Anemarcoumarin A

Details

• Internal ID: 9a634624-c0f3-4eb4-ac48-b4e62c52038c
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 7-hydroxy-3-[(4-hydroxyphenyl)methyl]chromen-2-one
• SMILES (Canonical): C1=CC(=CC=C1CC2=CC3=C(C=C(C=C3)O)OC2=O)O
• SMILES (Isomeric): C1=CC(=CC=C1CC2=CC3=C(C=C(C=C3)O)OC2=O)O
• InChI: InChI=1S/C16H12O4/c17-13-4-1-10(2-5-13)7-12-8-11-3-6-14(18)9-15(11)20-16(12)19/h1-6,8-9,17-18H,7H2
• InChI Key: LFZKQNNCOZCLAK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₄
• Molecular Weight: 268.26 g/mol
• Exact Mass: 268.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• SCHEMBL774777
• CHEMBL1077595

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9551	95.51%
Caco-2	+	0.7376	73.76%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7564	75.64%
OATP2B1 inhibitior	-	0.5739	57.39%
OATP1B1 inhibitior	-	0.3385	33.85%
OATP1B3 inhibitior	+	0.8796	87.96%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4589	45.89%
P-glycoprotein inhibitior	-	0.8516	85.16%
P-glycoprotein substrate	-	0.7605	76.05%
CYP3A4 substrate	-	0.5842	58.42%
CYP2C9 substrate	-	0.5993	59.93%
CYP2D6 substrate	-	0.7975	79.75%
CYP3A4 inhibition	-	0.8048	80.48%
CYP2C9 inhibition	+	0.7948	79.48%
CYP2C19 inhibition	-	0.6900	69.00%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.6150	61.50%
CYP2C8 inhibition	-	0.6204	62.04%
CYP inhibitory promiscuity	-	0.6375	63.75%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6538	65.38%
Eye corrosion	-	0.9857	98.57%
Eye irritation	+	0.9490	94.90%
Skin irritation	+	0.6130	61.30%
Skin corrosion	-	0.9891	98.91%
Ames mutagenesis	-	0.7437	74.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6946	69.46%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8113	81.13%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6810	68.10%
Acute Oral Toxicity (c)	II	0.5684	56.84%
Estrogen receptor binding	+	0.9422	94.22%
Androgen receptor binding	+	0.8322	83.22%
Thyroid receptor binding	+	0.5887	58.87%
Glucocorticoid receptor binding	+	0.9029	90.29%
Aromatase binding	+	0.9495	94.95%
PPAR gamma	+	0.8899	88.99%
Honey bee toxicity	-	0.8763	87.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9537	95.37%

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	95.81%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.72%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.71%	94.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.88%	83.57%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	88.04%	85.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.26%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.96%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	86.84%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.94%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.73%	86.33%
CHEMBL4531	P17931	Galectin-3	82.65%	96.90%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.75%	90.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.29%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.61%	96.95%
CHEMBL3891	P07384	Calpain 1	80.19%	93.04%

Plants that contains it

• Anemarrhena asphodeloides

Cross-Links

• PubChem: 44557157
• NPASS: NPC295487
• LOTUS: LTS0103183
• wikiData: Q105151241