2,4-Dihydroxy-3-(2-hydroxy-3-methylbut-3-enyl)-6-methoxybenzaldehyde

Details

• Internal ID: 1962fe0c-cb66-4ddd-b8fa-9c3c932f60bc
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 2,4-dihydroxy-3-(2-hydroxy-3-methylbut-3-enyl)-6-methoxybenzaldehyde
• SMILES (Canonical): CC(=C)C(CC1=C(C(=C(C=C1O)OC)C=O)O)O
• SMILES (Isomeric): CC(=C)C(CC1=C(C(=C(C=C1O)OC)C=O)O)O
• InChI: InChI=1S/C13H16O5/c1-7(2)10(15)4-8-11(16)5-12(18-3)9(6-14)13(8)17/h5-6,10,15-17H,1,4H2,2-3H3
• InChI Key: AQXQDGIVXNVZJB-UHFFFAOYSA-N
• Popularity: 0 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): 87.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	-	0.5901	59.01%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7224	72.24%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.7515	75.15%
OATP1B3 inhibitior	+	0.9612	96.12%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9338	93.38%
BSEP inhibitior	-	0.8754	87.54%
P-glycoprotein inhibitior	-	0.9425	94.25%
P-glycoprotein substrate	-	0.8159	81.59%
CYP3A4 substrate	-	0.5134	51.34%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.7681	76.81%
CYP3A4 inhibition	-	0.5345	53.45%
CYP2C9 inhibition	-	0.6445	64.45%
CYP2C19 inhibition	+	0.6600	66.00%
CYP2D6 inhibition	-	0.8025	80.25%
CYP1A2 inhibition	+	0.6204	62.04%
CYP2C8 inhibition	-	0.6613	66.13%
CYP inhibitory promiscuity	-	0.5142	51.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8136	81.36%
Carcinogenicity (trinary)	Non-required	0.7895	78.95%
Eye corrosion	-	0.9552	95.52%
Eye irritation	-	0.7038	70.38%
Skin irritation	-	0.6592	65.92%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5268	52.68%
Micronuclear	-	0.5682	56.82%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.5720	57.20%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6885	68.85%
Acute Oral Toxicity (c)	III	0.5956	59.56%
Estrogen receptor binding	+	0.7731	77.31%
Androgen receptor binding	-	0.7180	71.80%
Thyroid receptor binding	+	0.5619	56.19%
Glucocorticoid receptor binding	+	0.6669	66.69%
Aromatase binding	-	0.6120	61.20%
PPAR gamma	+	0.6843	68.43%
Honey bee toxicity	-	0.8009	80.09%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9724	97.24%

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	99.04%	98.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.15%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.46%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.99%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.94%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.16%	85.14%
CHEMBL1255126	O15151	Protein Mdm4	88.87%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.67%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.85%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.83%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.77%	86.33%
CHEMBL3194	P02766	Transthyretin	81.72%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	80.81%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.64%	94.00%

Plants that contains it

• Vernonia angustifolia

Cross-Links

• PubChem: 163037047
• LOTUS: LTS0181446
• wikiData: Q104917151