Prionoid D

Details

• Internal ID: e9b2940b-9be4-4c25-9ca8-4461580643e8
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 8-(4-hydroxy-4-methylpentanoyl)-7-methyl-3-propan-2-ylnaphthalene-1,2-dione
• SMILES (Canonical): CC1=C(C2=C(C=C1)C=C(C(=O)C2=O)C(C)C)C(=O)CCC(C)(C)O
• SMILES (Isomeric): CC1=C(C2=C(C=C1)C=C(C(=O)C2=O)C(C)C)C(=O)CCC(C)(C)O
• InChI: InChI=1S/C20H24O4/c1-11(2)14-10-13-7-6-12(3)16(17(13)19(23)18(14)22)15(21)8-9-20(4,5)24/h6-7,10-11,24H,8-9H2,1-5H3
• InChI Key: OCTDHGFZGVITEW-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 879324-77-3
• 8-(4-hydroxy-4-methylpentanoyl)-7-methyl-3-propan-2-ylnaphthalene-1,2-dione
• AKOS040734160

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.7816	78.16%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7666	76.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8789	87.89%
OATP1B3 inhibitior	+	0.9118	91.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7381	73.81%
P-glycoprotein inhibitior	-	0.7869	78.69%
P-glycoprotein substrate	-	0.7803	78.03%
CYP3A4 substrate	-	0.5073	50.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8633	86.33%
CYP3A4 inhibition	+	0.5329	53.29%
CYP2C9 inhibition	-	0.6459	64.59%
CYP2C19 inhibition	-	0.7172	71.72%
CYP2D6 inhibition	-	0.8112	81.12%
CYP1A2 inhibition	-	0.6579	65.79%
CYP2C8 inhibition	-	0.7887	78.87%
CYP inhibitory promiscuity	-	0.7535	75.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9118	91.18%
Carcinogenicity (trinary)	Non-required	0.6751	67.51%
Eye corrosion	-	0.9944	99.44%
Eye irritation	-	0.8199	81.99%
Skin irritation	-	0.5369	53.69%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4406	44.06%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5396	53.96%
skin sensitisation	+	0.5078	50.78%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6506	65.06%
Acute Oral Toxicity (c)	III	0.6986	69.86%
Estrogen receptor binding	+	0.7280	72.80%
Androgen receptor binding	+	0.5702	57.02%
Thyroid receptor binding	+	0.5490	54.90%
Glucocorticoid receptor binding	+	0.7067	70.67%
Aromatase binding	-	0.5083	50.83%
PPAR gamma	+	0.8128	81.28%
Honey bee toxicity	-	0.9402	94.02%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9903	99.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.27%	98.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	93.01%	85.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.80%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	91.52%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.87%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.72%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.56%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.89%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.15%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.89%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.37%	93.65%
CHEMBL3180	O00748	Carboxylesterase 2	80.98%	90.00%

Plants that contains it

• Angelica keiskei
• Salvia prionitis

Cross-Links

• PubChem: 11566103
• NPASS: NPC50707
• LOTUS: LTS0083414
• wikiData: Q105189564