Anisocoumarin B

Details

• Internal ID: 36a9eea2-2ed1-4270-95ea-4b2f877ef51a
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 5-hydroxy-7-(3-methylbut-2-enoxy)chromen-2-one
• InChI: InChI=1S/C14H14O4/c1-9(2)5-6-17-10-7-12(15)11-3-4-14(16)18-13(11)8-10/h3-5,7-8,15H,6H2,1-2H3
• InChI Key: HOULBXRCMJRUKO-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 5-hydroxy-7-(3-methylbut-2-enoxy)chromen-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.9212	92.12%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7616	76.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9269	92.69%
OATP1B3 inhibitior	+	0.9139	91.39%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6252	62.52%
P-glycoprotein inhibitior	-	0.7991	79.91%
P-glycoprotein substrate	-	0.8954	89.54%
CYP3A4 substrate	-	0.5162	51.62%
CYP2C9 substrate	-	0.6607	66.07%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.6562	65.62%
CYP2C9 inhibition	+	0.6582	65.82%
CYP2C19 inhibition	+	0.8388	83.88%
CYP2D6 inhibition	-	0.6331	63.31%
CYP1A2 inhibition	+	0.8657	86.57%
CYP2C8 inhibition	-	0.6768	67.68%
CYP inhibitory promiscuity	+	0.7718	77.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6976	69.76%
Eye corrosion	-	0.9792	97.92%
Eye irritation	+	0.8830	88.30%
Skin irritation	-	0.7432	74.32%
Skin corrosion	-	0.9746	97.46%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6491	64.91%
Micronuclear	+	0.5074	50.74%
Hepatotoxicity	+	0.6292	62.92%
skin sensitisation	-	0.7198	71.98%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.4547	45.47%
Acute Oral Toxicity (c)	III	0.6988	69.88%
Estrogen receptor binding	+	0.8105	81.05%
Androgen receptor binding	+	0.8299	82.99%
Thyroid receptor binding	-	0.6369	63.69%
Glucocorticoid receptor binding	+	0.6683	66.83%
Aromatase binding	+	0.8222	82.22%
PPAR gamma	+	0.8204	82.04%
Honey bee toxicity	-	0.8736	87.36%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9916	99.16%

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	99.00%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.24%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.61%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.61%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.29%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.71%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.81%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.72%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.43%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.80%	99.15%
CHEMBL4208	P20618	Proteasome component C5	85.15%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.54%	86.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.73%	83.57%

Plants that contains it

• Citrus trifoliata
• Clausena anisata

Cross-Links

• PubChem: 14259051
• LOTUS: LTS0031561
• wikiData: Q105031544