3-[5-(3,6-Dioxocyclohexa-1,4-dien-1-yl)-3-methylpent-3-enyl]-6-hydroxy-2,4-dimethylbenzaldehyde

Details

• Internal ID: 75f384ec-1ea7-4958-a60f-8e3b970f2362
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-[5-(3,6-dioxocyclohexa-1,4-dien-1-yl)-3-methylpent-3-enyl]-6-hydroxy-2,4-dimethylbenzaldehyde
• SMILES (Canonical): CC1=CC(=C(C(=C1CCC(=CCC2=CC(=O)C=CC2=O)C)C)C=O)O
• SMILES (Isomeric): CC1=CC(=C(C(=C1CCC(=CCC2=CC(=O)C=CC2=O)C)C)C=O)O
• InChI: InChI=1S/C21H22O4/c1-13(4-6-16-11-17(23)7-9-20(16)24)5-8-18-14(2)10-21(25)19(12-22)15(18)3/h4,7,9-12,25H,5-6,8H2,1-3H3
• InChI Key: YVDKZXPAPMKZQV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₄
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.15180918 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.72
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.8435	84.35%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8939	89.39%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.8076	80.76%
OATP1B3 inhibitior	+	0.9143	91.43%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9519	95.19%
P-glycoprotein inhibitior	-	0.4617	46.17%
P-glycoprotein substrate	-	0.6545	65.45%
CYP3A4 substrate	+	0.5456	54.56%
CYP2C9 substrate	-	0.7875	78.75%
CYP2D6 substrate	-	0.8507	85.07%
CYP3A4 inhibition	-	0.5585	55.85%
CYP2C9 inhibition	-	0.5442	54.42%
CYP2C19 inhibition	+	0.6042	60.42%
CYP2D6 inhibition	-	0.8302	83.02%
CYP1A2 inhibition	+	0.8096	80.96%
CYP2C8 inhibition	-	0.5911	59.11%
CYP inhibitory promiscuity	-	0.5522	55.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7473	74.73%
Carcinogenicity (trinary)	Non-required	0.7076	70.76%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.7908	79.08%
Skin irritation	-	0.6910	69.10%
Skin corrosion	-	0.9188	91.88%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7278	72.78%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5479	54.79%
skin sensitisation	-	0.6392	63.92%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.7312	73.12%
Acute Oral Toxicity (c)	III	0.6067	60.67%
Estrogen receptor binding	+	0.8317	83.17%
Androgen receptor binding	+	0.6100	61.00%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7965	79.65%
Aromatase binding	+	0.6069	60.69%
PPAR gamma	+	0.8316	83.16%
Honey bee toxicity	-	0.8507	85.07%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	97.26%	98.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.28%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.28%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.66%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.35%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.85%	94.73%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.27%	96.90%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.90%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.84%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.38%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23424613
• LOTUS: LTS0013310
• wikiData: Q105365237