Hispolone

Details

• Internal ID: 9755c380-7142-4cab-938f-fe827b0e19a3
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: (3Z,5Z)-6-(3,4-dihydroxyphenyl)-4-hydroxyhexa-3,5-dien-2-one
• SMILES (Canonical): CC(=O)C=C(C=CC1=CC(=C(C=C1)O)O)O
• SMILES (Isomeric): CC(=O)/C=C(/C=C\C1=CC(=C(C=C1)O)O)\O
• InChI: InChI=1S/C12H12O4/c1-8(13)6-10(14)4-2-9-3-5-11(15)12(16)7-9/h2-7,14-16H,1H3/b4-2-,10-6-
• InChI Key: QDVIEIMMEUCFMW-IMVLGZNNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22 g/mol
• Exact Mass: 220.07355886 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 6-(3,4-dihydroxyphenyl)-4-hydroxy-3,5-hexadien-2-one
• SCHEMBL30875919
• CHEBI:174118
• 6-(3,4-dihydroxyphenyl)-5-hexene-2,4-dione
• (3Z,5Z)-6-(3,4-DIHYDROXYPHENYL)-4-HYDROXYHEXA-3,5-DIEN-2-ONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.7857	78.57%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8288	82.88%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9635	96.35%
OATP1B3 inhibitior	+	0.9894	98.94%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5729	57.29%
P-glycoprotein inhibitior	-	0.9832	98.32%
P-glycoprotein substrate	-	0.9602	96.02%
CYP3A4 substrate	-	0.6857	68.57%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8638	86.38%
CYP3A4 inhibition	-	0.8205	82.05%
CYP2C9 inhibition	-	0.6250	62.50%
CYP2C19 inhibition	-	0.8369	83.69%
CYP2D6 inhibition	-	0.9331	93.31%
CYP1A2 inhibition	+	0.7553	75.53%
CYP2C8 inhibition	-	0.7785	77.85%
CYP inhibitory promiscuity	-	0.6015	60.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7434	74.34%
Carcinogenicity (trinary)	Non-required	0.5731	57.31%
Eye corrosion	-	0.6582	65.82%
Eye irritation	+	0.9389	93.89%
Skin irritation	+	0.7814	78.14%
Skin corrosion	-	0.5404	54.04%
Ames mutagenesis	-	0.7754	77.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7587	75.87%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.6101	61.01%
skin sensitisation	+	0.8913	89.13%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.7221	72.21%
Acute Oral Toxicity (c)	III	0.6588	65.88%
Estrogen receptor binding	+	0.6763	67.63%
Androgen receptor binding	+	0.8738	87.38%
Thyroid receptor binding	+	0.6077	60.77%
Glucocorticoid receptor binding	+	0.7523	75.23%
Aromatase binding	+	0.6468	64.68%
PPAR gamma	+	0.5665	56.65%
Honey bee toxicity	-	0.9467	94.67%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9712	97.12%

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	97.78%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.42%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.65%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.26%	96.00%
CHEMBL3194	P02766	Transthyretin	89.58%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.30%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.69%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.70%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.59%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	81.00%	94.73%

Plants that contains it

• Pistacia atlantica

Cross-Links

• PubChem: 131753146
• LOTUS: LTS0222287
• wikiData: Q105218995