Isodihydroauroglaucin

Details

• Internal ID: b8bf48a4-83b9-4b8e-ab27-8cd3369d8d62
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylated hydroquinones
• IUPAC Name: 2-[(3E,5E)-hepta-3,5-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/h4-7,10,12-13,21-22H,8-9,11H2,1-3H3/b5-4+,7-6+
• InChI Key: ZNSOEVHEUKFQSM-YTXTXJHMSA-N
• Popularity: 7 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: 5.40
• Atomic LogP (AlogP): 4.48
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• Auroglaucin, isodihydro-
• PBH5GS6NYL
• UNII-PBH5GS6NYL
• 74886-31-0
• 2-(3E,5E)-3,5-Heptadien-1-yl-3,6-dihydroxy-5-(3-methyl-2-buten-1-yl)benzaldehyde
• Benzaldehyde, 2-(3E,5E)-3,5-heptadien-1-yl-3,6-dihydroxy-5-(3-methyl-2-buten-1-yl)-
• HY-N10282
• AKOS040734409
• CS-0373505

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.6745	67.45%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8879	88.79%
OATP2B1 inhibitior	-	0.7148	71.48%
OATP1B1 inhibitior	+	0.6968	69.68%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8467	84.67%
P-glycoprotein inhibitior	-	0.5276	52.76%
P-glycoprotein substrate	-	0.7748	77.48%
CYP3A4 substrate	+	0.5190	51.90%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8078	80.78%
CYP3A4 inhibition	-	0.5834	58.34%
CYP2C9 inhibition	+	0.8477	84.77%
CYP2C19 inhibition	+	0.8647	86.47%
CYP2D6 inhibition	-	0.6612	66.12%
CYP1A2 inhibition	+	0.8963	89.63%
CYP2C8 inhibition	-	0.7023	70.23%
CYP inhibitory promiscuity	+	0.8050	80.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7762	77.62%
Carcinogenicity (trinary)	Non-required	0.6937	69.37%
Eye corrosion	-	0.9404	94.04%
Eye irritation	-	0.5676	56.76%
Skin irritation	-	0.5308	53.08%
Skin corrosion	-	0.8064	80.64%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8324	83.24%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	+	0.6887	68.87%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6364	63.64%
Acute Oral Toxicity (c)	III	0.7114	71.14%
Estrogen receptor binding	+	0.8658	86.58%
Androgen receptor binding	+	0.6844	68.44%
Thyroid receptor binding	+	0.7037	70.37%
Glucocorticoid receptor binding	+	0.7133	71.33%
Aromatase binding	+	0.6566	65.66%
PPAR gamma	+	0.9408	94.08%
Honey bee toxicity	-	0.9058	90.58%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9891	98.91%

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	97.64%	98.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.64%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.59%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.03%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	85.10%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.29%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	82.73%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.45%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.70%	96.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.47%	83.57%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14355115
• LOTUS: LTS0251321
• wikiData: Q105380191