Grandinol

Details

• Internal ID: afbff5c2-7b60-4e25-bac1-34cfb4f26d23
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 2,4,6-trihydroxy-3-methyl-5-(3-methylbutanoyl)benzaldehyde
• SMILES (Canonical): CC1=C(C(=C(C(=C1O)C(=O)CC(C)C)O)C=O)O
• SMILES (Isomeric): CC1=C(C(=C(C(=C1O)C(=O)CC(C)C)O)C=O)O
• InChI: InChI=1S/C13H16O5/c1-6(2)4-9(15)10-12(17)7(3)11(16)8(5-14)13(10)18/h5-6,16-18H,4H2,1-3H3
• InChI Key: NGJANBBWZSMYRM-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.26 g/mol
• Exact Mass: 252.09977361 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 2,4,6-trihydroxy-3-methyl-5-(3-methylbutanoyl)benzaldehyde
• 63861-11-0
• CHEMBL225347
• DTXSID60453114
• CHEBI:182757
• C20207

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9293	92.93%
Caco-2	+	0.7475	74.75%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8692	86.92%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	-	0.4053	40.53%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8623	86.23%
P-glycoprotein inhibitior	-	0.9564	95.64%
P-glycoprotein substrate	-	0.8543	85.43%
CYP3A4 substrate	-	0.6203	62.03%
CYP2C9 substrate	-	0.6023	60.23%
CYP2D6 substrate	-	0.8188	81.88%
CYP3A4 inhibition	+	0.6426	64.26%
CYP2C9 inhibition	-	0.5670	56.70%
CYP2C19 inhibition	-	0.5275	52.75%
CYP2D6 inhibition	-	0.6122	61.22%
CYP1A2 inhibition	+	0.7140	71.40%
CYP2C8 inhibition	-	0.9551	95.51%
CYP inhibitory promiscuity	-	0.7521	75.21%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7120	71.20%
Carcinogenicity (trinary)	Non-required	0.7663	76.63%
Eye corrosion	-	0.9001	90.01%
Eye irritation	+	0.9004	90.04%
Skin irritation	-	0.7334	73.34%
Skin corrosion	-	0.7485	74.85%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5651	56.51%
Micronuclear	-	0.6599	65.99%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.5708	57.08%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.5626	56.26%
Acute Oral Toxicity (c)	III	0.6362	63.62%
Estrogen receptor binding	+	0.5314	53.14%
Androgen receptor binding	-	0.5184	51.84%
Thyroid receptor binding	-	0.5516	55.16%
Glucocorticoid receptor binding	+	0.7064	70.64%
Aromatase binding	-	0.7083	70.83%
PPAR gamma	+	0.5993	59.93%
Honey bee toxicity	-	0.9640	96.40%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9653	96.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.37%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.92%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	89.85%	98.11%
CHEMBL3401	O75469	Pregnane X receptor	88.52%	94.73%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.78%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.06%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.84%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.56%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.22%	100.00%

Plants that contains it

• Eucalyptus globulus
• Eucalyptus grandis
• Eucalyptus perriniana
• Eucalyptus pulverulenta

Cross-Links

• PubChem: 11043217
• LOTUS: LTS0006480
• wikiData: Q82274130