Apocynol A

Details

• Internal ID: eb3e6d28-6c1c-4108-8a4e-8309d4fb5220
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4R)-4-[(E,3R)-3-hydroxybut-1-enyl]-3-(hydroxymethyl)-5,5-dimethylcyclohex-2-en-1-one
• InChI: InChI=1S/C13H20O3/c1-9(15)4-5-12-10(8-14)6-11(16)7-13(12,2)3/h4-6,9,12,14-15H,7-8H2,1-3H3/b5-4+/t9-,12+/m1/s1
• InChI Key: NSPUEQDFCJBNBF-DMKSKQPMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₃
• Molecular Weight: 224.30 g/mol
• Exact Mass: 224.14124450 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.46
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• (4R)-4-[(E,3R)-3-hydroxybut-1-enyl]-3-(hydroxymethyl)-5,5-dimethylcyclohex-2-en-1-one
• (4R)-4-((E,3R)-3-hydroxybut-1-enyl)-3-(hydroxymethyl)-5,5-dimethylcyclohex-2-en-1-one
• RefChem:113477
• 358721-33-2
• orb1685018
• CHEMBL2407705
• HY-N2885
• NSC805018
• AKOS040760079
• FS-9311
• NSC-805018
• CS-0023467

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.6991	69.91%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8289	82.89%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9094	90.94%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7016	70.16%
P-glycoprotein inhibitior	-	0.9728	97.28%
P-glycoprotein substrate	-	0.8707	87.07%
CYP3A4 substrate	-	0.5143	51.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.7156	71.56%
CYP2C9 inhibition	-	0.8321	83.21%
CYP2C19 inhibition	-	0.7722	77.22%
CYP2D6 inhibition	-	0.9221	92.21%
CYP1A2 inhibition	-	0.8204	82.04%
CYP2C8 inhibition	-	0.9642	96.42%
CYP inhibitory promiscuity	-	0.8042	80.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6880	68.80%
Carcinogenicity (trinary)	Non-required	0.5591	55.91%
Eye corrosion	-	0.9662	96.62%
Eye irritation	-	0.8898	88.98%
Skin irritation	-	0.8013	80.13%
Skin corrosion	-	0.9760	97.60%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7549	75.49%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5091	50.91%
skin sensitisation	+	0.7477	74.77%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.5634	56.34%
Acute Oral Toxicity (c)	III	0.7321	73.21%
Estrogen receptor binding	-	0.9084	90.84%
Androgen receptor binding	-	0.7188	71.88%
Thyroid receptor binding	-	0.6235	62.35%
Glucocorticoid receptor binding	-	0.4841	48.41%
Aromatase binding	-	0.8843	88.43%
PPAR gamma	-	0.8213	82.13%
Honey bee toxicity	-	0.9324	93.24%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.8858	88.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.09%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.72%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.39%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.04%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.95%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.81%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.16%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.83%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.19%	89.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.08%	100.00%

Plants that contains it

• Apocynum venetum

Cross-Links

• PubChem: 11053300
• NPASS: NPC186042