Pubescenone

Details

• Internal ID: 8e31476d-d115-40be-8b0a-4e2e7c7e38e3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,3R,4S,8R,10R,13S)-13-methoxy-3,6,6-trimethyl-12-oxatetracyclo[8.3.0.01,3.04,8]tridecan-9-one
• InChI: InChI=1S/C16H24O3/c1-14(2)5-9-10(6-14)15(3)8-16(15)11(12(9)17)7-19-13(16)18-4/h9-11,13H,5-8H2,1-4H3/t9-,10+,11-,13+,15-,16+/m1/s1
• InChI Key: WDZQKXZDBJTSQX-ZBLWOSAESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₃
• Molecular Weight: 264.36 g/mol
• Exact Mass: 264.17254462 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• CHEBI:217789
• (1R,3R,4S,8R,10R,13S)-13-methoxy-3,6,6-trimethyl-12-oxatetracyclo[8.3.0.01,3.04,8]tridecan-9-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.7991	79.91%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5795	57.95%
OATP2B1 inhibitior	-	0.8450	84.50%
OATP1B1 inhibitior	+	0.8878	88.78%
OATP1B3 inhibitior	+	0.9587	95.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7542	75.42%
P-glycoprotein inhibitior	-	0.7817	78.17%
P-glycoprotein substrate	-	0.8366	83.66%
CYP3A4 substrate	+	0.6222	62.22%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.8105	81.05%
CYP3A4 inhibition	-	0.9247	92.47%
CYP2C9 inhibition	-	0.6074	60.74%
CYP2C19 inhibition	-	0.5706	57.06%
CYP2D6 inhibition	-	0.9265	92.65%
CYP1A2 inhibition	-	0.6854	68.54%
CYP2C8 inhibition	-	0.8356	83.56%
CYP inhibitory promiscuity	-	0.8927	89.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6000	60.00%
Eye corrosion	-	0.9446	94.46%
Eye irritation	-	0.8650	86.50%
Skin irritation	-	0.8028	80.28%
Skin corrosion	-	0.9650	96.50%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6037	60.37%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6784	67.84%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5655	56.55%
Acute Oral Toxicity (c)	III	0.3924	39.24%
Estrogen receptor binding	+	0.8208	82.08%
Androgen receptor binding	+	0.6742	67.42%
Thyroid receptor binding	+	0.5442	54.42%
Glucocorticoid receptor binding	+	0.6601	66.01%
Aromatase binding	-	0.5434	54.34%
PPAR gamma	+	0.5625	56.25%
Honey bee toxicity	-	0.6849	68.49%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9658	96.58%

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	94.54%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.46%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.42%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.31%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.62%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.58%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.60%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.91%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.34%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.67%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.17%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.06%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.27%	91.07%

Plants that contains it

• Fagopyrum acutatum

Cross-Links

• PubChem: 102074593
• NPASS: NPC252277
• LOTUS: LTS0038657
• wikiData: Q77501013