Hispidin

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	0d015441-d201-4782-89e8-573fb03d15d1
Taxonomy	Benzenoids > Phenols > Benzenediols > Catechols
IUPAC Name	6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxypyran-2-one
SMILES (Canonical)	C1=CC(=C(C=C1C=CC2=CC(=CC(=O)O2)O)O)O
SMILES (Isomeric)	C1=CC(=C(C=C1/C=C/C2=CC(=CC(=O)O2)O)O)O
InChI	InChI=1S/C13H10O5/c14-9-6-10(18-13(17)7-9)3-1-8-2-4-11(15)12(16)5-8/h1-7,14-16H/b3-1+
InChI Key	SGJNQVTUYXCBKH-HNQUOIGGSA-N
Popularity	205 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₃H₁₀O₅
Molecular Weight	246.21 g/mol
Exact Mass	246.05282342 g/mol
Topological Polar Surface Area (TPSA)	87.00 Å²
XlogP	1.70
Atomic LogP (AlogP)	1.93
H-Bond Acceptor	5
H-Bond Donor	3
Rotatable Bonds	2

Synonyms

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555-55-5

6-(3,4-Dihydroxystyryl)-4-hydroxy-2-pyrone

CHEBI:36332

6-[(E)-2-(3,4-dihydroxyphenyl)vinyl]-4-hydroxy-2H-pyran-2-one

UNII-SSJ18CG55E

SSJ18CG55E

(E)-6-(3,4-dihydroxystyryl)-4-hydroxy-2H-pyran-2-one

6-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-4-hydroxy-2H-pyran-2-one

Hispidine

Isohispidine

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	+	0.8957	89.57%
Caco-2	+	0.8169	81.69%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7027	70.27%
OATP2B1 inhibitior	-	0.6939	69.39%
OATP1B1 inhibitior	+	0.9613	96.13%
OATP1B3 inhibitior	+	0.9750	97.50%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7659	76.59%
P-glycoprotein inhibitior	-	0.9561	95.61%
P-glycoprotein substrate	-	0.9804	98.04%
CYP3A4 substrate	-	0.6225	62.25%
CYP2C9 substrate	-	0.5774	57.74%
CYP2D6 substrate	-	0.8725	87.25%
CYP3A4 inhibition	-	0.7655	76.55%
CYP2C9 inhibition	-	0.7288	72.88%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.5999	59.99%
CYP inhibitory promiscuity	-	0.6609	66.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6373	63.73%
Eye corrosion	-	0.9812	98.12%
Eye irritation	+	0.9712	97.12%
Skin irritation	+	0.5536	55.36%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8357	83.57%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5774	57.74%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.5566	55.66%
Acute Oral Toxicity (c)	III	0.4140	41.40%
Estrogen receptor binding	+	0.9276	92.76%
Androgen receptor binding	+	0.9187	91.87%
Thyroid receptor binding	+	0.5197	51.97%
Glucocorticoid receptor binding	+	0.8723	87.23%
Aromatase binding	+	0.9375	93.75%
PPAR gamma	+	0.8232	82.32%
Honey bee toxicity	-	0.8912	89.12%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9767	97.67%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	7943.3 nM	Potency	via CMAUP
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	14125.4 nM	Potency	via CMAUP
CHEMBL2903	P16050	Arachidonate 15-lipoxygenase	794.3 nM	Potency	via Super-PRED
CHEMBL1293236	P46063	ATP-dependent DNA helicase Q1	794.3 nM 794.3 nM	Potency Potency	via CMAUP via Super-PRED
CHEMBL1293237	P54132	Bloom syndrome protein	4466.8 nM 4466.8 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL2392	P06746	DNA polymerase beta	223.9 nM 223.9 nM	Potency Potency	via Super-PRED via CMAUP
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	794.3 nM 794.3 nM	Potency Potency	via CMAUP via Super-PRED
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	251.2 nM	Potency	via Super-PRED
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	25118.9 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	14125.4 nM 11220.2 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	5 nM 5 nM	Potency Potency	via Super-PRED via CMAUP
CHEMBL1293232	Q16637	Survival motor neuron protein	794.3 nM 794.3 nM	Potency Potency	via Super-PRED via CMAUP
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	2818.4 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.01%	91.49%
CHEMBL3194	P02766	Transthyretin	97.17%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.10%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	91.14%	96.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.65%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.72%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.62%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.19%	94.73%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	87.16%	83.65%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.22%	80.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.12%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.01%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.83%	94.45%
CHEMBL2581	P07339	Cathepsin D	81.70%	98.95%
CHEMBL4208	P20618	Proteasome component C5	80.03%	90.00%

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.

Commiphora mukul

Equisetum arvense

Solanum asperolanatum

Tanacetum parthenium