Dihydroauroglaucin

Details

• Internal ID: 375cda0a-aa0f-48d2-bd34-59460ede5074
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylated hydroquinones
• IUPAC Name: 2-[(1E,3E)-hepta-1,3-dienyl]-3,6-dihydroxy-5-(3-methylbut-2-enyl)benzaldehyde
• InChI: InChI=1S/C19H24O3/c1-4-5-6-7-8-9-16-17(13-20)19(22)15(12-18(16)21)11-10-14(2)3/h6-10,12-13,21-22H,4-5,11H2,1-3H3/b7-6+,9-8+
• InChI Key: JXIPKNRBDKQMAN-BLHCBFLLSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₃
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 4.79
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• Auroglaucin, dihydro-
• 854182JP77
• CHEBI:68190
• UNII-854182JP77
• 2-(1E,3E)-1,3-Heptadien-1-yl-3,6-dihydroxy-5-(3-methyl-2-buten-1-yl)benzaldehyde
• Benzaldehyde, 2-(1E,3E)-1,3-heptadien-1-yl-3,6-dihydroxy-5-(3-methyl-2-buten-1-yl)-
• 77102-91-1
• CHEMBL1813665
• Q27136684

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7145	71.45%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8626	86.26%
OATP2B1 inhibitior	-	0.7146	71.46%
OATP1B1 inhibitior	+	0.7663	76.63%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6980	69.80%
P-glycoprotein inhibitior	-	0.5703	57.03%
P-glycoprotein substrate	-	0.7608	76.08%
CYP3A4 substrate	-	0.5234	52.34%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8078	80.78%
CYP3A4 inhibition	+	0.5639	56.39%
CYP2C9 inhibition	+	0.7959	79.59%
CYP2C19 inhibition	+	0.8055	80.55%
CYP2D6 inhibition	-	0.5941	59.41%
CYP1A2 inhibition	+	0.8907	89.07%
CYP2C8 inhibition	-	0.7271	72.71%
CYP inhibitory promiscuity	+	0.8459	84.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7534	75.34%
Carcinogenicity (trinary)	Non-required	0.6459	64.59%
Eye corrosion	-	0.9509	95.09%
Eye irritation	-	0.5902	59.02%
Skin irritation	-	0.6074	60.74%
Skin corrosion	-	0.7687	76.87%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8766	87.66%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.6961	69.61%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5169	51.69%
Acute Oral Toxicity (c)	III	0.6241	62.41%
Estrogen receptor binding	+	0.8891	88.91%
Androgen receptor binding	+	0.6511	65.11%
Thyroid receptor binding	+	0.7146	71.46%
Glucocorticoid receptor binding	+	0.8572	85.72%
Aromatase binding	+	0.6481	64.81%
PPAR gamma	+	0.9504	95.04%
Honey bee toxicity	-	0.9247	92.47%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9966	99.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	97.03%	98.11%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.05%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.39%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.41%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.20%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.37%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.61%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.00%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.40%	92.08%

Plants that contains it

• Coreopsis verticillata

Cross-Links

• PubChem: 51340292
• LOTUS: LTS0241834
• wikiData: Q105196027