Ayamenin B

Details

• Internal ID: a42f3727-9b95-4506-b4e0-1ad94da430da
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 1,3-dihydroxy-[1]benzofuro[2,3-b]chromen-11-one
• InChI: InChI=1S/C15H8O5/c16-7-5-9(17)13-11(6-7)20-15-12(14(13)18)8-3-1-2-4-10(8)19-15/h1-6,16-17H
• InChI Key: JJNXBAACCLQUIE-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₈O₅
• Molecular Weight: 268.22 g/mol
• Exact Mass: 268.03717335 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 132915-52-7
• 5,7-Dihydroxycoumaronochromone
• 1,3-dihydroxy-11H-[1]benzofuro[2,3-b]chromen-11-one
• DTXSID10157852
• 11H-benzofuro[2,3-b][1]benzopyran-11-one, 1,3-dihydroxy-
• InChI=1/C15H8O5/c16-7-5-9(17)13-11(6-7)20-15-12(14(13)18)8-3-1-2-4-10(8)19-15/h1-6,16-17

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9534	95.34%
Caco-2	+	0.5454	54.54%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.6920	69.20%
OATP1B1 inhibitior	+	0.8443	84.43%
OATP1B3 inhibitior	+	0.8742	87.42%
MATE1 inhibitior	-	0.5200	52.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8609	86.09%
P-glycoprotein inhibitior	-	0.8682	86.82%
P-glycoprotein substrate	-	0.9072	90.72%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.6265	62.65%
CYP2D6 substrate	-	0.8495	84.95%
CYP3A4 inhibition	+	0.8920	89.20%
CYP2C9 inhibition	+	0.5722	57.22%
CYP2C19 inhibition	-	0.5838	58.38%
CYP2D6 inhibition	-	0.6785	67.85%
CYP1A2 inhibition	+	0.6732	67.32%
CYP2C8 inhibition	+	0.6116	61.16%
CYP inhibitory promiscuity	-	0.5700	57.00%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4662	46.62%
Eye corrosion	-	0.9792	97.92%
Eye irritation	+	0.9116	91.16%
Skin irritation	+	0.5899	58.99%
Skin corrosion	-	0.9762	97.62%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8282	82.82%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8229	82.29%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6117	61.17%
Acute Oral Toxicity (c)	II	0.4224	42.24%
Estrogen receptor binding	+	0.7852	78.52%
Androgen receptor binding	+	0.9065	90.65%
Thyroid receptor binding	+	0.6370	63.70%
Glucocorticoid receptor binding	+	0.8631	86.31%
Aromatase binding	+	0.7985	79.85%
PPAR gamma	+	0.9180	91.80%
Honey bee toxicity	-	0.9045	90.45%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8763	87.63%

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	99.22%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.83%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.03%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	91.91%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.86%	99.23%
CHEMBL2581	P07339	Cathepsin D	90.85%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.85%	96.12%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.46%	93.65%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.49%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.92%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.41%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.32%	99.15%

Plants that contains it

• Iris pseudacorus

Cross-Links

• PubChem: 5324348
• LOTUS: LTS0049642
• wikiData: Q83026017