%	94.73%
CHEMBL2581	P07339	Cathepsin D	96.89%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.68%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.01%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.66%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.66%	96.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.20%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.07%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.52%	94.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.25%	89.34%
CHEMBL3194	P02766	Transthyretin	82.51%	90.71%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.34%	85.30%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.73%	95.17%

Plants that contains it

• Antiaris toxicaria

Cross-Links

• PubChem: 42607770
• LOTUS: LTS0182504
• wikiData: Q104978962