5-[5-(2,5-Dihydroxyphenyl)-3-methylpent-3-enyl]-2,3-dihydroxy-4,6-dimethylbenzaldehyde

Details

• Internal ID: 905f55e8-75b7-43b8-a9b6-93ca663b8d53
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-[5-(2,5-dihydroxyphenyl)-3-methylpent-3-enyl]-2,3-dihydroxy-4,6-dimethylbenzaldehyde
• SMILES (Canonical): CC1=C(C(=C(C(=C1C=O)O)O)C)CCC(=CCC2=C(C=CC(=C2)O)O)C
• SMILES (Isomeric): CC1=C(C(=C(C(=C1C=O)O)O)C)CCC(=CCC2=C(C=CC(=C2)O)O)C
• InChI: InChI=1S/C21H24O5/c1-12(4-6-15-10-16(23)7-9-19(15)24)5-8-17-13(2)18(11-22)21(26)20(25)14(17)3/h4,7,9-11,23-26H,5-6,8H2,1-3H3
• InChI Key: KTKUNEUPWDRROX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₅
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.16237386 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.06
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9809	98.09%
Caco-2	+	0.7210	72.10%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8626	86.26%
OATP2B1 inhibitior	+	0.5755	57.55%
OATP1B1 inhibitior	+	0.7244	72.44%
OATP1B3 inhibitior	+	0.9102	91.02%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9016	90.16%
P-glycoprotein inhibitior	-	0.7043	70.43%
P-glycoprotein substrate	-	0.7573	75.73%
CYP3A4 substrate	+	0.5238	52.38%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8143	81.43%
CYP3A4 inhibition	-	0.5815	58.15%
CYP2C9 inhibition	-	0.5127	51.27%
CYP2C19 inhibition	+	0.6110	61.10%
CYP2D6 inhibition	-	0.7212	72.12%
CYP1A2 inhibition	+	0.7717	77.17%
CYP2C8 inhibition	+	0.5628	56.28%
CYP inhibitory promiscuity	-	0.6066	60.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8123	81.23%
Carcinogenicity (trinary)	Non-required	0.6837	68.37%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.7390	73.90%
Skin irritation	-	0.7267	72.67%
Skin corrosion	-	0.8973	89.73%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8032	80.32%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6228	62.28%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8043	80.43%
Acute Oral Toxicity (c)	III	0.5528	55.28%
Estrogen receptor binding	+	0.9387	93.87%
Androgen receptor binding	+	0.7941	79.41%
Thyroid receptor binding	+	0.6739	67.39%
Glucocorticoid receptor binding	+	0.8524	85.24%
Aromatase binding	+	0.7708	77.08%
PPAR gamma	+	0.8442	84.42%
Honey bee toxicity	-	0.8575	85.75%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.38%	98.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.54%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.49%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	95.17%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.10%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.91%	83.57%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.92%	99.15%
CHEMBL4208	P20618	Proteasome component C5	84.64%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.57%	86.33%
CHEMBL3194	P02766	Transthyretin	83.78%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.80%	89.00%
CHEMBL2039	P27338	Monoamine oxidase B	81.06%	92.51%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 374391
• LOTUS: LTS0023721
• wikiData: Q105145831