Daphnetin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	65f26bd7-c51b-40d9-b089-2b8fa2d14120
Taxonomy	Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7,8-dihydroxycoumarins
IUPAC Name	7,8-dihydroxychromen-2-one
SMILES (Canonical)	C1=CC(=C(C2=C1C=CC(=O)O2)O)O
SMILES (Isomeric)	C1=CC(=C(C2=C1C=CC(=O)O2)O)O
InChI	InChI=1S/C9H6O4/c10-6-3-1-5-2-4-7(11)13-9(5)8(6)12/h1-4,10,12H
InChI Key	ATEFPOUAMCWAQS-UHFFFAOYSA-N
Popularity	406 references in papers

Physical and Chemical Properties

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Molecular Formula	C₉H₆O₄
Molecular Weight	178.14 g/mol
Exact Mass	178.02660867 g/mol
Topological Polar Surface Area (TPSA)	66.80 Å²
XlogP	1.20
Atomic LogP (AlogP)	1.20
H-Bond Acceptor	4
H-Bond Donor	2
Rotatable Bonds	0

Synonyms

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7,8-Dihydroxycoumarin

486-35-1

Daphnetol

7,8-Dihydroxy-2H-chromen-2-one

7,8-Dihydroxy-2H-1-benzopyran-2-one

7,8-dihydroxychromen-2-one

2H-1-Benzopyran-2-one, 7,8-dihydroxy-

TCMDC-125839

7,8-DIHYDROXY-2H-BENZOPYRAN-2-ONE

COUMARIN, 7,8-DIHYDROXY-

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9087	90.87%
Caco-2	+	0.5484	54.84%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6897	68.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9755	97.55%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9584	95.84%
P-glycoprotein inhibitior	-	0.9676	96.76%
P-glycoprotein substrate	-	0.9886	98.86%
CYP3A4 substrate	-	0.7527	75.27%
CYP2C9 substrate	-	0.8283	82.83%
CYP2D6 substrate	-	0.8434	84.34%
CYP3A4 inhibition	-	0.8800	88.00%
CYP2C9 inhibition	-	0.8076	80.76%
CYP2C19 inhibition	-	0.9208	92.08%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	+	0.7367	73.67%
CYP2C8 inhibition	-	0.9218	92.18%
CYP inhibitory promiscuity	-	0.8757	87.57%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6214	62.14%
Eye corrosion	-	0.9857	98.57%
Eye irritation	+	0.9894	98.94%
Skin irritation	+	0.6579	65.79%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9097	90.97%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	+	0.7283	72.83%
skin sensitisation	-	0.7267	72.67%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6477	64.77%
Acute Oral Toxicity (c)	II	0.5589	55.89%
Estrogen receptor binding	-	0.4784	47.84%
Androgen receptor binding	+	0.6691	66.91%
Thyroid receptor binding	-	0.6406	64.06%
Glucocorticoid receptor binding	+	0.7768	77.68%
Aromatase binding	+	0.5507	55.07%
PPAR gamma	+	0.6673	66.73%
Honey bee toxicity	-	0.9653	96.53%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9480	94.80%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	14125.4 nM	Potency	via CMAUP
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	17782.8 nM	Potency	via CMAUP
CHEMBL2903	P16050	Arachidonate 15-lipoxygenase	25118.9 nM	Potency	via CMAUP
CHEMBL3356	P05177	Cytochrome P450 1A2	15848.93 nM	AC50	via CMAUP
CHEMBL289	P10635	Cytochrome P450 2D6	7943.3 nM	Potency	via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	12589.3 nM 12589.3 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL2392	P06746	DNA polymerase beta	14125.4 nM	Potency	via CMAUP
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	17782.8 nM	Potency	via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	10000 nM 31622.8 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	7670 nM	IC50	PMID: 18077363
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	7079.5 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	39810.7 nM 28183.8 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL5162	Q6W5P4	Neuropeptide S receptor	25118.9 nM	Potency	via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	25118.9 nM	Potency	via CMAUP
CHEMBL1293232	Q16637	Survival motor neuron protein	14125.4 nM	Potency	via CMAUP
CHEMBL1293256	P40225	Thrombopoietin	12589.3 nM 12589.3 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL1947	P10828	Thyroid hormone receptor beta-1	2818.4 nM	Potency	via CMAUP
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	35481.3 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.61%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.94%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	88.45%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.42%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.53%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.99%	95.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.77%	85.30%
CHEMBL2581	P07339	Cathepsin D	82.56%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	80.24%	94.73%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Acer caudatifolium

Aconitum heterophyllum

Artemisia carvifolia

Astragalus pycnocephalus