7-hydroxy-6-[(E)-3-hydroxy-3-methylbut-1-enyl]chromen-2-one

Details

• Internal ID: d94e8343-f863-461c-9281-0aaca94dc97b
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 7-hydroxy-6-[(E)-3-hydroxy-3-methylbut-1-enyl]chromen-2-one
• SMILES (Canonical): CC(C)(C=CC1=C(C=C2C(=C1)C=CC(=O)O2)O)O
• SMILES (Isomeric): CC(C)(/C=C/C1=C(C=C2C(=C1)C=CC(=O)O2)O)O
• InChI: InChI=1S/C14H14O4/c1-14(2,17)6-5-9-7-10-3-4-13(16)18-12(10)8-11(9)15/h3-8,15,17H,1-2H3/b6-5+
• InChI Key: WXVMDKWVJWQTEJ-AATRIKPKSA-N
• Popularity: 0 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): 66.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• SCHEMBL11664955

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9831	98.31%
Caco-2	+	0.6835	68.35%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7846	78.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8742	87.42%
OATP1B3 inhibitior	+	0.9721	97.21%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5776	57.76%
P-glycoprotein inhibitior	-	0.8624	86.24%
P-glycoprotein substrate	-	0.9019	90.19%
CYP3A4 substrate	-	0.5636	56.36%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	-	0.8504	85.04%
CYP3A4 inhibition	-	0.6899	68.99%
CYP2C9 inhibition	+	0.7123	71.23%
CYP2C19 inhibition	-	0.6089	60.89%
CYP2D6 inhibition	-	0.8734	87.34%
CYP1A2 inhibition	-	0.6557	65.57%
CYP2C8 inhibition	-	0.7562	75.62%
CYP inhibitory promiscuity	-	0.5720	57.20%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9813	98.13%
Carcinogenicity (trinary)	Non-required	0.5418	54.18%
Eye corrosion	-	0.9902	99.02%
Eye irritation	+	0.8476	84.76%
Skin irritation	-	0.6373	63.73%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5574	55.74%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.6552	65.52%
skin sensitisation	-	0.7677	76.77%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5615	56.15%
Acute Oral Toxicity (c)	III	0.5900	59.00%
Estrogen receptor binding	+	0.9505	95.05%
Androgen receptor binding	+	0.6420	64.20%
Thyroid receptor binding	+	0.6993	69.93%
Glucocorticoid receptor binding	+	0.8537	85.37%
Aromatase binding	+	0.8215	82.15%
PPAR gamma	+	0.7627	76.27%
Honey bee toxicity	-	0.9289	92.89%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9903	99.03%

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	97.90%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.43%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.62%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.79%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.24%	89.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.99%	80.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.45%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.82%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.19%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.25%	90.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.07%	85.11%

Plants that contains it

• Boenninghausenia albiflora

Cross-Links

• PubChem: 88813862
• NPASS: NPC273171
• LOTUS: LTS0258086
• wikiData: Q105314992